JPH06321739A - Shampoo composition - Google Patents

Abstract

PURPOSE:To obtain a shampoo composition having no slipping from fingers during hair washing and rinsing, showing excellent feeling after drying and mild irritation to skin. CONSTITUTION:This shampoo composition comprises (A) 0.05-5wt.%, preferably 0.05-3wt.% of a cationic guar gum derivative such as guar hydroxypropyltrimethylammonium chloride, (B) a reverse osmosis membrane- treated substance of an amidoamine type or amide betaine type amphoteric surfactant obtained by reacting at least one amidoamine compound selected from a compound of formula I (R1 is 7-20C alkyl or 7-20C alkyl; R2 and R3 are hydroxyethyl, H) and a compound of formula II (R4 is R1; R5 and R6 are methyl, ethyl, hydroxyalkylene) with a monochloroacetic acid of formula III (M1 is alkali metal, ammonium, alkanolamine, lower aliphatic amine or H) and (C) an acyl neutral amino acid salt of formula IV (R7 is R1; M2 is N, K, triethanolamine, ammonia, lysine or arginine; (n) is 1 or 2).

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair shampoo composition containing a cationized guar gum derivative, a specific amphoteric surfactant and an acyl neutral amino acid salt.

[0002]

2. Description of the Related Art In recent shampoos for hair, cationized cellulose is frequently used for the purpose of improving "point slipping" during washing and rinsing. However, cationized cellulose has been regarded as a problem in terms of its ability to accumulate in hair, and it improves the feeling of use during hair washing, but has hardly improved the "feel" after drying. Therefore, recently, an attempt has been made to blend a quaternary ammonium type cationic surfactant for the purpose of improving the texture. However, although this method is effective for improving the texture, it is more irritating than anionic surfactant which is a general shampoo raw material, and is not suitable for mild shampoo.

[0003]

The object of the present invention is to provide excellent "pointing slip" during washing and rinsing, and excellent texture after drying.
And to provide a mild shampoo composition to the skin.

[0004]

[Means for Solving the Problems] The inventors of the present invention are excellent in "pointing slip" during washing and rinsing, and "texture" after drying,
In addition, as a result of intensive studies to provide a mild shampoo to the composition, a combination of a cationized guar gum derivative, a specific amphoteric surfactant subjected to reverse osmosis membrane treatment, and an acyl neutral amino acid salt was used in a specific ratio. As a result, they have found that the above object is satisfied, and completed the present invention.

That is, the present invention comprises the following three components (A),
A shampoo composition comprising (B) and (C). (A) Cationized guar gum derivative 0.05-
5.0% (B) General formula (1)

[Chemical 4] (1) (In the formula, R ₁ represents an alkyl group or an alkenyl group having 7 to 20 carbon atoms, and R ₂ and R ₃ represent a hydroxyethyl group or a hydrogen atom.) And the general formula (2).

[Chemical 5] (2) (In the formula, R ₄ represents an alkyl group or an alkenyl group having 7 to 20 carbon atoms, and R ₅ and R ₆ represent a methyl group, an ethyl group or a hydroxyalkylene group.) At least one amidoamine Monochloroacetic acid represented by the general formula (3) ClCH ₂ COOM ₁ (3) (wherein M ₁ represents one selected from alkali metal, ammonia, alkanolamine, lower aliphatic amine and hydrogen atom) is added to the compound. Reverse osmosis membrane-treated product of amidoamine-type or amidobetaine-type amphoteric surfactant obtained by reaction (C) Acyl neutral amino acid salt represented by general formula (4)

Embedded image (wherein R ₇ represents an alkyl group or an alkenyl group having 7 to 20 carbon atoms, and M ₂ represents one of sodium, potassium, triethanolamine, ammonia, lysine and arginine. Represents a cation residue, and n represents 1 or 2.) The weight ratio of the component (A) to the component (B) is 9:
1 to 1: 9, the total content in the shampoo composition is 5
~ 35%.

The component (A) used in the present invention is a cationized guar gum derivative, of which guar hydroxypropyltrimethylammonium chloride is typical. This derivative uses guar gum (generic name: galactomannan), which is a polysaccharide produced by opportunity crushing from the germ division of legume crop guar, as a raw material, and uses it as a cationizing agent, 2,3-epoxypropyltrimethylammonium chloride. , Glycidyltrimethylammonium chloride, 3-chloro-2-hydroxypropyltrimethylammonium chloride and the like in the presence of an alkali. Guar gum as a raw material is a polysaccharide similar to cellulose, and has the same binding mode and β-1,4-glucoside bonds. The blending amount of the component (A) is 0.05 to 5%, preferably 0.05 to 3%. If it is less than 0.05%, the effect is poor, and if it is more than 5%, a tingling sensation is strongly felt, which is not preferable.

