KR20210036641A - A composition for preventing color separation of dyed hair and for hair dyeing comprising an amine-modified polyol - Google Patents

Abstract

The present invention relates to a hair cosmetic composition using amine-modified polyol to realize a hair dyeing effect and an effect of preventing color loss of dyed hair at the same time. Even in the presence of an anionic surfactant, an excellent cleaning effect and the hair dyeing effect are capable of being exhibited.

Description

A composition for preventing color separation of dyed hair and for hair dyeing comprising an amine-modified polyol}

The present invention relates to the use of amine-modified polyols to prevent color loss in dyed hair and to dye hair.

Hair cosmetics generally have a function for hair removal that removes contamination from the scalp and hair, and keeps the hair clean and beautiful. In addition, hair cosmetics, in addition to the above-described hair removal function, change and supply hair color, and are also used for additional purposes such as ease of combing, softness, smoothness or shine to the hair, lowering friction on the hair surface, preventing static electricity or protecting hair. .

The hair dyeing agent changes the color of the hair by adjusting the pH to open and close the cuticle, so that the dyeing component penetrates into the cortex. However, since this causes damage to the health of the hair and scalp, temporary hair dyes have recently been used.

Temporary hair dyes adsorb the color component to the outer cuticle layer of the hair.Since temporary hair dye molecules have cationic properties, they can adsorb the molecules to anionic hair, but among hair cosmetics, anionic surfactants It has been applied only to treatment agents because it is difficult to apply to shampoos because it is combined with detergents such as shampoos based on which the hair dyeing effect is inhibited or the dyeing function is lost.

On the other hand, although a dye composition using a polymer combined with a hair dye is known (Patent Document 1), only a polymer such as polyamine is disclosed in Patent Document 1, and cellulose having a cationic property is not recognized as a polymer, and anionic There is no suggestion that it is also applicable to shampoos containing surfactants.

In general, the hair dye for changing the color of the hair is a permanent hair dye (oxidative hair dye) with the best persistence, and is a mixture of the first agent and the second agent containing oxidation dyes typified by aromatic amino compounds such as paraphenylenediamine. As a result of condensation polymerization of large dye molecules inside the hair, the hair dyeing power is high and the color lasting power is excellent. However, due to the high pH, there is a risk of damaging the cuticle of the hair. In addition, there is a hassle of having to invest time separately for dyeing.

In order to solve this problem, Patent Document 2 discloses the use of a hair dye using tannic acid, but it is difficult to apply to a cleaning agent, and above all, a stiff texture occurs, so that it is difficult to apply it to an actual product.

Under this background, the present inventors have researched and developed to develop a hair dye that is safe for the human body and has excellent dyeing persistence, and at the same time adds a feeling of conditioning and applies it to shampoo detergents.

WO2011-113680 A2 KR Patent Application No. 10-2007-0007830

The present inventors have studied to develop a hair cosmetic composition that is convenient to use while functioning as a hair dye that has improved the problems of existing hair dyes. As a result, the use of amine-modified polyol has excellent hair dyeing effect even in the presence of anionic surfactants. , It was confirmed that the hair dyeing effect can be sustained for a long period of time by preventing color loss of dyed hair during hair washing, and at the same time, it was confirmed that the conditioning effect can be given to the hair, and the present invention was completed.

Accordingly, an object of the present invention is to provide a hair cosmetic composition capable of implementing a conditioning effect while imparting an effect of preventing color loss of dyed hair and a hair dyeing effect during hair washing.

As a means for solving the above problems, the present invention

It provides a hair cosmetic composition comprising a polyol having a dendrimer structure and having at least one hydroxy group in the molecule substituted with an amine group. The polyol according to the present invention can permeate the hair by itself and add redness. In addition, the composition may play a role of preventing the separation of the dye agent separately added to the hair, and in particular, may be more effective in preventing the separation of the red dye agent.

In the present invention, the red color has an a value of 10 or less in NBS, and the red effect can be confirmed by measuring the color of the hair.

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

The hair cosmetic composition of the present invention includes a polyol in which a hydroxyl group in a molecule is substituted with an amine group.

In the present invention, the polyol may be selected from the group consisting of polyester polyol, acrylic polyol, polyacrylate polyol, retinal cyclodextrin acetal, and polysaccharide. For example, the polyol may be tannic acid, sorbitol, pentaerythritol, toluenediamine, or diaminophenylmethane, but is not limited thereto.

