KR101494008B1 - Anti-dandruff conditioning shampoo composition having improved conditioning effect - Google Patents

Abstract

The present invention provides a conditioning effect, and more particularly relates to improved anti-dandruff conditioning shampoo composition _{(Ⅰ) CH 2 = C (} R 1) -CO- (O) a - (NH) 1-a - (CH 2) ^{_{b -N + R 2 R 3 R}} 4 · X - monomers, and ^{_{CH 2 = C (R 5)}} -CO-NR 6 R 7 and / or ^{_{CH 2 = C (R 8)}} -CO (O) represented by the A cationic vinyl copolymer prepared from a monomer represented by - (CH ₂ ) _c - (CHOH) _d -OH; (II) branched polyglycerol-modified silicone; And (III) a dandruff-resistant conditioning shampoo composition which is excellent in dandruff prevention performance and is excellent in rinsing, wetting, and feeling after use.

Anti-dandruff, conditioning, coacervate, cationic vinyl copolymer, branched polyglycerol-modified silicone

Description

[0001] The present invention relates to an anti-dandruff conditioning shampoo composition having improved conditioning effect,

The present invention relates to a dandruff-resistant conditioning shampoo composition having improved conditioning effect, and more particularly, to a dandruff-resistant conditioning shampoo composition having improved dandruff prevention performance by containing a cationic vinyl copolymer by increasing the amount of produced coacervate, This conditioning shampoo composition is excellent in conditioning effect.

Generally, the shampoo which is usually used to keep the hair and scalp clean and beautiful by removing the contamination thereof contains an anionic surfactant having excellent washing power as a main component. Recently, the population with scalp troubles such as dandruff and scalp itching is gradually increasing due to various physical, chemical and environmental factors.

In general, dandruff refers to a mass of dead cells of the scalp which are peeled off in the form of a hard corneal epithelium, and are aggregated with sebum and sweat secreted from the scalp, and may be regarded as a mild form of seborrheic dermatitis or psoriasis. Since dandruff occurs physiologically to all people, normal dandruff is natural and is not a problem. However, dandruff is a phenomenon that occurs in such a large amount that the amount of dandruff increases and becomes noticeable. Such dandruff is easy to relapse and usually accompanies itching. Over-rubbing scalp due to dandruff or itching caused by dandruff may cause scarring to the scalp, and sometimes inflammation of the scalp and hair loss.

As a main cause of dandruff, Pityrosporum ovale , a scaly scalpel , has been known. Although there is still controversy arising from the claim that pityrosporum ovaletis is not a direct cause of dandruff, Shuster et al. Have shown that the clinical severity of dandruff and the number of pityrosporum ovalet are closely related , The improvement of dandruff on the treatment of antimicrobial antimicrobial against petioleporum ovalle, the dandruff induced by artificially infecting the petiole for forage oval, And it is the etiologic factor of development.

Accordingly, as one of various attempts to solve the scalp trouble, various products such as anti-dandruff, antibacterial, scalp stimulation, itching prevention, or the like are added to the shampoo product before or after using the shampoo Research. At present, products such as shampoos intended to alleviate dandruff include zinc pyrithione, piroctone olamine, climbazole, iodine, and the like which actually exhibit antimicrobial activity against P. vorbalis And an antibacterial agent such as propyl butylcarbamate (Iodo Propynyl Butyl Carbamate). However, in the case of a cleaning product such as a shampoo, the cleaning agent has a strong characteristic due to the characteristics of the product, so that the amount of the effective ingredient adsorbed on the hair or scalp is extremely small.

Therefore, in order to solve such a problem, there has been continuous research on a detergent or cosmetic for keeping these active ingredients on hair and scalp long after cleaning. In recent years, U.S. Patent Publication No. 2003/0199403 has attempted to increase the adsorption of solid phase particle components effective on hair and scalp by coacervate produced by anionic surfactant and cationic polymer, 2004/0146475 describes techniques for increasing the formation of coacervates in conditioning shampoos through appropriate combination of ethoxy and sulfate levels of cationic cellulosic polymers and anionic surfactants. U.S. Patent Nos. 5,104,646 and 6,930,078 have attempted to improve the conditioning effect by increasing the adsorptivity of hair conditioning components such as silicone to hair by using an anionic surfactant and a coacervate produced by a cationic polymer.

