JP2608499B2 - Shampoo composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

FIELD OF THE INVENTION The present invention relates to a shampoo composition, and more particularly, it is gentle on the skin, has no squeaks when washing and rinsing, is soft and smooth, and prevents the hair from being dry and dry. The present invention relates to a shampoo composition having an excellent moisturizing effect.

[0002]

2. Description of the Related Art Conventionally, surfactants for shampoo bases include alkyl sulfates, polyoxyethylene alkyl sulfates, alkylbenzene sulfonates, and the like.
Anionic surfactants such as α-olefin sulfonates have been widely used. However, these surfactants have a drawback that, although varying in degree, they have skin irritation properties and, when used continuously, cause roughening of the skin. In contrast,
Amidoamine-type amphoteric surfactants are known to be extremely mild surfactants having low irritation to skin and ocular mucosa, and recently, for example, JP-A-63-128100
The amidoamine-type amphoteric surfactants having high versatility as disclosed in Japanese Patent Application Laid-Open No. H10-163, are starting to be used as surfactants for shampoo bases instead of anionic surfactants. However, in order to impart conditioning properties to shampoos based on amidoamine-type amphoteric surfactants, when a cationic polymer conventionally used as a conditioning agent is added, a moist feeling at the time of hair washing and rinsing,
Although softness is imparted to some extent, it is not enough for the hair after drying, such as unpleasant stickiness in the process of drying the hair and solidification of the complex between the cationic polymer and the surfactant as the hair dries. It did not provide a favorable feel.

[0003]

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a good feeling in all processes from the time of washing a hair to the time of rinsing and further drying after taking advantage of the low irritation characteristics of amidoamine type amphoteric surfactants. To provide a shampoo composition.

[0004]

Under such circumstances, the present inventors have conducted intensive studies and as a result, have found that a system comprising an amidoamine-type amphoteric surfactant and an amine oxide-type surfactant as a main cleaning active ingredient has a cationic property. The shampoo composition containing the polymer improves the smoothness and softness of the hair from the time of shampooing to the time of rinsing, and can impart a smooth and moist feeling to the hair in all processes from the drying process and after drying. Further, the inventors have found that irritation to the skin is low, and have completed the present invention.

That is, the present invention comprises (A) an amidoamine type amphoteric surfactant, (B) an amine oxide type surfactant and (C) a cationic polymer, and comprises an anionic surfactant, an amphoteric surfactant and a non-ionic surfactant. 5 of the cleaning active ingredients comprising one or more selected from ionic surfactants;
An object of the present invention is to provide a shampoo composition wherein 0% by weight or more is an amidoamine type amphoteric surfactant and an amine oxide type surfactant.

As the amidoamine type amphoteric surfactant (A) used in the present invention, for example, a compound represented by the following general formula (1) or (2) is preferable.

[0007]

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Of these, preferred examples of the compound represented by the general formula (1) include N-lauroyl-N '.
-Carboxymethyl-N '-(2-hydroxyethyl)
Ethylenediamine, N-lauroyl-N'-carboxyethyl-N '-(2-hydroxyethyl) ethylenediamine, N-myristoyl-N'-carboxymethyl-
N '-(2-hydroxyethyl) ethylenediamine, N
-Myristoyl-N'-carboxyethyl-N '-(2
-Hydroxyethyl) ethylenediamine, N-palmitoyl-N'-carboxymethyl-N '-(2-hydroxyethyl) ethylenediamine, N-palmitoyl-N'
-Carboxyethyl-N '-(2-hydroxyethyl)
Examples include ethylenediamine and the like and salts thereof.

Preferred examples of the compound represented by the general formula (2) include N-lauroyl-N- (2-hydroxyethyl) -N'-carboxymethylethylenediamine and N-lauroyl-N- (2-hydroxyethyl). Ethyl) -N ', N'-bis (carboxymethyl) ethylenediamine, N-lauroyl-N- (2-hydroxyethyl) -N', N'-bis (carboxyethyl) ethylenediamine, N-myristoyl-N- (2 -Hydroxyethyl) -N'-carboxymethylethylenediamine, N
-Myristoyl-N- (2-hydroxyethyl)-
N ', N'-bis (carboxymethyl) ethylenediamine, N-myristoyl-N- (2-hydroxyethyl)
-N ', N'-bis (carboxyethyl) ethylenediamine, N-palmitoyl-N- (2-hydroxyethyl) -N'-carboxymethylethylenediamine, N-
Palmitoyl-N- (2-hydroxyethyl) -N ′,
N'-bis (carboxymethyl) ethylenediamine, N
-Palmitoyl-N- (2-hydroxyethyl)-
N ', N'-bis (carboxyethyl) ethylenediamine and salts thereof.