The compound of the general formula (1) which is the starting material of the component (B) for treating a reverse osmosis membrane is condensed with a fatty acid or a fatty acid ester and a diamine compound such as aminoethylethanolamine, or a 2-alkyl- It can be easily obtained by hydrolyzing an imidazoline compound such as 1- (2-hydroxyethyl) -2-imidazoline. Specific examples of the amidoamine compound represented by the general formula (2) include N-cocoyl-N'-
(2-hydroxyethyl) ethylenediamine, N-lauroyl-N ′-(2-hydroxyethyl) ethylenediamine, N-caproyl-N ′-(2-hydroxyethyl) ethylenediamine, N-stearoyl-N ′-(2
-Hydroxyethyl) ethylenediamine, N-oleoyl-N '-(2-hydroxyethyl) ethylenediamine, N-cocoyl-N- (2-hydroxyethyl) ethylenediamine, N-lauroyl-N- (2-hydroxyethyl) ethylenediamine, N-caproyl-N- (2
Examples thereof include compounds such as -hydroxyethyl) ethylenediamine, N-stearoyl-N- (2-hydroxyethyl) ethylenediamine and N-oleoyl-N- (2-hydroxyethyl) ethylenediamine.

The compound of the general formula (2) can be easily obtained by condensing a fatty acid or a fatty acid ester with a diamine compound such as N, N-dimethylpropanediamine. -Lauroyl-N ', N'-dimethylpropanediamine, N-cocoyl-N', N'-dimethylpropanediamine, N-caproyl-N ', N'-dimethylpropanediamine, N-
Stearoyl-N ', N'-dimethylpropanediamine, N-oleoyl-N', N'-dimethylpropanediamine, N-lauroyl-N ', N'-diethylpropanediamine, N-lauroyl-N', N ' -Dihydroxyethyl propane diamine etc. are mentioned.

The amphoteric surfactant used as the component (B) of the present invention is an amidoamine compound represented by the general formula (1) or (2), 1 to 2.5 mol of monochloroacetic acid and sodium hydroxide in an aqueous solution at a temperature of It is obtained by reacting at 70 to 95 ° C. The compounds produced by this reaction are mainly the following amphoteric surfactants and a mixture of sodium chloride and unreacted raw materials.

(Wherein R ₁ and M ₁ are the same as defined above, R ₂ and
R ₃ represents CH ₂ COOM ₁ , a hydroxyethyl group or a hydrogen atom. )

(In the formula, R ₄ , R ₅ and R ₆ are the same as defined above.)

Examples of the reverse osmosis membrane used for producing the component (B) used in the present invention include a cellulose acetate membrane, a sulfonated polysulfone membrane, a polyamide sulfonated membrane and the like. In order to treat the amidoamine-type amphoteric surfactant and the amidobetaine-type amphoteric surfactant using these reverse osmosis membranes, the concentration of the amidoamine-type amphoteric surfactant and the amidobetaine-type amphoteric surfactant is 5 to 45. %, Preferably 20-40%,
The temperature is 5 to 40 kg / cm ² , and the temperature varies depending on the type of the reverse osmosis membrane, but generally the treatment is performed at room temperature. Since the amount of liquid to be treated decreases with the treatment time, water is always replenished for reverse osmosis membrane treatment.

Representative examples of the component (C) include coconut oil fatty acid sarcosine sodium, lauroyl sarcosine sodium, myristoyl sarcosine sodium, coconut oil fatty acid sarcosine triethanolamine, lauroyl sarcosine triethanolamine, lauroyl sarcosine lysine, coconut oil fatty acid. Methyl-β-alanine sodium, lauroylmethyl-β-alanine sodium, myristoylmethyl-β-alanine sodium, lauroylmethyl-β-alanine triethanolamine, lauroylmethyl-β-alanine lysine and the like can be mentioned. The component (A) and the component (B) are mixed in such a manner that the weight ratio of the component (A) and the component (B) is 9: 1 to 1: 9, and the total content in the shampoo composition is 5 to 35%. Is preferred.