However, since they produce coacervate with a simple combination of an anionic detergent and a cationic polymer, there is a limitation in the amount of produced coacervate, and thus it is not easy to improve the effect and the sustainability by increasing adsorption of the active ingredient, , And the adsorption of the cationic-anionic complex by the ionic surfactant is disadvantageous in that the feeling of use inherent in most silicon is impaired.

Accordingly, the present inventors have made efforts to provide a shampoo composition having an improved conditioning effect by rinsing or wetting as well as drying after addition of a cationic vinyl copolymer to increase the amount of produced coacervate by incorporating the cationic vinyl copolymer into the composition do.

The present invention provides a shampoo composition excellent in dandruff prevention effect and excellent in conditioning effect even in rinsing or wetting as well as after drying.

More specifically, the shampoo composition comprises (I) CH ₂ ═C (R ¹ ) -CO- (O) _a - (NH) _1-a - (CH ₂ ) _b -N ⁺ R ² R ³ R ⁴ X ^- and CH ₂ = monomer represented by ^{C (R 5) -CO-NR} 6 R 7 and / or ^{_{CH 2 = C (R 8)}} -CO (O) - (CH 2) c - (CHOH) d -OH A cationic vinyl copolymer prepared from a monomer represented by the formula (II) branched polyglycerol-modified silicone; And (III) anti-dandruff ingredients, which are excellent in dandruff prevention performance and are excellent in feeling of use not only in rinsing and wetting but also after drying.

Hereinafter, the configuration of the present invention will be described.

The present invention

(I) a monomer represented by the following formula (1); And a cationic vinyl copolymer prepared from a monomer represented by the following formula (2), a monomer represented by the following formula (3), or a mixture thereof;

(II) a branched polyglycerol-modified silicone represented by the following formula (4); And

(III) Anti-dandruff ingredient

And an anti-dandruff conditioning shampoo composition.

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

In this formula,

R ¹ is hydrogen or a methyl group,

R ² And R < ³ > independently of each other are an alkyl group, an allyl group or an aryl group having 1 to 24 carbon atoms,

R ⁴ is a hydrogen atom or an alkyl group having 1 to 24 carbon atoms, an allyl group, an aryl group, or _{-CH 2 -CH (OH) -CH 2} -N + R 9 R 10 R 11 · Z - , and

R ⁹ to R ¹¹ independently represent an alkyl group, an allyl group or an aryl group having 1 to 24 carbon atoms,

Y ^- and Z ^- is independently a halogen, methosulfate or acetate anion, and with each other,

a is 0 or 1, and b is an integer of 1 to 10.

CH ₂ = C (R ⁵ ) -CO-NR ⁶ R ⁷

In this formula,

R < ⁵ > is hydrogen or a methyl group,

R ⁶ and R ⁷ independently represent hydrogen or an alkyl group having 1 to 3 carbon atoms,

The sum of the carbon numbers of R ⁶ and R ⁷ is 1 to 4.

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

In this formula,

R < ⁸ > is hydrogen or a methyl group,

c is an integer of 1 to 4, and d is 0 or 1.

In this formula,

A ² , A ³ , A ⁴ , A ⁵ , A ⁶ and A ⁷ are each independently a linear or branched alkyl, alkenyl or alkoxy group having 1 to 22 carbon atoms or an aryl group having 6 to 22 carbon atoms ,

X is an oxyphenylalkyl group having 1 to 22 carbon atoms in the alkyl group,

A ¹ and A ⁸ each contain at least one or more glycerol groups of 4 to 10 branched glycerol groups represented by the following formula (5) and glycerol groups of the following formula (6) to (8)

A ¹ to A ⁸ may be bonded to any one of the following formulas (5) to (8), and when each of the selectors is located at the end, the end not connected to the straight chain is bonded to -H:

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

The dandruff-resistant conditioning shampoo composition of the present invention comprises (I) a monomer represented by the formula (1); A cationic vinyl copolymer prepared from the monomer represented by Formula 2, the monomer represented by Formula 3, or a mixture thereof.