The salts include alkali metal salts such as sodium salts, alkaline earth metal salts such as magnesium salts, alkanolamine salts such as triethanolamine salts, and ammonium salts. Of these, sodium salts and triethanolamine salts are particularly preferred. Also,
When these salts are used, inorganic salts are likely to be contained as contaminants. However, excluding some or all of these inorganic salts, the content of the contaminant inorganic salts is 1% by weight (hereinafter simply indicated as%) or less. It is preferable to use an amidoamine-type amphoteric surfactant desalted in water.

The desalted amidoamine type amphoteric surfactant can be prepared by solvent extraction, electrodialysis or other methods. In particular, a secondary amidoamino acid represented by the following general formula (1a) is prepared by adding ammonium or triethanolamine. And a salt prepared so that the amount of contaminating inorganic salts is 1% or less is particularly preferable since a polymer which is water-soluble and insoluble in a concentrated inorganic solution can be easily incorporated in an amount of 0.05 to 10%.

[0012]

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[0013] The term "water-soluble polymer insoluble in a concentrated salt solution" as used herein means not only a cationic polymer as the component (C) but also an anionic polymer having an increasing viscosity such as alginic acid, carboxymethylcellulose and carboxyvinyl polymer. And non-ionic polymers such as hydroxyethylcellulose, polyvinyl alcohol, polyvinylpyrrolidone, and polyethylene oxide, which exhibit a viscosity increasing effect and an effect of improving the feel of skin and hair.

Examples of the synthesis of amidoamine type amphoteric surfactants used in the present invention are described in, for example,
No. 115512.

As the amine oxide surfactant of the component (B), for example, a compound represented by the following general formula (3) or (4) is preferable.

[0016]

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[0017]

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Specific examples of these amine oxide type surfactants (B) include lauryl dimethyl amine oxide, myristyl dimethyl amine oxide, stearyl dimethyl amine oxide, oleyl dimethyl amine oxide, behenyl dimethyl amine oxide,
-Hexyldecyldimethylamine oxide, N-cocoylaminoethyldimethylamine oxide, hexyloxyethyldimethylamine oxide, didecylmethylamine oxide, dilaurylmethylamine oxide, dimyristylmethylamine oxide and the like.

It is necessary that these components (A) and (B) be incorporated in a total amount of 50% or more of the cleaning active components in the shampoo composition of the present invention. When the amounts of the components (A) and (B) are less than 50% of the cleaning active component, the effects of the present invention, particularly the effect of imparting a moist feeling after drying, are not sufficiently exhibited. Further, the total amount of these components (A) and (B) is preferably at least 60% of the cleaning active component. Here, the detersive active component refers to a component that exerts detergency in a shampoo, and is derived from an anionic surfactant, an amphoteric surfactant and a nonionic surfactant containing the components (A) and (B). One or more selected from them.

The mixing ratio of the components (A) and (B) is not particularly limited, but the weight ratio is (A) / (B) = 95/5 in consideration of foaming properties, feeling after drying, and the like. ~ 1
0/90, particularly preferably 90/10 to 50/50. Furthermore, the component (A) is 1 to the total amount of the shampoo composition.
It is preferable to mix 30% and the component (B) in the range of 0.5 to 15%.

The cationic polymer (C) used in the present invention is a water-soluble polymer containing an amino group or an ammonium group bonded to a polymer chain, or containing at least dimethyldiallylammonium halide as a constituent unit. Examples thereof include a cationized cellulose derivative, a cationic starch, a cationized guar gum derivative, a diallyl quaternary ammonium salt / acrylamide copolymer, a polyglycol polyamine condensate, and a quaternized polyvinyl pyrrolidone derivative.