Other surfactants to be added to the shampoo composition of the present invention include fatty acid soap, higher alcohol sulfate ester salt, polyoxyethylene higher alcohol sulfate ester salt, higher alcohol phosphate ester salt, and polyoxyethylene higher salt. Alcohol phosphate ester salt, polyoxyethylene higher fatty acid phosphate ester salt, sulfonated higher fatty acid salt, sulfonated higher fatty acid higher alcohol ester salt, higher alcohol sulfosuccinate ester salt, acylmethyl taurine, N-long chain acyl-glutamate salt , Anionic surfactants such as acyl isethionate and α-olefin sulfonate, nonionic surfactants such as fatty acid diethanolamide, fatty acid monoethanolamide and polyoxyethylene fatty acid monoethanolamide, alkyl betaine It is amphoteric surfactants. If necessary, solubilizers such as glycols, emollients such as ester oils, hyaluronic acid, moisturizers such as chitin and chitosan, aloe extract, cell activating agents such as placenta extract, allantoin, glycyrrhizic acid, etc. Anti-dandruff agents such as anti-inflammatory agents, zinc pyrithione and piroctone olamine, and bactericides, fragrances, pigments and the like can be added.

Hereinafter, the present invention will be described in more detail with reference to production examples and examples.

【Example】

Production Example of Component (B) -1 2-coconut oil fatty acid alkyl-N- (2-hydroxyethyl) imidazoline 1 mol (272 g), sodium hydroxide 20 g and water 842 g were heated and stirred at a temperature of 80 to 90 ° C. for 1 hour. After that, 2 mol (189 g) of monochloroacetic acid and 140 g of sodium hydroxide were charged and reacted at a temperature of 80 to 90 ° C. for 3 hours to prepare an amidoamine containing N-lauroyl-N′-hydroxyethyl-N′-carboxymethylethylenediamine as a main component. 1460 g of an amphoteric surfactant was obtained. This product has a sodium chloride content of 8% and a dry residue of 3
The viscosity at 25 ° C. at 8% was 800 cp.

Next, this amidoamine type amphoteric surfactant aqueous solution was adjusted to pH 7 with hydrochloric acid, and 190 g of purified water was added to adjust the solid content concentration to 35%, and then a polyamidated sulfone membrane having a membrane area of 0.4 m ² was set. Reverse osmosis membrane treatment equipment (trade name "20 type RO / UF test module"; Techno Universe Co., Ltd.) is circulated at a pressure of 20 Kg / cm ² , and water is added so that the treatment fluid does not decrease due to removal of the membrane permeate. It was After a total amount of 2750 g of permeate was taken, the addition of water was stopped, and a further 550 g of permeate was taken to make the solid content concentration after treatment 30%. The product obtained by the reverse osmosis membrane treatment had a sodium chloride concentration of 0.5%, a dry residue of 30%, and a viscosity at 25 ° C. of 110 cp.

Preparation Example of Component (B) -2 1 mol of coconut oil fatty acid (208 g) and 1 mol of N, N-dimethylpropanediamine (102 g) under reduced pressure 160 to 2
Reaction was carried out at 00 ° C. for 4 hours to remove 1 mol of water. To this, 800 g of water and 2 mol (80 g) of sodium hydroxide were charged, and 1 mol (117 g) of monochloroacetic acid was reacted for 5 hours to give a sodium chloride content of 5.3% and a dry residue of 36.2% at 25 ° C. 1260 g of a pale yellow transparent liquid having a viscosity of 10.5 cp was obtained.

[0016]
Next, 200 g of water was added to adjust the solid content concentration to 30%, and the pressure was set to ² in a reverse osmosis membrane treatment device (the same as above) in which a polyamidated sulfone membrane having a membrane area of 0.4 m ² was set.
The solution was circulated at 0 Kg / cm ² , and water was added so that the treatment solution would not be reduced by removing the membrane permeate. 2500g in total
After removing the permeate, stop adding water and
0 g of the permeated liquid was taken, and the solid content concentration after the treatment was set to 30%. The product obtained by the reverse osmosis membrane treatment had a sodium chloride concentration of 0.8%, a dry residue of 30.5%, and a viscosity at 25 ° C. of 8.3 cp.