In the present invention, the term "dendrimer" is a three-dimensional spherical nanomolecule having a special structure by repeatedly extending a certain unit structure from the core of the core, and the shape in which the molecule grows resembles the shape of a branch of a tree. , It is derived from'dendron' which means'tree' in Greek. The characteristic of these dendrimers is a monodispersity, three-dimensional macromolecule having a narrow molecular weight distribution, and the structure and functional groups at the end of the chain determine the physical and chemical properties of the dendrimer.

In addition, these dendrimers have a nano-sized spherical structure, forming a layer around the core, and can be divided into first generation (G1), second generation (G2), and third generation (G3) depending on the growth stage of the branch. have. In the dendrimer, the density of branches gradually increases as generations increase, and when the dendrimer is more than a certain generation, branches cannot grow any more due to lack of space. In addition, the shape of the dendrimer changes from a flat elliptical to a dense spherical shape according to generations. A cavity exists in the center of the dendrimer molecule, which can be used as a carrier for various substances. The terminal functional group located on the outer part of the macromolecule determines the properties of the dendrimer molecule, and the shape of the dendrimer is determined by the interaction of the terminal part and the solvent.

In addition, the viscosity of the conventional linear polymer increases as the molecular weight increases, while the viscosity of the dendrimer increases with the molecular weight, and decreases above the limit molecular weight. The glass transition temperature of the dendrimer increases with generations and maintains a constant temperature above a certain level, and the higher the polarity of the outermost functional group, the higher the glass transition temperature. The solubility of the dendrimer is affected by the outermost functional group depending on the polarity, pH, and salt of the solvent.

Since there is an empty space in the center of most dendrimers, it is possible to load various substances and change the surface as desired, and because of its low toxicity and biocompatibility, it can be used in various fields such as material engineering, medicine, drug delivery, and energy delivery. Application is possible, and the range is gradually expanding.

In the present invention, the polyol may be stirred with aqueous ammonia and polyol in order to substitute one or more hydroxy groups in the molecule with an amine group. At this time, the stirring time of the ammonia water and the polyol may be less than 6 hours, for example, less than 2 hours, 5 minutes to 2 hours, 10 minutes to 2 hours, 30 minutes to 2 hours, 50 minutes to 2 hours, 90 minutes to 2 hours, It may be 5 minutes to 90 minutes, 10 minutes to 90 minutes, 30 minutes to 90 minutes, 50 minutes to 90 minutes, but is not limited thereto.

In the present invention, a polyol in which at least one hydroxy group in the molecule is substituted with an amine group may be used interchangeably with an'amine-modified polyol'.

In the present invention, the polyol may be tannic acid or pentaerythritol.

In one embodiment, the polyol in which at least one hydroxy group in the molecule is substituted with an amine group may be a compound represented by the following Formula 1:

[Formula 1]

In Formula 1, the polyol is tannic acid, and the hydroxy group located at the phenyl group end of the tannic acid is substituted with an amine group.

The amine-modified polyol can not only give a permanent color effect on its own when absorbed by anionic substrate, such as hair, but also prevent reactive dyes absorbed in the cortex layer in the cuticle of the hair from falling out during the cleaning process. It can give the effect of preventing color loss.

In one embodiment, when the amine-modified polyol is used for hair, it is possible to dye the hair in red.

In general, when hair is cleaned using a hair cleaner cosmetic composition, surfactants and water molecules penetrate into the inside of the hair during the rinsing process, and there is a property of being desorbed from the dye inside the hair. In this case, if the inside of the hair is hydrogen-bonded or covalently bonded to the hair protein, the dye present in the hair can be safely preserved.

That is, the amine-modified polyol according to the present invention undergoes hydrogen bonding with the hair protein (A of Scheme 1 below) and covalent bonds (B of Scheme 1 below) as shown in Scheme 1 below, so that active ingredients such as dyes in the hair fall out of the hair. It can be preserved without coming out. In the following Scheme 1, A is a case where the tannic acid-based polyol and the carboxyl group of the hair protein undergo hydrogen bonding when the tannic acid-based polyol penetrates into the hair, and B is the case where the amine of the tannic acid-based polyol is a catalyst or a carbodiimide compound. It refers to the case of direct covalent bonding with the carboxyl group of the hair without a mediator.