As the cationized cellulose derivative, for example, those represented by the following general formula (5) are preferable.

[0023]

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In the formula (5), G represents a residue of an anhydroglucose unit, a is an integer of 50 to 20,000,
Each R ¹² represents a substituent represented by the following general formula (6).

[0025]

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R ¹³ , R ¹⁴ and R ^{15 are the} same or different and may form a heterocyclic ring containing an alkyl group having up to 10 carbon atoms, an aryl group, an aralkyl group or a nitrogen atom in the formula. X ^{1 represents an} anion (chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methylsulfuric acid, phosphoric acid, nitric acid, etc.).

The degree of cation substitution of the cationized cellulose is 0.01 to 1, that is, the average value of c per anhydroglucose unit is 0.01 to 1, preferably 0.02 to 1.
0.5 is preferred. The sum of b + d is 1 to 3 on average. A substitution degree of 0.01 or less is not sufficient.
Although the above may be used, it is preferably 1 or less from the viewpoint of the reaction yield. The molecular weight of the cationic cellulose used here is about 1
It is between 10,000 and 3,000,000.

As the cationic starch, the following general formula (7)
Is preferably represented.

[0029]

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(7) In the formula, D: starch residue R ¹⁶ : alkylene group or hydroxyalkylene group R ¹⁷ , R ¹⁸ , R ¹⁹ : same or different, and having 1 carbon atom
A heterocyclic ring may be formed by containing 0 or less alkyl groups, aryl groups, aralkyl groups or nitrogen atoms in the formula. X ² : anion (chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methyl sulfate, phosphoric acid, nitric acid, etc.) e: positive integer

The cationic starch has a degree of cation substitution of 0.0
1-1, that is, 0.01 to 1 per anhydroglucose unit,
Preferably, one having 0.02 to 0.5 cationic groups introduced therein is preferable. A substitution degree of 0.01 or less is not sufficient, and may be 1 or more, but is preferably 1 or less from the viewpoint of reaction yield.

As the cationized guar gum derivative, those represented by the following general formula (8) are preferred.

[0033]

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(8) In the formula, E: guar gum residue R ²⁰ : alkylene group or hydroxyalkylene group R ²¹ , R ²² , R ²³ : same or different, and having 1 carbon atom
It may contain 0 or less alkyl groups, aryl groups, aralkyl groups or nitrogen atoms in the formula to form a plurality of rings. X ³ : anion (chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methyl sulfate, phosphoric acid, nitric acid, etc.) f: positive integer

The degree of cation substitution of the cationized guar gum derivative is preferably from 0.01 to 1, particularly preferably from 0.02 to 0.5, in which a cation unit is introduced into a sugar unit. Cationic polymers of this type are described, for example, in JP-B-58-3564.
No. 0, JP-B-60-46158 and JP-A-58-53.
No. 996, and is commercially available as Jaguar (Celanese Stein Hall).

The cationic diallyl quaternary ammonium salt / acrylamide copolymer is represented by the following general formula (9):
Or what is shown by (10) is preferable.

[0037]

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In the formulas (9) and (10), R ²⁴ and R ^{25 are the} same or different, and represent a hydrogen atom or an alkyl group (having 1 to 1 carbon atoms).
18), a phenyl group, an aryl group, a hydroxyalkyl group, an amidoalkyl group, a cyanoalkyl group, an alkoxyalkyl group, a carboalkoxyalkyl group R ²⁶ , R ²⁷ , R ²⁸ , R ²⁹ : the same or different, hydrogen, Lower alkyl group (having 1 to 3 carbon atoms), phenyl group X ⁴ : anion (chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methyl sulfate, nitric acid, etc.) g: an integer of 1 to 50 h: an integer of 0 to 50 i: integer of 150 to 8000

The molecular weight of the diallyl quaternary ammonium salt / acrylamide copolymer is in the range of about 30,000 to 2,000,000, preferably 100,000 to 1,000,000.

The quaternized polyvinylpyrrolidone derivative is preferably represented by the following formula (11).