Examples 1 to 3 and Comparative Examples 1 to 4 The shampoo compositions shown below were prepared, and the tests were conducted on the fingers during use, the texture after drying, and the protein denaturation rate test. (Evaluation method) Feel of use A hair bundle having a length of about 20 cm and a weight of about 5 g was pre-wetted, 1 g of shampoo to be tested was attached, and the hair was lightly washed with fingertips. Then, after thoroughly rinsing with warm water, it was air dried. At that time, the sliding at the time of use and the texture after drying were observed. This test was performed 5 times for each shampoo, and the average of the results was used as a measure of the feeling of use according to the following criteria.・ Good sliding after washing and rinsing ・ ・ ・ ○ Normal ・ ・ ・ △ Poor ・ ・ ・ ・ ・ × ・ Good texture after drying ・ ・ ・ ○ Normal ・ ・ ・ ・ ・ △ Bad ... ×

(Protein Denaturation Rate Test Method) The ovalbumin denaturation rate when the sample was added to an ovalbumin pH7 buffer solution to a sample concentration of 1% by using aqueous high performance liquid chromatography, was determined by the absorption peak at 220 nm. Was measured using. H ₀ : Height of 220 nm absorption peak of ovalbumin H _S : Height of 220 nm absorption peak when a sample was added to an ovalbumin buffer solution Evaluation criteria were set as follows. ⊚: Ovalbumin denaturation rate less than 30% ◯: Ovalbumin denaturation rate 30% to 59% Δ: Ovalbumin denaturation rate 60% to 79% ×: Ovalbumin denaturation rate 80% or more

[0019]

[Table 1]

Example 7 Conditioning Shampoo Compound of Preparation Example-2 50.0% Lauroylmethyl-β-alanine sodium (30%) 10.0 Cationized guar gum derivative 0.3 Lauric acid diethanolamide 2.0 Glycerin 3.0 Carboxymethyl chitin 0.2 EDTA 0.1 Citric acid pH = 6.5 Amount of water remaining

Example 8 Conditioning Shampoo Compound of Preparation Example-1 30.0% Lauroyl sarcosine triethanolamine (30%) 20.0 N-coconut oil fatty acid acyl-L-glutamic acid 5.0 Monotriethanolamine (30%) ) Lauroylmethyltaurine sodium (30%) 5.0 Lauric acid diethanolamide 2.0 Sodium hyaluronate 0.5 Caustic soda pH = 6 Methylparaben 0.1 Perfume Suitable amount Water residue

Example 9 Compound of Production Example-1 7.0% Lauroylmethyl-β-alanine triethanolamine 15.0 Sodium lauryl ether sulphate (25%) 20.0 1,3 Butylene glycol 5.0 Pyro Kuton olamine 0.5 Monoammonium glycyrrhizinate 0.2 Collagen 0.1 Methylparaben 0.1 Citric acid pH = 6.5 Amount of water Remaining The performance of the shampoo compositions of Examples 7 to 9 was similarly measured. The results are shown in Table 2.

[0023]

[Table 2]

[0024]

EFFECTS OF THE INVENTION According to the present invention, excellent finger slip and texture,
A shampoo composition having a low protein denaturation rate can be produced.

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[Procedure amendment]

[Submission date] June 26, 1992

[Procedure Amendment 1]

[Document name to be amended] Statement

[Name of item to be amended] Detailed explanation of the invention

[Correction method] Change

[Correction content]

The component (A) used in the present invention is a cationized guar gum derivative, of which guar hydroxypropyltrimethylammonium chloride is typical. This derivative uses guar gum (generic name: galactomannan), which is a polysaccharide produced by mechanically crushing from the germ division of legume crop guar, as a raw material, and uses it as a cationizing agent, 2,3-epoxypropyltrimethylammonium. It can be obtained by reacting chloride, glycidyltrimethylammonium chloride, 3-chloro-2-hydroxypropyltrimethylammonium chloride and the like in the presence of an alkali. Guar gum, which is a raw material, is a polysaccharide similar to cellulose, and its binding mode is the same, and both are β-1,4-glucoside bonds. The blending amount of the component (A) is 0.05 to 5%, preferably 0.05 to 3%
Is. If it is 0.05% or less, the effect is poor, and if it is 5% or more, the feeling of slipperiness is strong and it is not preferable.