[Scheme 1]

As can be seen in Scheme 1, the amine-modified polyol may be directly bonded to the carboxyl group of the hair. As shown in A of Scheme 1, the amine-modified tannic acid can have more hydrogen bonds than the tannic acid before the modification, so that the probability of binding in the hair and the binding force can be increased. Also, like B, covalent bonds are also possible.

In the present invention, the amine-modified polyol may be included in an amount of 0.0001 to 10 parts by weight, for example, 0.001 to 5 parts by weight, 0.01 to 3 parts by weight, 0.05 to 1 part by weight, based on the total weight of the composition, but is limited thereto. It is not. The composition according to the present invention may exhibit the viscosity of a formulation that can be formulated as a hair cosmetic composition in the content of the amine-modified polyol as described above.

In addition, the hair cosmetic composition according to the present invention may further include a carbodiimide-based compound. The carbodiimide-based compound may be additionally included in order to increase the bonding between the amine-modified polyol and the hair from the carbodiimide reaction, and is not essential. When the carbodiimide reaction occurs by the carbodiimide compound, the internal bond between the hair protein and the amine-modified polyol is increased, so that intermolecular lattice mixing (perturbation) does not occur even after the hair is washed, thereby creating a stable network with increased internal density. I can have it. The hair cosmetic composition according to the present invention can permanently prevent color loss of hair through such a stable network.

In the present invention, when the carbodiimide-based compound is further included, Staley R. H., Beauchamp J. L. (1962) Mechanism of the carbodiimide reaction. II. Peptide synthesis on the solid phase. J. Am. Chem. Soc. 96:1606-1607; Monagle J. J. (1962) Carbodiimides, III. Conversion of isocyanates to carbodiimides. Catalyst studies. J Org Chem 27:3851-3855; And Khorana HG (1953) The chemistry of carbodiimides, Chem Rev 53: 145-166, using the Carbodiimide chemistry established, the carboxylic acid of the lipid present in the terminal group of the hair F-layer is primarily used with a carbodiimide compound. Can be combined. Then, the amine-modified polyol having a primary amine group may achieve crosslinking as shown in Scheme 2 below. Scheme 2 below is a primary reaction of forming o-Acrylisourea active ester first with hair by adding polycarbodiimide or EDC ((1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride)), followed by primary amine It is a schematic diagram of a carbodiimide reaction cross-linked with a material having a.

[Scheme 2]

In the present invention, the carbodiimide-based compound may be a compound containing at least one N=C=N structure in a molecule, for example, a compound represented by the following formula (2):

[Formula 2]

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로 이루어진 군에서 선택된 하나 이상의 구조를 가지는 것으로, 반복 단위 양 말단에 이소시아네이트기를 갖는 모노머이고, R은 수소; 또는 탄소수 1 내지 500의 직쇄, 분지쇄 또는 고리형의 탄화수소; 또는 벤젠 고리형의 탄화수소;를 나타내며, 상기 탄화수소 분자의 일부에 이중결합을 포함하거나; O, N, S, P 및 Si로 이루어진 군에서 선택된 하나 이상의 화합물이 치환된 형태이거나; 음이온, 양이온, 양쪽성 형태로 치환된 형태이거나; 또는 금속이온이 염 형태로 결합된 구조를 포함하고, m은 1 내지 100의 정수이다.In Formula 2, A is

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It has one or more structures selected from the group consisting of, and is a monomer having an isocyanate group at both ends of the repeating unit, and R is hydrogen; Or a C1-C500 linear, branched or cyclic hydrocarbon; Or a benzene cyclic hydrocarbon; and includes a double bond in a part of the hydrocarbon molecule; At least one compound selected from the group consisting of O, N, S, P, and Si is substituted; Is an anionic, cationic, or amphoteric form substituted; Or a structure in which metal ions are bonded in a salt form, and m is an integer from 1 to 100.