[0041]

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In the formula (11), R ^{30 is a} hydrogen atom or an alkyl group having 1 to 3 carbon atoms R ³¹ , R ³² and R ^{33 are the} same or different and are a hydrogen atom,
An alkyl group having 1 to 4 carbon atoms, a hydroxyalkyl group, an amidoalkyl group, a cyanoalkyl group, an alkoxyalkyl group, a carboalkoxyalkyl group Y: an oxygen atom or an NH group in an amide bond X ⁵ : anion (chlorine, bromine, Iodine, sulfuric acid, sulfonic acid, alkyl sulfuric acid having 1 to 4 carbon atoms, phosphoric acid, nitric acid, etc.) l: an integer of 1 to 10 j + k = an integer of 20 to 8000

The molecular weight of the quaternized polyvinylpyrrolidone derivative is preferably 10,000 to 2,000,000, more preferably 50,000 to 1.5,000,000.

The content of cationic nitrogen derived from the cationic polymer contained in the vinyl polymer is 0.004 to 0.2%, preferably 0.04 to 0.2% based on the vinyl polymer.
1 to 0.15%. When the content is less than 0.004%, the effect is not sufficiently obtained, and when the content is more than 0.2%, the performance is good, but it causes coloring of the vinyl polymer and is economically disadvantageous.

The polyglycol polyamine condensate is preferably represented by the following formula (12).

[0046]

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(Wherein R ³⁴ , R ³⁶ , R ³⁷ , R ³⁹ : a hydroxyalkylene group having 2 to 4 carbon atoms R ³⁵ , R ³⁸ : an alkylene group having 2 to 3 carbon atoms s, p: 10 to 20 Integer q: an integer of 2 to 4 r: an integer of 2 to 6 t: an integer of 1 to 50 R ⁴⁰ : a linear or branched alkyl group having 6 to 20 carbon atoms) Further, adipic acid / dimethylaminohydroxypropyldiethylenetriamine Copolymers (Cartaretin manufactured by Sandos, USA) can also be used. The cationic polymer as the component (C) as described above can be used alone or in combination of two or more kinds.
To 2%, particularly preferably 0.1 to 0.8%.

When the shampoo composition of the present invention further contains one or more of branched quaternary ammonium salts represented by the following general formulas (13) and (14), softness and smoothness are further improved. And good conditioning properties are obtained.

[0049]

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Particularly preferred specific examples of the branched quaternary ammonium salt represented by the general formula (13) include those having 8 carbon atoms.
Dialkyl dimethyl ammonium chlorides having a branched ratio 10-50% of the alkyl group R ⁴⁶ in to 16. Particularly preferred specific examples of the general formula (14) include 2-decyltetradecyltrimethylammonium chloride, 2-dodecylhexadecyltrimethylammonium chloride, di-2-hexyldecyldimethylammonium chloride, and di-2-octyldodecylammonium. Chloride and the like.

The shampoo composition of the present invention contains, in addition to the above essential components, components usually used in shampoos,
For example, cellulose derivatives, polyvinyl alcohols,
Nonionic polymers such as polyvinyl alkyl ethers and polyethylene oxides; feel improvers such as higher fatty acid salts, alkylamine oxides, fatty acid alkanolamides, squalene, lanolin; propylene glycol;
Humectants such as glycerin, diethylene glycol monoethyl ether and sorbitol; methyl cellulose, carboxyvinyl polymer, hydroxyethyl cellulose,
Viscosity modifiers such as polyoxyethylene glycol distearate and ethanol; pearlizing agents, fragrances, pigments, ultraviolet absorbers, antioxidants, bactericides such as triclosan and trichlorocarban; anti-inflammatory agents such as potassium glycyrrhizinate and tocopherol acetate An antidandruff agent such as zinc pyrithione and octopirox; a preservative such as methylparaben and butylparaben can be appropriately added within a range that does not impair the effects of the present invention.

The shampoo composition of the present invention can be produced, for example, by mixing the components (A), (B) and (C) according to a conventional method.

[0053]

EFFECTS OF THE INVENTION The shampoo composition of the present invention is excellent in foaming properties and detergency, and has various properties such as fingering during hair washing and rinsing, and slipping, softness, unity and combing of hair after drying. Excellent conditioning effect. Also, irritation to the skin, hair, eye mucous membrane, etc. is extremely low. Since the shampoo composition of the present invention has a particularly good feel after drying, a person who feels a decrease in the feeling after drying, for example, a person with fine hair, a person with long hair, and a person with progressive hair damage Can be used as a shampoo and the like.

