JPH08157335A - Hair cosmetic - Google Patents

Abstract

PURPOSE: To obtain a hair cosmetic having excellent stability and conditioning effect by including a carboxylic acid-modified silicone and a cationic polymer. CONSTITUTION: This hair cosmetic contains an organo(poly)siloxane having at least a carboxyl group in a molecule and expressed by the formula (R<1> is a 1-22C alkyl, a 1-22C alkoxy or phenyl, etc.; R<2> -R<4> are each a 1-22C alkyl, a 1-22C alkoxy or phenyl, etc.; x and y are each 0-1000) in an amount of 0.1-20wt.% and a cationic polymer in an amount of 0.01-5wt.%. The compound of the formula and the cationic polymer are contained in the cosmetic at a weight ratio of 1000/1-5/1. By jointly using the compound of the formula and the cationic polymer, the two components are stable in storing and both remain on a hair with aggregating in rinsing after washing, and the compound of the formula forms scum by a metallic ion in the city water, then suitable dry feeling and high conditioning effect are obtained. The cosmetic is formed to a shampoo, a rinse or a treatment, etc., especially water-based product such as hair cleaning agent is preferable.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair cosmetic composition having excellent stability and a high conditioning effect because a conditioning component remains on the hair.

[0002]

2. Description of the Related Art In recent years,
Various silicone derivatives have been widely used for the purpose of imparting conditioning effects, especially smoothness upon drying, to hair cosmetics and hair cleansing agents. The main silicone derivatives used here include water-insoluble dimethylpolysiloxane, amino-modified silicone which is an O / W emulsion, and water-soluble polyether-modified silicone. Of these, dimethylpolysiloxane is particularly high. It is widely used because it has a conditioning effect.

However, since dimethylpolysiloxane is insoluble in water, there is a problem that the dispersion stability in the product, especially in the water-based product, is easily impaired, and the amount of the compound is greatly limited. . In addition, in order to improve dispersion stability, attempts have been made to form fine particles or to add a very small amount, but in these cases, a sufficient conditioning effect could not be obtained. Furthermore,
There was also a problem that a little oilyness remained when rinsing.

On the other hand, a water-soluble polyether-modified silicone can be easily incorporated into an aqueous product in a stable manner, but its residue on hair is extremely low and the conditioning effect is considerably poor. There are drawbacks.

Therefore, there has been a demand for a hair cosmetic composition which is excellent in stability and can obtain a high conditioning effect.

[0006]

Under such circumstances, as a result of intensive studies, the present inventors have found that, when a carboxylic acid-modified silicone and a cationic polymer are used in combination, they are stable during storage and rinsed after washing. The present inventors have completed the present invention by finding that sometimes both aggregate and remain on hair, and that the carboxylic acid-modified silicone forms scum due to metal ions in tap water, and that an appropriate dry feeling and a high conditioning effect are obtained.

That is, the present invention provides the following components (a) and (b): (a) hair containing an organo (poly) siloxane having at least one carboxyl group in the molecule and (b) a cationic polymer. It is to provide cosmetics.

The present invention will be described below, but the "organo (poly) siloxane" in the present invention is meant to include high molecular weight organopolysiloxanes to low molecular weight organopolysiloxanes. The organo (poly) siloxane having at least one carboxyl group in the molecule of the component (a) used in the present invention has the following general formula (1)

[0009]

[Chemical 4]

[Wherein R ¹ is the same or different and has 1 carbon atom
~ 22 alkyl groups, C 1-22 alkoxy groups,
Phenyl group or the following general formula (2) or (3)

[0011]

Embedded image

(In the formula, R ⁵ and R ⁷ represent an alkylene group having 2 to 4 carbon atoms, and R ⁶ represents a linear or branched alkylene group which may contain a hydroxyl group having 4 to 50 carbon atoms. , M is a hydrogen atom, alkali metal, ammonium,
Alkylamine, alkanolamine or pyridinium, a represents a number of 0 to 200, b represents a number of 0 or 1), and R ² , R ³ and R ⁴ are the same or different. An alkyl group having 1 to 22 carbon atoms, an alkoxy group having 1 to 22 carbon atoms, a phenyl group, or the following general formula (2 ') or (3')

