KR100914352B1 - Conditioning shampoo composition having improved dry feel - Google Patents

Abstract

The present invention relates to a conditioning shampoo composition having improved feeling after ^{_{dry, CH 2 = C (R 1}} ) -CO- (O) a - (NH) 1-a - (CH 2) b -N + R 2 R A monomer represented by ³ R ⁴ · X ⁻ and CH ₂ = C (R ⁵ ) -CO-NR ⁶ R ⁷ and / or CH ₂ = C (R ⁸ ) -CO (O)-(CH ₂ ) _c- ( CHOH) a cationic vinyl copolymer made of a monomer represented by _d -OH; And branched polyglycerol-modified silicone. Conditioning shampoo composition of the present invention is not only excellent in rinsing, wet feeling, but also excellent in feeling after drying.

Coacervate, Cationic Vinyl Copolymer, Branched Polyglycerol Modified Silicone, Conditioning, Coacervate

Description

Conditioning shampoo composition having improved dry feel}

The present invention relates to a conditioning shampoo composition which is improved not only during rinsing, wetting, but also after drying.

Recently, US Pat. Nos. 5,104,646, 6,930,078 and the like have attempted to increase the conditioning effect by increasing the adsorption of hair conditioning components such as silicone to the hair using coacetate produced by anionic surfactants and cationic polymers. However, due to the adsorption of the cationic-anionic complex by coacervate formation, there is a disadvantage that the feeling of use after drying of most silicones is inhibited.

Therefore, the technical problem to be achieved by the present invention is to provide a conditioning shampoo composition that is not only excellent in the conditioning effect when rinsing / wetting using coacervate, but also improved after use.

In order to achieve the above technical problem, the present invention is a cationic vinyl prepared from (a) a monomer represented by the formula (1) and (b) a monomer represented by the formula (2), a monomer represented by the formula (3) or a monomer mixture thereof It provides a conditioning shampoo composition comprising a copolymer and a branched polyglycerol modified silicone represented by the following formula (4).

^{_{CH 2 = C (R 1)}} -CO- (O) a - (NH) 1-a - (CH 2) b -N + R 2 R 3 R 4 · Y -

In Formula 1, R ¹ is hydrogen or a methyl group, R ² And R ³ independently of each other is an alkyl group, allyl group or aryl group having 1 to 24 carbon atoms, R ⁴ is a hydrogen atom or an alkyl group having 1 to 24 carbon atoms, allyl group, aryl group or -CH ₂ -CH (OH)- _{^{CH 2 -N + R 9 R 10}} R 11 · Z - , and, R ⁹ to R ¹¹ are independently a carbon number of 1 to 24 alkyl group, allyl group or aryl group each other, Y ^- and Z ^- is a halogen independently of one another , Methosulfate or acetate anion, a is 0 or 1, b is an integer of 1 to 10.

CH ₂ = C (R ⁵ ) -CO-NR ⁶ R ⁷

In Formula 3, R ⁵ is hydrogen or a methyl group, R ⁶ and R ⁷ are each independently hydrogen or an alkyl group having 1 to 3 carbon atoms, the sum of the carbon number of R ⁶ and R ⁷ is 1 to 4.

CH ₂ = C (R ⁸ ) -CO (O)-(CH ₂ ) _c- (CHOH) _d -OH

In Formula 3, R ⁸ is hydrogen or a methyl group, c is an integer of 1 to 4, d is 0 or 1.

In Formula 4, A ² , A ³ , A ⁴ , A ⁵ , A ⁶ and A ⁷ are each independently a linear or branched alkyl group, alkenyl group or alkoxy group having 1 to 2 carbon atoms, or 6 to 22 carbon atoms. An aryl group, X is an oxyphenylalkyl group, A ¹ and A ⁸ include at least 4 or more branched glycerol groups of the formula (5) and at least one of the glycerol groups (1), (2) and (3) of the formula (6) It includes more. In the oxyphenylalkyl group of X, the carbon number of the alkyl group is preferably 1 to 22, and preferably 4 to 10 branched glycerol groups of the formula (5). When Formula 5, Formula 6 (1) or Formula 6 (2) are connected to the outermost ends of A ¹ and A ⁸ of Formula 4, the terminals of Formula 5, Formula 6 (1) or Formula 6 (2) are It is connected with hydrogen.