[0054]

EXAMPLES The present invention will be further described below with reference to examples, but the present invention is not limited to these examples.

Example 1 A shampoo composition (pH 7) having the composition shown in the following Table 1 was produced, and the foaming properties and the feel of the hair after rinsing and after drying were evaluated. (Method) Healthy Japanese woman hair bundle 20g (length 15c)
m), apply 1 g of the above shampoo composition,
The amount of foam (foaming property) at the time of lathering for 1 minute and the feel of the hair during rinsing (finger passing, softness) were evaluated using five specialized panelists. Furthermore, the hair was wiped with a towel from the above-mentioned state, and the feel (moist feeling) of the hair after drying with a dryer was similarly evaluated. (Results) The results are shown in Table 1. In addition, the evaluation criteria about the foaming property, the state of the hair at the time of rinsing, and after drying with a dryer are as follows. Foaming ◎: Foaming is very good. ：: Bubbling is slightly good. Δ: Foaming is somewhat poor. ×: Foaming is poor. Finger passing at the time of rinsing ◎: There is no creaking and finger passing is very good. ：: Slight squealing and finger passing are good. Δ: There is weak creaking and finger passing is not very good. X: The creaking is slightly strong and the finger passage is not good. Softness at the time of rinsing ◎: Very soft. ：: Soft. Δ: Somewhat rough. ×: Rough. Moist feeling after drying ◎: Very moist and good finger passage. ○: Slightly moist. Δ: Somewhat dry. ×: Pasa Pasa

[0056]

[Table 1]

Example 2 (% by weight) N-lauroyl-N- (2-hydroxyethyl) -N ', N'-bis (carboxyethyl) ethylenediaminetriethanolamine 12.0 lauryldimethylamine oxide 5.0 Cationic polymer (Mercoat 100, manufactured by Merck) 0.5 Monoethanolamide laurate 1.0 Dye, fragrance, preservative, water balance

Example 3 (% by weight) N-cocoyl-N'-carboxymethyl-N '-(2-hydroxyethyl) ethylenediamine sodium salt 15.0 polyoxyethylene lauryl ether sodium sulfate (3E.O.) 3.0 myristyl dimethylamine oxide 2.0 ethylene glycol distearate 2.0 cationized guar gum 0.1 dimethyl polysiloxane (KF96 (10,000 cs, Shin-Etsu Chemical) 0.5 sodium laurate 0.5 dye, Perfume, preservative, water balance

Example 4 (% by weight) N-lauroyl-N- (2-hydroxyethyl) -N ', N'-bis (carboxyethyl) ethylenediamine sodium 6.0 Ammonium lauryl sulfate 5.0 Methylcellulose 0.5 Octopirox (Hoechst) 1.0 Lauryl dimethylamine oxide 6.0 Cationic polymer (Guffcoat 755N, Guff) 0.7 EDTA-2Na 0.5 Water Balance

Example 5 (% by weight) N-lauroyl-N'-carboxymethyl-N '-(2-hydroxyethyl) ethylenediamine triethanolamide 8.0 polyoxyethylene (4) disodium lauryl sulfosuccinate 6 2.0 2-hexyldecyldimethylamine oxide 3.0 Lauryldimethylaminoacetate betaine 1.0 Cationic polymer (Polymer JR-400, manufactured by UCC) 0.5 Cetanol 0.2 Water balance

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁶ Identification code Agency reference number FI Technical display location C11D 1:90)

Claims (2)

(57) [Claims] (A) an amidoamine-type amphoteric surfactant,
A cleaning activity comprising (B) an amine oxide type surfactant and (C) a cationic polymer, and comprising one or more selected from anionic surfactants, amphoteric surfactants and nonionic surfactants. A shampoo composition characterized in that 50% by weight or more of the components are amidoamine type amphoteric surfactants and amine oxide type surfactants. 2. The compounding ratio of (A) an amidoamine type amphoteric surfactant and (B) an amine oxide type surfactant is (A) / (B) = 95/5 to 10/90 by weight ratio. Item 4. A shampoo composition according to item 1.