[0013]

[Chemical 6]

(Wherein R ⁵ , R ⁷ , a, b and M have the same meanings as described above, and R ⁶ ′ is a straight or branched chain which may contain a hydroxyl group having 1 to 50 carbon atoms. An alkylene group), R ¹ , R ² , R ³
At least one of R ⁴ and R ⁴ represents a group represented by the general formula (2) or (2 ′). x and y are 0 to 100
A carboxylic acid-modified silicone represented by the formula [0] is given as a preferred example.

Among the groups represented by R ^{1 to} R ⁴ in the general formula (1), the alkyl group having 1 to 22 carbon atoms may be linear or branched, and specifically, a methyl group, Ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group , Nonadecyl group, eicosyl group, heneicosyl group and docosyl group, and examples of the alkoxy group include those in which an oxygen atom is bonded to these alkyl groups. Of these, an alkyl group or an alkoxy group having 1 to 6 carbon atoms is preferable, and a methyl group is particularly preferable.

Further, in the group represented by the formula (2) or (3) in the definition of R ¹ , R ⁶ is preferably a linear or branched alkylene group having 4 to 50 carbon atoms, and particularly preferably the number of carbon atoms. Four
A straight chain or branched chain alkylene group of -15 is preferable. Specific examples of R ⁶ include tetramethylene group, pentamethylene group, heptamethylene group, octamethylene group, nonamethylene group, decamethylene group, undecamethylene group,
Dodecamethylene group, tridecamethylene group, tetradecamethylene group, pentadecamethylene group, hexadecamethylene group, heptadecamethylene group, octadecamethylene group, nonadecamethylene group, eicosadecamethylene group, 3-methylpentane- 1,5-diyl group, 2-ethylhexane-
1,6-diyl group, 3,7-dimethyloctane-1,8
Examples of the group include -diyl group and 3,7-dimethyloctane-3,8-diyl group.

In the definition of R ² , R ³ and R ⁴ , R ⁶ ′ in the group represented by the formula (2 ′) or (3 ′) is a linear or branched alkylene having 1 to 50 carbon atoms. A group is preferable, and a linear or branched alkylene group having 4 to 15 carbon atoms is particularly preferable. Specific examples of R ⁶ ′ include R
^In addition to the same groups as those listed in ⁶ , methylene, ethylene, trimethylene, and propylene groups can be mentioned.

Further, (2), (2 '), (3),
Examples of the alkylene group having 2 to 4 carbon atoms represented by R ⁵ and R ^{7 in} the formula (3 ′) include an ethylene group, a trimethylene group, a butylene group and a t-butylene group.

In the formulas (2), (2 '), (3) and (3'), a represents a number of 0 to 200, preferably 0 to 15,
b represents 0 or 1, but 0 is preferable.

In the definition of M in the formulas (2) and (2 '), examples of the alkali metal include sodium, potassium and lithium, and examples of the alkylamine include trimethylamine, triethylamine and tributylamine. Examples of the alkanolamine include triethanolamine, dimethylaminoethanol, dimethylaminopropanol and the like. Among these M, hydrogen atom and alkali metal are particularly preferable.

In the formula (1), x and y represent a number of 0 to 1000, preferably a number of 0 to 150, and more preferably a number of 0 to 20.

Further, in the general formula (1), R ¹ , R ² , R ³
And at least one of the groups represented by R ⁴ is a group represented by the general formula (2) or (2 ′), and is represented by the general formula (2), (2 ′), (3) or (3 ′) It is preferable that the groups other than the group represented by) are methyl groups.

The organo (poly) siloxane of the component (a) used in the present invention is, for example, the Silicone Handbook [Kunio Ito, Nikkan Kogyo Shimbun, pp. 166-167 (199).
0)] can be produced.