The cationic copolymer is preferably included in shampoo compositions the total amount of over 0.01 to 10% by weight of the present invention. When the content is less than 0.01% by weight, the production of the coenzyme is poor, and the conditioning and anti-dandruff component adsorption are decreased. As a result, the conditioning and dandruff prevention effect is not sufficiently exhibited. The preventive ingredient is excessively adsorbed on the hair and the scalp, giving a bad feeling, which can make the feeling bad. The coacervate means a small liquid droplet formed by a colloidal polymer compound surrounded by a spherical film and has an advantage that the size is uniformly formed.

In the shampoo composition of the present invention, the monomer unit of formula (1), which is a cation moiety of the cationic vinyl copolymer, is preferably 20 to 50 mol%, more preferably 25 to 45 mol%. The average molecular weight of the cationic vinyl copolymer is preferably 5,000 to 2,000,000, more preferably 10,000 to 1,500,000.

Also, the dandruff-resistant conditioning shampoo composition of the present invention comprises (II) branched polyglycerol-modified silicone represented by the above formula (4).

In the branched polyglycerol-modified silicone, branched polyglycerol group is connected to the end of silicon by an oxyphenylalkyl group, giving a moist feeling to the hair and imparting luster. However, it has a disadvantage that it is easily washed away by a detergent surfactant when used in general shampoo compositions because of its high hydrophilicity. Therefore, the inventors of the present invention have found that the coacervate formed by the cationic vinyl copolymer effectively transfers the branched polyglycerol-modified silicone to the hair to increase the amount of adsorption to improve the feeling of use.

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. When the content is less than 0.001% by weight, the conditioning effect is insufficient. When the content is more than 5% by weight, the hair is excessively adsorbed to the hair, which gives a bad feeling, and the feeling of use may be bad.

In addition, the dandruff-resistant conditioning shampoo composition of the present invention comprises (III) an anti-dandruff ingredient.

The anti-dandruff ingredient may be any anti-dandruff ingredient conventionally used, and more specifically, it may be one or more selected from the group consisting of zinc pyrithione, selenium sulfide, pyrrothoinolamine, climbazole, tar, sulfur, salicylic acid, And derivatives thereof.

The content of the anti-dandruff ingredient is preferably 0.01 to 5% by weight based on the total weight of the shampoo composition of the present invention. When the content is less than 0.01% by weight, the effect of preventing dandruff is insufficient. When the content is more than 5% by weight, viscosity stability, phase separation, and the like are deteriorated and excessively adsorbed on the hair may give a bad feeling.

The dandruff-resistant conditioning shampoo composition of the present invention may further comprise (I) a cationic polymer in addition to the cationic vinyl copolymer.

The cationic polymer is not particularly limited as long as it can be used in a shampoo composition. The cationic polymer is preferably guar hydroxypropyl trimonium chloride, hydroxypropyl guar, such as cationic hydroxy propyl trimonium chloride there was guar, cellulose (Polyquaternium-10, Polyquaternium -67), dimethyl allyl Dimethylaminoethyl methacrylate copolymer, acrylic acid-dimethyldiallylammonium chloride copolymer, acrylamide-dimethylarylammonium chloride copolymer, polyvinylpyrrolidone (PVP) -dimethylaminoethyl methacrylate copolymer, acrylamide- But are not limited to, at least one selected from the group consisting of methyl acrylate, methyl acrylate, methyl acrylate, methyl acrylate, methyl acrylate, methyl acrylate,

The content of the cationic polymer is preferably 0.001 to 10% by weight based on the total weight of the composition. If the content is less than 0.001% by weight, the required effects of the respective components can not be achieved. If the content exceeds 10% by weight, the composition itself can not maintain its properties.

The dandruff-resistant conditioning shampoo composition of the present invention may also contain anionic surfactants as cleaning components.

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. Examples thereof include sodium laurylsulfate, ammonium laurylsulfate, magnesium laurylsulfate, triethanolamine laurylsulfate , Polyoxyethylene lauryl sulfate, ammonium polyoxyethylene lauryl sulfate, triethanolamine polyoxyethylene lauryl sulfate, sodium polyoxyethylene laurate, ammonium polyoxyethylene laurate, and the like. However, the present invention is not limited thereto.