The present invention provides a conditioning shampoo composition, characterized in that the amount of the cationic vinyl copolymer in the aforementioned conditioning shampoo composition is 0.01 to 10% by weight based on the total weight of the composition.

The present invention also provides a conditioning shampoo composition, characterized in that the content of the branched polyglycerol modified silicone in the above-described conditioning shampoo composition is 0.001 to 5% by weight relative to the total weight of the composition.

Hereinafter, the conditioning shampoo composition of the present invention will be described in more detail.

The conditioning shampoo composition of the present invention comprises a cationic vinyl copolymer prepared from (a) the monomer represented by Formula 1 and (b) the monomer represented by Formula 2, the monomer represented by Formula 3, or a monomer mixture thereof do.

It is more preferred as a component of the conditioning shampoo composition that the monomer unit of formula (I), which is the cationic portion of the cationic vinyl copolymer, is 25 to 45 mol%, and the average molecular weight of the cationic vinyl copolymer is 10,000 to 2,000,000. It is more preferable as a component of a composition.

In the conditioning shampoo composition of the present invention, the content of the cationic vinyl copolymer is preferably 0.01 to 10% by weight based on the total weight of the composition. If the content is less than 0.01% by weight, coacervate is poorly produced, so that the adsorption of the conditioning component is insufficient, so that the conditioning effect is not sufficiently exerted. If the content is more than 10% by weight, the conditioning component is excessively produced on the hair and the scalp. This is because the adsorption gives a bad feeling, that is, the feeling is bad.

In addition, the conditioning shampoo composition of the present invention includes the branched polyglycerol modified silicone of the formula (4). Polyglycerol-modified silicone has a disadvantage that it is easily washed off by cleaning surfactant when used in general shampoo composition because it gives moist feeling and gloss to hair because branched polyglycerol group is connected to oxyphenylalkyl group at the end of silicone. .

The present inventors have found that the coacervate formed by the cationic vinyl copolymer effectively transfers branched polyglycerol-modified silicone to the hair to increase the adsorption amount, thereby improving the usability.

In the conditioning shampoo composition of the present invention, the content of the branched polyglyceryl modified silicone is preferably 0.001% to 5% by weight based on the total weight of the composition. If the content is less than 0.001% by weight, the conditioning effect is inadequate, and if the content exceeds 5% by weight, it is because the excessive adsorption on the hair gives a bad feeling, that is, the feeling of use is bad.

The conditioning shampoo composition of the present invention may further comprise a cationic polymer in addition to the cationic vinyl polymer. Such cationic polymer is not particularly limited as long as it can be conventionally used in shampoo compositions. Cationic polymers that may be included in the conditioning shampoo composition of the present invention include cationic guar, such as guar hydroxypropyltrimonium chloride, hydroxypropyl guar hydroxypropyl trimonium chloride, and cellulose (polyquaternium-10, polyquaternium). 67), dimethylallyl ammonium chloride polymer, acrylamide-dimethyldiallylammonium chloride copolymer, polyvinylpyrrolidone (PVP) -dimethylaminoethyl methacrylate copolymer, acrylic acid-dimethyldiallylammonium chloride copolymer, acrylic Amide-dimethylamino ethyl methacrylate methyl chloride copolymer, trimethylaminoethyl methacrylate polymer and the like may be used, but are not limited thereto.

The conditioning shampoo composition of the present invention also preferably comprises an anionic surfactant as the cleaning component. The anionic surfactant that can be used in the present invention is not particularly limited as long as it can be used in a conventional shampoo composition, the content of the anionic surfactant is preferably 1 to 30% by weight relative to the total weight of the composition. If the content is less than 1% by weight, the cleaning function is not properly exhibited. If the content is more than 30% by weight, the cleaning power may be excessive to give the hair a rough feeling.