The organo (poly) siloxane as the component (a) can be used alone or in combination of two or more kinds, and is added in an amount of 0.1 to 20% by weight (hereinafter, simply expressed as%) in the total composition. Is preferred, especially 0.5 to 10%, more preferably 0.5
A blending amount of up to 5% is preferable because it is excellent in smoothness during drying and can be blended stably. When the hair cosmetic of the present invention is used as a hair cleansing agent such as shampoo,
It is preferable to add 0.1 to 10%, particularly 0.5 to 5% in the total composition, because the smoothness and stability during drying are particularly excellent.

The (b) component cationic polymer used in the present invention is preferably a water-soluble cationic polymer, and in particular, it contains an amino group or an ammonium group bonded to the polymer chain, or at least comprises dimethyldiallylammonium halide. Water-soluble cationic polymers containing as units are preferred. Specifically, for example, cationized cellulose derivative, cationic starch, cationized guar gum derivative, homopolymer of diallyl quaternary ammonium salt, diallyl quaternary ammonium salt / acrylamide copolymer, 4
Examples thereof include polyvinylpyrrolidone derivatives.

As the cationized cellulose derivative, for example, those represented by the following general formula (4) are preferable.

[0027]

[Chemical 7]

[Wherein D represents a residue of anhydroglucose unit, d represents a number of 50 to 20,000, and R ⁸
Are each a substituent represented by the following general formula (5).

[0029]

Embedded image

(R ⁹ and R ¹⁰ each represent an alkylene group having 2 or 3 carbon atoms, e is a number of 0-10, and f is 0-
3 is a number, g is a number of 0 to 10, and R ¹¹ is a carbon number of 1 to 3.
Represents an alkylene group or a hydroxyalkylene group of R,
¹² , R ¹³ and R ¹⁴ are the same or different and each represents an alkyl group having 10 or less carbon atoms, an aryl group or an aralkyl group,
In addition, the nitrogen atom in the formula may be included to form a heterocycle.
X ₁ represents an anion (chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methyl sulfuric acid, phosphoric acid, nitric acid, etc.)]

The cation substitution degree of these cationized cellulose derivatives is preferably 0.01 to 1, that is, the average value of f per anhydroglucose unit is preferably 0.01 to 1, and more preferably 0.02 to 0. It is 5. Also,
The sum of e + g is 1 to 3 on average. If the degree of cation substitution is less than 0.01, it is not sufficient, and it may be more than 1. However, 1 or less is particularly preferable from the viewpoint of reaction yield. The molecular weight of the cationized cellulose derivative used here is preferably between about 100,000 and 3,000,000.

Further, as the cationic starch, those represented by the following general formula (6) are preferable.

[0033]

[Chemical 9]

[In the formula, E represents a starch residue, R ¹⁵ represents an alkylene group or a hydroxyalkylene group having 1 to 10 carbon atoms, R ¹⁶ , R ¹⁷ and R ¹⁸ are the same or different,
It represents an alkyl group having 10 or less carbon atoms, an aryl group or an aralkyl group, and may contain a nitrogen atom in the formula to form a heterocycle. X ₂ represents an anion (chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methyl sulfuric acid, phosphoric acid, nitric acid, etc.), and h represents a positive number]

The cationic substitution degree of these cationic starches is preferably 0.01 to 1, that is, 0.01 to 1, preferably 0.02 to 0.5 cationic groups are introduced per anhydroglucose unit. . If the degree of cation substitution is less than 0.01, it is not sufficient, and it may be more than 1, but it is preferably 1 or less from the viewpoint of reaction yield.

As the cationized guar gum derivative, those represented by the following general formula (7) are preferable.