The content of the anionic surfactant is preferably 1 to 30% by weight based on the total weight of the composition. When the content is less than 1% by weight, the cleaning function is not exhibited properly. When the content is more than 30% by weight, the detergent may be excessively applied to give a rough feeling to the hair.

The dandruff-resistant conditioning shampoo composition of the present invention may further comprise an amphoteric surfactant for the purpose of enhancing the foam texture by softening the bubbles to a moderate degree to aid in the production of the coacervate.

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. Examples of the amphoteric surfactant include coco betaine, lauryl betaine, cocamidopropyl betaine, Sodium coco amphoacetate, sodium sodium lauroamphoacetate, sodium lauroamphoacetate, coco sulphate, lauryl sulphate, coco hydroxides, lauryl hydroxides, One or more compounds selected from the group comprising tetrahydrofuran, but are not limited thereto.

The amount of the amphoteric surfactant is preferably 1 to 30% by weight based on the total weight of the composition. If the content is less than 1% by weight, it is not sufficient to form coasabeat, and the soft bubble forming function is not exhibited properly. If it exceeds 30% by weight, excessive coacervate formation and excessive soft bubbles may adversely affect the feeling have.

The dandruff-resistant conditioning shampoo composition of the present invention may further comprise a non-ionic surfactant to the extent that the object of the present invention is not impaired. Examples of such nonionic surfactants include, but are not limited to, at least one selected from the group consisting of diethanolamide laurylate, diethanolamide coconut oil fatty acid and coco fatty acid monoethanolamide.

The content of the nonionic surfactant is preferably 0.1 to 30% by weight based on the total weight of the composition. When the content is less than 0.1% by weight, the required effect of each component can not be achieved. When the content exceeds 30% by weight, the composition itself can not maintain its properties.

The dandruff-resistant conditioning shampoo composition of the present invention may contain at least one conditioning agent selected from the aforementioned cationic polymers, silicone compounds and oily oils to improve the conditioning effect.

The silicone compound is not particularly limited as long as it can be used in a shampoo composition. For example, water-insoluble nonvolatile dimethicone, cyclomethicone, aminated silicone, trimethylsilylamodimethicone, vinyl silicone And one or more of these derivatives may be used.

The oily oil is not particularly limited as long as it can be used in a shampoo composition. For example, hydrocarbon oils and synthetic ester oils can be used. The hydrocarbon oils include liquid paraffin (mineral oil), iso-paraffin, hydrogenated polydecene (hydrogenated polydecene), etc. may be used, and the ester oils include myristic acid isopropyl, palmitic acid isopropyl, stearic acid, isostearyl, C _{12 - 15} alkyl benzoate, and the like, but the present invention is not limited thereto.

The content of the conditioning agent 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, the desired effect of each component can not be achieved. If the content exceeds 10% by weight, the composition itself can not maintain its properties.

In addition, the shampoo composition according to the present invention may further contain additives such as preservatives, thickeners, viscosity adjusting agents, pH adjusting agents, flavoring agents, dyes and conditioning agents, which are usually used as components of the shampoo composition, It can be easily purchased and used. Examples of the preservative include a mixture of methyl p-hydroxybenzoate, methyl chloroisothiazolinone and methyl isothiazolinone (trade name: Kathon CG, manufactured by Rohm and Haas Company, USA). Examples of the thickener and the viscosity adjuster include hydroxypropylmethylcellulose, hydroxymethylcellulose, sodium chloride, ammonium chloride, propylene glycol, and hexylene glycol. Examples of the pH adjuster include citric acid, sodium hydroxide, triethanolamine and the like. Examples of the dye include a water-soluble tar pigment and the like. Examples of the above-mentioned conditioning agent include plant extracts, proteins, protein modifications and higher fatty acids.

The dandruff-resistant conditioning shampoo composition of the present invention increases the amount of produced coacervate by using a cationic vinyl copolymer to improve the adsorption property of the active ingredient to the scalp and / or hair such as the anti-dandruff ingredient, The conditioning effect is excellent even when wet or when dried. Thus, dandruff can be prevented and the hair can be kept clean and beautiful.