As the anionic surfactant that can be used in the present invention, for example, sodium lauryl sulfate, ammonium lauryl sulfate, magnesium lauryl sulfate, lauryl triethanolamine, sodium polyoxyethylene lauryl sulfate, polyoxyethylene lauryl sulfate , Polyoxyethylene lauryl sulfate triethanolamine sodium polyoxyethylene laurate ammonium polyoxyethylene laurate and the like can be used one or more, but is not limited thereto.

The conditioning shampoo composition of the present invention preferably comprises an amphoteric surfactant for the purpose of helping coacervate production and making the bubble creamy to an appropriate degree to improve the bubble texture.

The amphoteric surfactant that can be used in the present invention is not particularly limited as long as it can be used in a conventional shampoo composition, the content of the amphoteric surfactant is preferably 1 to 30% by weight relative to the total weight of the composition. If the content is less than 1% by weight, it is insufficient to help the formation of coacervate, and the creamy bubble formation function is insufficient. If the content is more than 30% by weight, excessive coacervate formation and too creamy bubbles may adversely affect the feeling of use. Can give

Amphoteric surfactants that can also be used in the present invention include, for example, coco betaine, lauryl betaine, cocamido propyl betaine, lauamido propyl betaine, disodium coco ampodiacetate, sodium coco ampoule. Acetate, disodium lauro ampodiacetate, sodium lauro ampoacetate, cocosultaine, laurylsulfane, coco hydroxysulfane, lauryl hydroxysulfane, and the like may be used, but are not limited thereto. no.

The conditioning shampoo composition of the present invention may further comprise a nonionic surfactant within the scope of not impairing the object of the present invention. Examples of such nonionic surfactants include lauryl acid diethanolamide, palm oil fatty acid diethanolamide, palm oil fatty acid monoethanolamide, and the like, but are not limited thereto.

The conditioning shampoo composition of the present invention may contain one or more conditioning agents selected from the above cationic polymers, silicone compounds and oils in order to enhance the conditioning effect.

The silicone compound to be applied to the conditioning shampoo composition of the present invention is not particularly limited as long as it can be used in the shampoo composition, for example, for example, water-insoluble nonvolatile dimethicone, cyclomethicone, aminated silicone, trimethylsilyl amo One or more components commonly referred to as silicones such as dimethicone and vinyl silicone may be used.

The oily oil applied to the conditioning shampoo composition of the present invention is not particularly limited as long as it can be used in the shampoo composition, for example, hydrocarbon oil and synthetic ester oil and the like can be used. Hydrocarbon oils include liquid paraffin (mineral oil), isoparaffin, hydrogenated polydecene, and the like can be used (hydrogenated polydecene), ester oils include myristic acid isopropyl, palmitic acid isopropyl, stearic acid, isostearyl, _-15 C ₁₂ alkyl Benzoate and the like may be used, but is not limited thereto.

In addition to this, the shampoo composition according to the present invention may further contain additives such as preservatives, thickeners, viscosity adjusters, pH adjusters, fragrances, dyes, conditioning agents, etc., which can be commonly used as a component of the shampoo composition, which are commercially available. It can be easily purchased and used. Examples of the preservative include methyl paraoxybenzoate, methylchloroisothiazolinone and a mixture of methylisothiazolinone (trade name: Kathon CG, manufactured by Rohm & Haas, USA). Examples of the thickener and the viscosity modifier include hydroxypropyl methyl cellulose, hydroxymethyl cellulose, sodium chloride, ammonium chloride, propylene glycol, hexylene glycol, and the like. Citric acid, sodium hydroxide, triethanolamine, etc. are mentioned as a pH adjuster. Examples of the dyes include water-soluble tar pigments. Conditioning agents include animal and vegetable extracts, proteins and protein variants, higher fatty acids, and the like.