[Procedure Amendment 2]

[Document name to be amended] Statement

[Name of item to be amended] Detailed explanation of the invention

[Correction method] Change

[Correction content]

Examples of the reverse osmosis membrane used for producing the component (B) used in the present invention include a cellulose acetate membrane, a sulfonated polysulfone membrane, a polyamide sulfonated membrane and the like. In order to treat the amidoamine-type amphoteric surfactant and the amidobetaine-type amphoteric surfactant using these reverse osmosis membranes, the concentration of the amidoamine-type amphoteric surfactant and the amidobetaine-type amphoteric surfactant is 5 to 45. %, Preferably 20-40%,
The temperature is 5 to 40 kg / cm ² , and the temperature varies depending on the type of the reverse osmosis membrane, but generally the treatment is performed at room temperature. Since the amount of liquid to be treated decreases with the treatment time, water is always replenished for reverse osmosis membrane treatment.

[Procedure 3]

[Document name to be amended] Statement

[Name of item to be amended] Detailed explanation of the invention

[Correction method] Change

[Correction content]

[0019]

[Table 1]

[Procedure 3]

[Document name to be amended] Statement

[Name of item to be amended] Detailed explanation of the invention

[Correction method] Change

[Correction content]

Example 4 Conditioning Shampoo Preparation 2 Compound 50.0% Lauroylmethyl-β-alanine sodium (30%) 10.0 Cationized guar gum derivative 0.3 Lauric acid diethanolamide 2.0 Glycerin 3.0 Carboxymethyl chitin 0.2 EDTA 0.1 Citric acid pH = 6.5 Amount of water remaining

[Procedure amendment 4]

[Document name to be amended] Statement

[Name of item to be amended] Detailed explanation of the invention

[Correction method] Change

[Correction content]

Example 5 Conditioning Shampoo Preparation 1 Compound 50.0% Lauroyl sarcosine Triethanolamine (30%) 10.0 Cationized guar gum derivative 0.4 N-coconut oil fatty acid acyl-L-glutamic acid 5.0 Monotriethanolamine (30%) Lauroylmethyltaurine sodium (30%) 5.0 Lauric acid diethanolamide 2.0 Sodium hyaluronate 0.5 Caustic soda pH = 6.0 Amount methylparaben 0.1 Perfume Proper amount Water remaining

[Procedure Amendment 5]

[Document name to be amended] Statement

[Name of item to be amended] Detailed explanation of the invention

[Correction method] Change

[Correction content]

Example 6 Compound of Preparation Example-1 7.0% Lauroylmethyl-β-alanine triethanolamine 15.0 Cationized guar gum derivative 0.5 Sodium lauryl ether sulphate (25%) 20.0 1,3 -Butylene glycol 5.0 Pyroctone olamine 0.5 Monoammonium glycyrrhizinate 0.2 Collagen 0.1 Methylparaben 0.1 Citric acid Amount to make pH = 6.5 Water Residual performance of shampoo compositions of Examples 4-6 It measured similarly. The results are shown in Table 2.

[Procedure correction 6]

[Document name to be amended] Statement

[Name of item to be amended] Detailed explanation of the invention

[Correction method] Change

[Correction content]

[0023]

[Table 2]

Claims (2)

[Claims] 1. The following (A), (B), and (C)
A shampoo composition comprising components. (A) Cationized guar gum derivative (B) General formula (1) (1) (In the formula, R ₁ represents an alkyl group or an alkenyl group having 7 to 20 carbon atoms, and R ₂ and R ₃ represent a hydroxyethyl group or a hydrogen atom.) 0.05 to 5.0% and general Formula (2) (2) (In the formula, R ₄ represents an alkyl group or an alkenyl group having 7 to 20 carbon atoms, and R ₅ and R ₆ represent a methyl group, an ethyl group or a hydroxyalkylene group.) At least one amidoamine Monochloroacetic acid represented by the general formula (3) ClCH ₂ COOM ₁ (3) (wherein M ₁ represents one selected from alkali metal, ammonium, alkanolamine, lower aliphatic amine and hydrogen atom) is added to the compound. Reverse osmosis membrane-treated product of amidoamine-type or amidobetaine-type amphoteric surfactant obtained by reaction (C) Acyl neutral amino acid salt represented by the general formula (4) (4) (In the formula, R ₇ represents an alkyl group or an alkenyl group having 7 to 20 carbon atoms, and M ₂ represents one cation selected from sodium, potassium, triethanolamine, ammonia, lysine and arginine. , N is 1 or 2
Represents ) 2. The weight ratio of component (A) and component (B) is 9: 1.
˜1: 9, the total content in the shampoo composition is 5 to 5
The shampoo composition of claim 1 which is 35%.