[0037]

[Chemical 10]

[In the formula, G represents a guar gum residue, and R ¹⁹
Represents an alkylene group or a hydroxyalkylene group having 1 to 10 carbon atoms, R ²⁰ , R ²¹ and R ²² are the same or different and represent an alkyl group, an aryl group or an aralkyl group having 10 or less carbon atoms; A nitrogen atom may be included to form a heterocycle. X ₃ is an anion (chlorine, bromine, iodine,
Sulfuric acid, sulfonic acid, methyl sulfuric acid, phosphoric acid, nitric acid, etc., and i is a positive number)

The cation substitution degree of these cationized guar gum derivatives is preferably 0.01 to 1, and particularly 0.0
It is preferable that 2 to 0.5 cationic groups are introduced into the sugar unit. This type of cationic polymer is described, for example, in JP-B-58-35640, JP-B-60-46158 and JP-A-58-53996, and is commercially available as Jaguar (Cerani's Stein Hall).

As the cationic diallyl quaternary ammonium salt / acrylamide copolymer, the following general formula (8) is used.
Alternatively, the group represented by (9) is preferable.

[0041]

[Chemical 11]

[Wherein R ²³ and R ²⁴ are the same or different and each represents a hydrogen atom, an alkyl group (having 1 to 18 carbon atoms), a phenyl group, an aryl group, a hydroxyalkyl group, an amidoalkyl group, a cyanoalkyl group, an alkoxy group. An alkyl group or a carboalkoxyalkyl group, R ²⁵ , R ²⁶ , R ²⁷
And R ²⁸ are the same or different and each represents a hydrogen atom, a lower alkyl group (having 1 to 3 carbon atoms) or a phenyl group, and X ₄ is an anion (chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methyl sulfuric acid, nitric acid, etc. ), J is a number from 1 to 50, and k is 0 to 5
The number of 0 and 1 show the number of 150-8000. ]

The molecular weight of these diallyl quaternary ammonium salt / acrylamide copolymers and diallyl quaternary ammonium salt homopolymers is preferably about 30,000 to 2,000,000, more preferably 100,000 to 1,000,000. .

As the quaternized polyvinylpyrrolidone derivative, those represented by the following formula (10) are preferable.

[0045]

[Chemical 12]

[In the formula, R ²⁹ represents a hydrogen atom or a carbon number of 1 to 3.
Indicates an alkyl group, R ^30, R ³¹ and R ³² are the same or different, a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, hydroxyalkyl groups, amidoalkyl groups, cyanoalkyl groups, alkoxyalkyl groups or carboalkoxy Represents an alkyl group, Y ₁ represents an oxygen atom or an NH group in an amide bond, X ₅ represents an anion (chlorine, bromine, iodine, sulfuric acid, sulfonic acid, alkyl sulfuric acid having 1 to 4 carbon atoms, phosphoric acid, nitric acid) Etc.), p is a number from 1 to 10, m + n = 20 to 800
Indicates the number of 0]

The molecular weight of these quaternized polyvinylpyrrolidone derivatives is preferably 10,000 to 2,000,000, more preferably 50,000 to 1,500,000.

The above-mentioned cationic polymer as the component (b) can be used alone or in combination of two or more kinds, and it is preferable to add it in an amount of 0.01 to 5% in the total composition.
Especially when 0.1 to 3%, and further 0.3 to 1.5%,
It is preferable because a higher conditioning effect can be obtained. Further, the weight ratio of the component (a) and the component (b) [(a) /
(B)] is 1000/1 to 5/1, especially 100/1 to 1
It is preferably 0/1.

In the hair cosmetic composition of the present invention, in addition to the above-mentioned essential components, if necessary, components which are usually incorporated in cosmetics, pharmaceuticals, foods, etc., such as cationic surfactants and anionic surfactants, Surfactants such as nonionic surfactants;
Higher alcohols having a linear or branched alkyl or alkenyl group; hydrocarbons such as liquid paraffin and vaseline; lanolin derivatives such as liquid lanolin and lanolin fatty acid; phospholipids such as lecithin; sterols such as cholesterol and derivatives thereof Collagen-degrading peptide derivative; Perfluoropolyether; Higher alcohol higher fatty acid esters, higher fatty acids, fats and oils such as long-chain amidoamines having an alkyl group or an alkenyl group; Animal and vegetable fats and oils such as mink oil and olive oil; Zinc pyrithione ( Anti-dandruff agents such as Zpt), bactericides, vitamins and other medicinal agents; preservatives such as parabens; humectants such as propylene glycol, glycerin, diethylene glycol monoethyl ether, sorbitol, panthenol, glycine betaine; dyes, faces Coloring agents such as; Perfluoropolyethers and other conditioning agents; Glycol esters and other pearling agents; Hydroxypropyl chitosan and other chitosan derivatives; Various fragrances and pigments; Others Encyclopetia of shampoo Ingredients [ ENCYCLOPEDIA OF SHAMPOO
INGREDIENTS (MICELLE PRESS
1985)], Encyclopedia of Shampoo Ingredients [ENCYCLOPED
IA OFSHAMPOO INGREDIENTS
(MICELLE PRESS, 1985)], the latest cosmetic science (Yakuji Nipposha, 1988) and the like can be appropriately blended within a range not impairing the effects of the present invention.