The carbodiimide-based compound is 1,1'-methylene-bis-(4-isocyanatocyclohexane)-, homopolymer, polyethylene glycol mono-Me-ether-block (1,1'-methylene-bis -(4-isocyanatocyclohexane)-,homopolymer, polyethylene glycol mono-Me-ether-blocked); 1,1'-methylene-bis-(3-isocyanatocyclohexane)-, homopolymer, polyethylene glycol mono-Me-ether-block (1,1'-methylene-bis-(3-isocyanatocyclohexane)- , homopolymer, polyethylene glycol mono-Me-ether-blocked); 1,1'-methylene-bis-(4-isocyanatocycloheptane)-, homopolymer, polyethylene glycol mono-Me-ether-block (1,1'-methylene-bis-(4-isocyanatocycloheptane)- , homopolymer, polyethylene glycol mono-Me-ether-blocked); 1,1'-methylene-bis-(3-isocyanatocycloheptane)-, homopolymer, polyethylene glycol mono-Me-ether-block (1,1'-methylene-bis-(3-isocyanatocycloheptane)- , homopolymer, polyethylene glycol mono-Me-ether-blocked); 1,1'-methylene-bis-(3-isocyanatocyclopentane)-, homopolymer, polyethylene glycol mono-Me-ether-block (1,1'-methylene-bis-(3-isocyanatocyclopentane)- , homopolymer, polyethylene glycol mono-Me-ether-blocked); Benzene, 1,3,-bis(1-isocyanato-1-methylethyl)-, homopolymer, polyethylene glycol mono-me-ether-block; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide); 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide·HCl(1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide·HCl); N,N'-dicyclohexylcarbodiimide; N,N'-diisopropylcarbodiimide; N-ethyl-N'(3-dimethylaminopropyl)carbodiimidehydrochloride; N-cyclohexyl; N'-isopropylcarbodiimide (N-cyclohexyl, N'-isopropylcarbodiimide); N-tert-butyl,N'-methylcarbodiimide; N-tert-butyl, N'-ethylcarbodiimide (N-tert- butyl,N'-ethylcarbodiimide); N,N'-dicyclopentylcarbodiimide; bis[[4-(2,2-dimethyl-1,3-dioxoryl)]methyl] Carbodiimide (bis[[4-(2,2-dimethyl-1,3-dioxolyl)]methyl]carbodiimide); N-ethyl,N-phenylcarbodiimide; And N -Phenyl, N-isopropylcarbodiimide (N-phenyl, N-isopropylcarbodiimide) may include one or more selected from the group consisting of, but is not limited thereto.

As described above, a hair cosmetic composition comprising an amine-modified polyol or an amine-modified polyol and a carbodiimide-based compound allows the components inside the hair to be preserved without coming out of the hair, and the component inside the hair is a reactive dye. I can.

In the present invention, the term "reactive dye" refers to a dye dyed by covalent bonds or ionic bonds by reacting with functional groups such as hair, skin or fibers. Reactive dyes are known to have excellent fastness properties because reactive dyes form covalent bonds with hair, skin, or fibers.

The reactive dye is not limited to the type as long as it is known in the art. Commonly used reactive dyes are listed in the Color Index (Society of Dyers and Colourists and American Association of Textile Chemists and Colorists).

In the present invention, the reactive dye may be a covalently bonded reactive dye, such as dichlorotriazinyl, difluorochloro pyrimidine, monofluorotriazinyl, dichloroquinoxaline, vinyl sulfonyl, difluorotriazinyl, It may include a reactive group selected from monochlorotriazinyl, bromoacrylamide and trichloropyrimidine.

In one embodiment, the reactive dye may include a reactive group selected from the group consisting of monochlorotriazinyl, dichlorotriazinyl, and vinyl serfonyl.

In another embodiment, the reactive dye may include a chromophore selected from the group consisting of azo, anthraquinone, phthalocyanine, formazan, and tripendioxazine.

In the present invention, the reactive dye may include 0 to 4 SO ₃ Na groups, and may generate an effective level of negative charge by _{the SO 3 Na group.}

In the present invention, the reactive dyes are reactive blue No. 4 dye, reactive black No. 5 dye, reactive blue No. 19 dye, reactive red No. 2 dye, reactive blue No. 59 dye, reactive blue No. 269 dye, and reactive blue No. 11 dye , Reactive Yellow No. 17 dye, Reactive Orange No. 4 dye, Reactive Orange No. 16 dye, Reactive Green No. 19 dye, Reactive Brown No. 2 dye, or Reactive Brown No. 50 dye, but is not limited thereto.