Hereinafter, preferred embodiments of the present invention will be described in order to facilitate understanding of the present invention. However, the following examples are provided only for the purpose of easier understanding of the present invention, and the present invention is not limited by the examples.

Manufacturing example  One: Cationic  Preparation of vinyl copolymer

200 parts by weight of distilled water was placed in a reactor equipped with a reflux condenser, a dropping loader, a thermometer, a nitrogen gas introducing tube and a stirrer. To the dropping loader was added N-methacryloyloxyethyl-N, N, 43 parts by weight of chlorides, 57 parts by weight of N, N-dimethylacrylamide and 80 parts by weight of distilled water were added to prepare a monomer mixture. After the reactor was purged with nitrogen, the mixture was warmed up to 90 DEG C and 0.5 part by weight of 2-methyl-N- (2-hydroxyethyl) -propionamide was added thereto, followed by dropwise addition of the monomer mixture for 4 hours. After completion of the dropwise addition, the mixture was reacted for 20 hours and cooled to obtain a cationic vinyl copolymer represented by the following formula (9).

In the above formula, m is 50 to 6,000.

Example  1 to 4: Preparation of the shampoo composition of the present invention

The shampoo compositions of Examples 1 to 4 containing the cationic vinyl copolymer prepared in Preparation Example 1 were prepared according to the compositions and contents shown in Table 1 below.

After dispersing and dissolving polyquaternium-10 and cationic vinyl copolymer represented by the above formula (9) as a cationic polymer in distilled water, sodium laurylsulfate and sodium polyoxyethylene laurylsulfate as anionic surfactants, a viscosity adjusting agent and a foam stabilizer Were added disodium cocoamphoacetate and cocamidopropyl betaine. Then, dimethicone and branched polyglyceryl-modified silicone represented by the following formula (10) were added and stirred for 30 minutes. After stirring, a pearl composition, a perfume and an antiseptic prepared in advance were added, and sodium chloride for viscosity adjustment, citric acid for pH adjustment, and residual water were added and stirred for 30 minutes to prepare a shampoo composition.

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

Comparative Example  1 and 2: Preparation of Shampoo Composition

In order to examine the effect of the cationic vinyl copolymer and the branched polyglyceryl-modified silicone, Comparative Examples 1 and 2 were prepared.

The composition and the content were as shown in the following Table 1, and the other manufacturing methods were the same as those of Examples 1 to 4.

Raw material (% by weight) Example Comparative Example One 2 3 4 One 2 Purified water 10 10 10 10 10 10 Zinc Omadine (Arch)) 0.3 0.3 0.3 0.3 0.3 0.3 The cationic vinyl copolymer (7) 0.5 One 0.5 One One - Polyquaternium-10 (Polymer JR-400 (Amerchol)) 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 cocoamphoacetate (30%) 5 5 5 5 5 5 Cocamidopropyl betaine (30%) 15 15 15 15 15 15 Dimethicone (DC 200F 10,000 cst (Dow Corning)) 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 Pear composition 20 20 20 20 20 20 Spices 0.5 0.5 0.5 0.5 0.5 0.5 Citric acid Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Sodium chloride Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount water The remaining amount (added up to 100% by weight)

Experimental Example  1: Evaluation of conditioning effect of shampoo composition

To evaluate the conditioning effects of the shampoo compositions of the Examples and Comparative Examples, the following experiment was conducted.

Eighty women who were highly experienced in sensory evaluation of hair products were allowed to use the shampoo prepared in Examples 1 to 4 and Comparative Examples 1 and 2, respectively, by 10 persons in a usual shampoo using method, and then the hair feel was evaluated . The evaluation scale was given 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 experimental results are shown in Table 2 below.

division Example Comparative Example One 2 3 4 One 2 Hair texture during rinse 3.4 4.1 3.5 4.2 3.7 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-trimethylammonium chloride / N, N-dimethylacrylamide copolymer of Formula 9 and the branched polyglyceryl of Formula 10 When the modified silicone is used together, it was found that both the feeling in the rinse and wetting and the feeling after drying are improved at the same time.