The hair cosmetic composition of the present invention can be produced by mixing the above-mentioned components and following a conventional method. Further, it can be used as a hair cleansing agent such as shampoo, a rinse, a treatment, etc., and an aqueous product such as a hair cleansing agent is particularly preferable. In such a case, 20 to 95% of water can be added to the entire composition.

[0051]

The hair cosmetic composition of the present invention has excellent stability,
Moreover, the components (a) and (b) are aggregated and remain on the hair during rinsing, and the component (a) forms a scum due to metal ions in tap water, which imparts an appropriate dry feeling and a high conditioning effect. .

[0052]

The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

Example 1 A hair cosmetic composition having the composition shown in Table 1 was produced by a conventional method, and its stability and combability upon drying when used were evaluated. The results are shown in Table 1.

(Evaluation method) Stability: The hair cosmetics thus obtained were allowed to stand at room temperature for 10 days, and then visually evaluated according to the following criteria. ◯: A homogeneous solution. X: Separated into two phases.

Combability upon Drying: A hair cosmetic composition was applied to hair, rinsed with water and dried with a dryer, and combability of hair was evaluated according to the following criteria. ⊚: Very good combing and smoothness. ○: The comb road is smooth and smooth. Δ: It takes some time to pass the comb. X: Comb passage of hair tips and the like is poor, and the hair is caught.

[0056]

[Table 1]

Example 2 A shampoo having the composition shown below was produced by a conventional method. The obtained composition was excellent in stability and had a high conditioning effect.

[0058]

TABLE 2 (component) alkylpolyglycoside _{[RO (R'O) x 'G y} ': R = C 10, G = glucose units, x '= 0, y' = 1.2 ] 15 (%) carboxylic acid-modified Organo (poly) siloxane ⁵⁾ 3 Cationic polymer ⁶⁾ 0.5 Purified salt 4 Preservative proper amount Dye proper amount Perfume proper amount Purified water balance 100.0 5: In general formula (1), x = y = 0, R ³ = CH ₃ and R ⁴ are 2 pieces of CH _{3 and} 1 piece of C ₉ H ₁₇ COONa 6: Homopolymer of dimethyldiallylammonium chloride (Mercoat 100, manufactured by CALGON)

Example 3 A hair cosmetic composition having the composition shown below was produced by a conventional method. The obtained composition was excellent in stability and had a high conditioning effect.

[0060]

(Table 3) (Component) Carboxylic acid modified organo (poly) siloxane ⁷⁾ 4 (%) Cationic polymer ⁸⁾ 0.5 Polyoxyethylene (3) Sodium lauryl sulfate 3 Polyether modified silicone ⁹⁾ 1 Purified salt 2 Antiseptic Agent Amount Dye Amount Fragrance Amount Purified water Balance 100.0 7: In the general formula (1), R ¹ is CH ₃ and C ₉ H ₁₇ COONa, R ^{2 to} R ⁴ is CH ₃ ,
x = y = 50 8: Cationized cellulose derivative (Polymer JR-40
0, manufactured by Union Carbide) 9: KF-351A, manufactured by Shin-Etsu Chemical Co., Ltd.