The present invention provides a shampoo composition that can impart excellent conditioning effects not only at the time of rinsing / wetting but also after use.

Hereinafter, the present invention will be described in detail with reference to Examples. However, embodiments according to the present invention can be modified in many different forms, the scope of the present invention should not be construed as limited to the embodiments described below. Embodiments of the present invention are provided to more fully describe the present invention to those skilled in the art.

<Production of Cationic Vinyl Copolymer>

200 parts by weight of distilled water was placed in a reactor equipped with a reflux cooler, a dropping loader, a thermometer, a nitrogen gas introduction tube, and a stirring device, and N-methacryloyloxyethyl-N, N, N-trimethylamnonnium was added to the dropping loader. 43 parts by weight of chloride, 57 parts by weight of N, N-dimethylacrylamide and 80 parts by weight of distilled water were added to prepare a monomer mixture. After nitrogen was substituted in the reactor, the mixture was warmed up to 90 ° C, 0.5 part by weight of 2-methyl-N- (2-hydroxyethyl) -propionamide was added, and the monomer mixture was added dropwise for 4 hours. After completion of the dropwise addition, the mixture was reacted for 20 hours to obtain a copolymer of the following Chemical Formula 7 after cooling.

<Production of Example 1-4 and Comparative Example 1-2>

To prepare a shampoo composition in the composition and content shown in Table 1.

After dissolving and dissolving polyquaternium-10 and the cationic vinyl copolymer represented by the following formula (7) in distilled water as a cationic polymer, sodium lauryl sulfate and sodium polyoxyethylene lauryl sulfate as anionic surfactants, viscosity adjustment and bubble stabilizer After adding disodium coco ampoacetate and cocamidopropyl betaine, dimethicone and the branched polyglyceryl modified silicone represented by the following formula (8) were added and stirred for 30 minutes. After stirring, a pearl composition, a fragrance, and a preservative prepared in advance were added, and sodium chloride for viscosity adjustment, citric acid for pH adjustment, and remaining water were added thereto, followed by stirring for 30 minutes to prepare a shampoo composition.

The pearl composition included in the shampoo was prepared separately as follows. 50% by weight of 30% ammonium lauryl sulfate as anionic surfactant, 5% by weight of palm oil fatty acid monoethanolamide as a nonionic surfactant, 10% by weight of ethylene glycol distearate as a pearling agent and 35% by weight of distilled water After warming to 75 ° C., the mixture was stirred for 5 minutes to dissolve uniformly, and then cooled to 45 ° C. to prepare a pearl composition.

In Formula 7, m is 50 to 6,000.

Raw material (% by weight) Example Comparative example One 2 3 4 One 2 Purified water 10 10 10 10 10 10 Cationic Vinyl Copolymer of Formula 7 0.5 One 0.5 One One  - Polyquaterny 윰 -10 (1) 0.5 0.5 0.5 0.5 0.5 0.5 Sodium Lauryl Sulfate (30%) 15 15 15 15 15 15 Sodium polyoxyethylene lauryl sulfate (30%) 30 30 30 30 30 30 Disodium coco ampoacetate (30%) 10 10 10 10 10 10 Cocamidopropyl Betaine (30%) 10 10 10 10 10 10 Dimethicone (2) One One One One One One Branched Polyglyceryl Modified Silicone of Formula 8 0.2 0.2 0.4 0.4  - 0.4 antiseptic 0.05 0.05 0.05 0.05 0.05 0.05 Pearl composition 20 20 20 20 20 20 Spices 0.5 0.5 0.5 0.5 0.5 0.5 Citric acid Quantity Quantity Quantity Quantity Quantity Quantity Sodium chloride Quantity Quantity Quantity Quantity Quantity Quantity water Remaining amount (add until 100% by weight)

In Table 1, (1) was Polymer JR-400 (Amerchol), (2) was used under the trade name DC 200F 10,000cst (Dow Corning).