Experimental Example  2: Dandruff reduction rate measurement

To evaluate the dandruff reduction effects of the shampoo compositions of the Examples and Comparative Examples, the following experiment was conducted.

120 adult male and female danders were selected and 20 shampoos of Examples 1 to 4 and Comparative Examples 1 and 2 were used for 1 month, respectively. The weight of the dandruff collected by collecting the dandruff accumulated for 3 days with the ordinary shampoo before the start of the test and the weight of the dandruff accumulated for 3 days after the completion of the test were compared with the shampoo of Example or Comparative Example every two days Respectively. At this time, the accumulated dandruff was sampled by a skilled tester using a 5 g sample, washed with about 2 to 3 liters of water, and then washed with 800 micro-pore size filter The dry weight of the dandruff on the filter paper was measured. The results are shown in Table 3 by calculating the damping rate by the equation (1).

Example 1 Example 2 Example 3 Example 4 Comparative Example 1 Comparative Example 2 Dandruff reduction rate (%) 29.3 39.5 30.8 39.6 28.7 18.7

As shown in Table 3 above, each of the cationic vinyl copolymers of the formula (9) and the branched polyglyceryl-modified silicone of the formula (10) was contained in an amount of 0 to 1 weight% and 0 to 0.4 weight%, respectively, based on the total weight of the detergent composition Comparing the results of Examples 1 to 4 and Comparative Examples 1 and 2, the compositions of Examples 1 to 4 containing both the cationic vinyl copolymer of Formula 9 and the branched polyglyceryl-modified silicone of Formula 10 according to the present invention Showed excellent dandruff prevention rate. Also, it was confirmed that this result is proportional to the formation amount of coacervate.

Experimental Example  3: Dandruff prevention and itching reduction evaluation

To evaluate the anti-dandruff effect and the itching reduction effect of the shampoo compositions of Examples and Comparative Examples, the following experiment was conducted.

120 persons were randomly selected to think that they had a lot of dandruff, and they were allowed to use shampoo of Example or Comparative Example for 20 weeks for 8 weeks, once every 2 days for each product. Thereafter, the dandruff prevention effect and the itching reduction effect were evaluated according to the following evaluation criteria, and the average value was shown in Table 4 below. The respective criteria were as follows.

(Criteria for judging dandruff effect)

Dandruff prevention effect is very good: 5

Dandruff prevention effect is good: 4

The anti-dandruff effect is normal: 3

There is little dandruff effect: 2

No dandruff effect: 1

(Criteria for determining the effect of reducing itching)

The itching reduction effect is very good: 5

The itching effect is good: 4

The itching reduction effect is usually: 3

There is a slight reduction in itching: 2

There is no reduction in itching: 1

Example 1 Example 2 Example 3 Example 4 Comparative Example 1 Comparative Example 2 Dandruff prevention effect (5 point scale) 3.3 3.9 3.0 4.0 3.3 3.1 Itching prevention effect (5 point scale) 3.2 3.7 3.1 3.8 3.0 3.0

As shown in Table 4 above, the cationic vinyl copolymers of formula (9) according to the present invention were respectively added in an amount of 0 to 1% by weight, the branched polyglyceryl-modified silicones of formula (10) Comparing the results of the dandruff and itching inhibition test results of Examples 1 to 4 and Comparative Examples 1 and 2 containing the% by weight, the cationic vinyl copolymer of formula (9) and the branched polyglyceryl-modified silicone of formula (10) It was found that the compositions of Examples 1 to 4, which were contained at the same time, showed better dandruff and itching prevention effect. This result is similar to the result of dandruff prevention rate measurement.