Example 4 A hair cosmetic composition having the composition shown below was produced by a conventional method. The obtained composition was excellent in stability and had a high conditioning effect, and was particularly excellent in smoothness during drying.

[0062]

(Table 4) (Component) Carboxylic acid-modified organo (poly) siloxane ¹⁰⁾ 4 (%) Cationic polymer ¹¹⁾ 0.2 Polyoxyethylene (3) Sodium lauryl sulfate 3 Dimethylpolysiloxane ¹²⁾ 1 Purified salt 2 Preservative Appropriate amount Dyes Appropriate amount Perfume Appropriate amount Purified water Balance 100.0 10: In general formula (1), x = y = 0, R ³ = CH ₃ , R ⁴ are 2 C
H ₃ and one COO (TEA) 11: Copolymer of dimethyldiallylammonium chloride and acrylamide (Mercoat 550, CALGON
12: KF-96, manufactured by Shin-Etsu Chemical Co., Ltd.

Example 5 A shampoo having the composition shown below was produced by a conventional method. The obtained shampoo was excellent in foamability and stability, and had a high conditioning effect.

[0064]

[Table 5] (Component) Carboxylic acid modified organo (poly) siloxane ¹³⁾ 3 (%) Cationic polymer ¹⁴⁾ 0.3 Alkyl saccharide 15 Dimethyl polysiloxane ¹⁵⁾ 1 Purified salt 3 Preservative proper amount Dye proper amount Perfume proper amount Purified water Balance 100.0 13: In the general formula (1), x = y = 0, R ³ = CH ₃ , R ⁴ are two Cs.
H ₃ and 1 C ₉ H ₁₇ COONa 1 thing 14: Cationized cellulose (H-60, manufactured by Kao) 15: KF-96, manufactured by Shin-Etsu Chemical Co., Ltd.

Claims (5)

[Claims] 1. A hair cosmetic composition comprising the following components (a) and (b): (a) an organo (poly) siloxane having at least one carboxyl group in the molecule and (b) a cationic polymer. 2. The component (a) is 0.1 to 20% by weight,
The component (b) is contained in an amount of 0.01 to 5% by weight, and the weight ratio [(a) / (b)] of the components (a) and (b) is 1000.
The hair cosmetic composition according to claim 1, which is / 1 to 5/1. 3. The component (a) has the following general formula (1): [Wherein R ¹ is the same or different and is an alkyl group having 1 to 22 carbon atoms, an alkoxy group having 1 to 22 carbon atoms, a phenyl group, or the following general formula (2) or (3): (In the formula, R ⁵ and R ⁷ represent an alkylene group having 2 to 4 carbon atoms, R ⁶ represents a linear or branched alkylene group which may contain a hydroxyl group having 4 to 50 carbon atoms, and M Represents a hydrogen atom, an alkali metal, ammonium, an alkylamine, an alkanolamine or pyridinium, a represents a number of 0 to 200, and b represents a number of 0 or 1), R ² and R ² . ³ and R ⁴ are the same or different and each is an alkyl group having 1 to 22 carbon atoms,
22 alkoxy group, phenyl group or the following general formula (2 ') or (3') (In the formula, R ⁵ , R ⁷ , a, b and M are the same as defined above, and R ⁶ ′ is a linear or branched alkylene group which may contain a hydroxyl group having 1 to 50 carbon atoms. The group represented by general formula (2) or (2 ′) is represented by at least one of R ¹ , R ² , R ³ and R ⁴ . x and y represent a number from 0 to 1000], The hair cosmetic according to claim 1 or 2, which is a carboxylic acid-modified silicone. Wherein general formula (2), (2 '), (3) or (3' in the group represented by), according to claim 3 R ⁶ or R ⁶ 'is an alkylene group having 4 to 15 carbon atoms Hair cosmetics as described. 5. In the general formula (1), R ¹ , R ² and R
Of the groups represented by ³ and R ⁴ , the general formula (2),
The hair cosmetic composition according to claim 3 or 4, wherein groups other than the groups represented by (2 '), (3) or (3') are methyl groups.