<Evaluation of Conditioning Effect of Shampoo>

Sensory evaluation of the hair products 80 women were experienced to use the shampoo prepared in Examples 1 to 4 and Comparative Examples 1 to 2 by the usual shampoo method to evaluate the hair texture. The evaluation scale is 1 point for very bad hair texture, 2 points for bad hair texture, 3 points for normal hair texture, 4 points for good hair texture, and 5 points for very good hair texture. The results are shown in Table 2 below.

division Example Comparative example One 2 3 4 One 2 Hair texture when rinsing 3.4 4.1 3.5 4.2 4.2 2.7 Hair texture after drying 3.3 3.7 3.8 4.0 2.5 3.1

As shown in Table 2, the N-methacryloyloxyethyl-N, N, N-trimethylamnonnium chloride / N, N-dimethylacrylamide copolymer of Chemical Formula 7 is a branched polyglyceryl of Chemical Formula 8 When used with modified silicone, it can be seen that the texture during rinsing and the texture after drying are improved simultaneously.

Claims (6)

A conditioning shampoo composition comprising the following (1) component and (2) component: (1) a monomer represented by the following formula (1); And cationic vinyl copolymers prepared from the monomers represented by the following Chemical Formula 2 and the following Chemical Formula 3 or monomer mixtures thereof: <Formula 1> ^{_{CH 2 = C (R 1)}} -CO- (O) a - (NH) 1-a - (CH 2) b -N + R 2 R 3 R 4 · Y - In Formula 1, R ¹ is hydrogen or a methyl group, R ² And R ³ independently of each other is an alkyl group, allyl group or aryl group having 1 to 24 carbon atoms, R ⁴ is a hydrogen atom or an alkyl group having 1 to 24 carbon atoms, allyl group, aryl group or -CH ₂ -CH (OH)- _{^{CH 2 -N + R 9 R 10}} R 11 · Z - , and, R ^9, R ¹⁰ and R ¹¹ are independently of each other an alkyl, allyl or aryl group having 1 to 24 carbon atoms, Y ^- and Z ^- are independently of each other a halogen, methosulfate or acetate anion, a is 0 or 1, b Is an integer from 1 to 10; <Formula 2> CH ₂ = C (R ⁵ ) -CO-NR ⁶ R ⁷ In Formula 2, R ⁵ is hydrogen or a methyl group, R ⁶ and R ⁷ is hydrogen or an alkyl group having 1 to 3 carbon atoms, the sum of the carbon number of R ⁶ and R ⁷ is 1 to 4; <Formula 3> CH ₂ = C (R ⁸ ) -CO (O)-(CH ₂ ) _c- (CHOH) _d -OH In Formula 3, R ⁸ is hydrogen or a methyl group, c is an integer of 1 to 4, d is 0 or 1; (2) Branched polyglyceryl modified silicone represented by the following formula (4) <Formula 4>

In Formula 4, A ² , A ³ , A ⁴ , A ⁵ , A ⁶ and A ⁷ are each independently a linear or branched alkyl group, alkenyl group or alkoxy group having 1 to 2 carbon atoms, or 6 to 22 carbon atoms. An aryl group, X is an oxyphenylalkyl group, A ¹ and A ⁸ include at least four or more branched glycerol groups of the formula (5) and at least one of the glycerol groups (1), (2) and (3) of the formula (6) Including above; <Formula 5>

; <Formula 6>

. According to claim 1, wherein the polyglyceryl modified silicone conditioning shampoo composition, characterized in that the compound represented by the formula (8); <Formula 8>

. The conditioning shampoo composition of claim 1 or 2, wherein the content of the polyglyceryl modified silicone is 0.001 to 5% by weight based on the total weight of the composition. The conditioning shampoo composition of claim 1, wherein the content of the cationic vinyl copolymer is 0.01 to 10 wt% based on the total weight of the composition. The conditioning shampoo composition of claim 1, wherein the cationic vinyl copolymer has 25 to 45 mol% of monomer units represented by the formula (1). delete