Claims (9)

(I) a monomer represented by the following formula (1); And a cationic vinyl copolymer prepared from a monomer represented by the following formula (2), a monomer represented by the following formula (3), or a mixture thereof; (II) a branched polyglycerol-modified silicone represented by the following formula (4); And (Ⅲ) zinc blood rich one, selenium sulfide, blood rokto play min, Klim carbazole, tar, sulfur, salicylic acid, and the usability at least one member anti-dandruff component selected from the group consisting of licorice acid; anti-dandruff comprising a conditioning shampoo composition: [Chemical 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 this formula, R ¹ is hydrogen or a methyl group, R ² and R ³ are, independently of each other, an alkyl group, an allyl group or an aryl group having 1 to 24 carbon atoms, R ⁴ is a hydrogen atom or an alkyl group having 1 to 24 carbon atoms, an allyl group, an aryl group, or CH ₂ -CH (OH) -CH ₂ -N ⁺ R ⁹ R ¹⁰ R ¹¹ Z ^- R ⁹ , R ¹⁰ and R ¹¹ independently of one another are an alkyl group, an allyl group or an aryl group having 1 to 24 carbon atoms, Y ^- and Z ^- is independently a halogen, methosulfate or acetate anion, and with each other, a is 0 or 1, b is an integer from 1 to 10; (2) CH ₂ = C (R ⁵ ) -CO-NR ⁶ R ⁷ In this formula, R < ⁵ > is hydrogen or a methyl group, R ⁶ and R ⁷ are hydrogen or an alkyl group having 1 to 3 carbon atoms, The sum of the carbon atoms of R ⁶ and R ⁷ is 1 to 4; (3) CH ₂ = C (R ⁸ ) -CO (O) - (CH ₂ ) _c - (CHOH) _d -OH In this formula, R < ⁸ > is hydrogen or a methyl group, c is an integer from 1 to 4, d is 0 or 1; [Chemical Formula 4]

In this formula, A ² , A ³ , A ⁴ , A ⁵ , A ⁶ and A ⁷ are each independently a linear or branched alkyl, alkenyl or alkoxy group having 1 to 22 carbon atoms or an aryl group having 6 to 22 carbon atoms , X is an oxyphenylalkyl group, A ¹ and A ⁸ include at least one or more glycerol groups represented by the following formulas (6) to (8), which contain at least 4 to 10 branched glycerol groups represented by the following formula (5) [Chemical Formula 5]

[Chemical Formula 6]

(7)

[Chemical Formula 8]

The dandruff-resistant conditioning shampoo composition according to claim 1, wherein the cationic vinyl copolymer (I) is a compound represented by the following formula (9) [Chemical Formula 9]

In the above formula, m is 50 to 6,000. The dandruff-resistant conditioning shampoo composition according to claim 1, wherein the branched polyglyceryl-modified silicone (II) is a compound represented by the following formula (10): [Chemical formula 10]

delete 4. The dandruff-proof conditioning shampoo composition according to any one of claims 1 to 3, wherein the content of the cationic vinyl copolymer (I) is 0.01 to 10% by weight based on the total weight of the composition. 4. The dandruff-resistant conditioning shampoo composition according to any one of claims 1 to 3, wherein the content of the branched polyglyceryl-modified silicone (II) is 0.001 to 5% by weight based on the total weight of the composition. 4. The dandruff-resistant conditioning shampoo composition according to any one of claims 1 to 3, wherein the content of the anti-dandruff ingredient (III) is 0.01 to 5% by weight based on the total weight of the composition. 4. The dandruff-resistant conditioning shampoo composition according to any one of claims 1 to 3, wherein the cationic vinyl copolymer (I) has a monomer unit represented by the following formula (1): 25 to 45 mol% [Chemical 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 this formula, R ¹ is hydrogen or a methyl group, R ² and R ³ are, independently of each other, an alkyl group, an allyl group or an aryl group having 1 to 24 carbon atoms, R ⁴ is a hydrogen atom or an alkyl group having 1 to 24 carbon atoms, an allyl group, an aryl group, or CH ₂ -CH (OH) -CH ₂ -N ⁺ R ⁹ R ¹⁰ R ¹¹ Z ^- R ⁹ , R ¹⁰ and R ¹¹ independently of one another are an alkyl group, an allyl group or an aryl group having 1 to 24 carbon atoms, Y ^- and Z ^- is independently a halogen, methosulfate or acetate anion, and with each other, a is 0 or 1, and b is an integer of 1 to 10. 4. The dandruff-resistant conditioning shampoo composition according to any one of claims 1 to 3, wherein the cationic vinyl copolymer (I) has an average molecular weight of 5,000 to 2,000,000.