In the present invention, the reactive dye may be an ionic reactive dye, for example, may be selected from basic ingredients notified in the Ministry of Food and Drug Safety Notice No. 2016-49. As the basic raw material, the cationic portion of a cation or zwitter ion may be ionically bonded to hair as an anion and adsorbed. For example, basic brown No. 16, basic blue No. 99, basic red No. 76, basic brown No. 17, and basic yellow 87 It may be No., basic yellow No. 57, basic red No. 51, or basic orange No. 31, but is not limited thereto. In addition, the reactive dye may be selected from acidic (Acid) raw materials, and the acidic dye may have an anionic charge, but may be bonded to and adsorbed to the hydrophobic group portion of the hair, and may be, for example, acid red No. 52 or acid red No. 92. It is not limited thereto.

In addition, the hair cosmetic composition of the present invention may further include an anionic surfactant.

The anionic surfactant may include at least one of a sulfate-based surfactant or a sulfosuccinate-based surfactant, such as sodium lauryl sulfate, sodium laureth sulfate, polyoxyethylene sodium lauryl sulfate, ammonium lauryl Sulfosuccinate, ammonium myreth sulfate, disodium laureth sulfosuccinate, disodium C12-C14 pares-2 sulfosuccinate, or mixtures thereof. In the present invention, the anionic surfactant may be included in 0.1 to 30 parts by weight, for example, 1 to 20 parts by weight, 3 to 15 parts by weight, 5 to 10 parts by weight, based on the total weight of the composition, but is limited thereto. It is not.

In general, in the case of a hair cosmetic composition containing both anionic surfactant and temporary hair dye molecule as in the present invention, the hair dyeing effect is inhibited or functioned by binding with anionic surfactant because the temporary hair dye molecule has a cationic property. The loss of the composition is limited to the formulation of the composition. However, since the hair cosmetic composition according to the present invention contains an amine-modified polyol, it can be bonded to and adsorbed to hair having anionic properties even in the presence of an anionic surfactant. The effect can be realized at the same time.

In addition, the hair cosmetic composition of the present invention may further include an anionic surfactant, as well as a nonionic surfactant and/or an amphoteric surfactant. The nonionic surfactant may be lauryl acid diethanolamide, palm oil fatty acid diethanolamide or palm oil fatty acid monoethanolamide, and amphoteric surfactants include betaines, cocamidopropyl betaine, alkyl glycinate or alkyl It may be an aminopropionate, but is not limited thereto. The nonionic surfactant and the amphoteric surfactant may be included in 0.01 to 15 parts by weight, for example 0.1 to 10 parts by weight, 1 to 7 parts by weight, 3 to 6 parts by weight, based on the total weight of the composition, but are limited thereto. It is not.

In addition, the hair cosmetic composition of the present invention may further include a cationic polymer to enhance the conditioning effect imparted to the hair from the amine-modified polyol. The cationic polymer may be a cationic cellulose polymer, a cationic guar gum, a cationic synthetic polymer (eg, polyquaternium), or a mixture thereof, but is not limited thereto.

In addition, the cationic polymer may have a nitrogen content of 1.5% by weight or more based on the total weight of the polymer. Preferably, the nitrogen content may be 1.5% to 3.5% by weight, 1.8% to 3.2% by weight, and 2.0% to 3.0% by weight based on the total weight of the polymer. When the content of nitrogen contained in the polymer is 1.5% by weight, the conditioning effect imparted by the amine-modified polyol can be effectively strengthened, and color loss can be prevented for the dyeing effect imparted by the amine-modified polyol.

The cationic cellulose polymer may be a quaternized ammonium salt including hydroxyethyl cellulose and trimethylamine.

The cationic cellulose polymer may be a polymer substituted with ethylene oxide (EO) at the α and ß positions in the glucose ring.

The cationic cellulose polymer of the present invention may be synthesized and used, and a commercially available cellulose polymer may be used. For example, the commercially available cellulose polymer may have a total nitrogen content of 1.5% by weight or more in polyquaternium-10.

In an embodiment of the present invention, when a cationic cellulose polymer containing 1.6% by weight or 2.6% by weight of nitrogen was included, it was confirmed that color loss was reduced during the washing process.

In one embodiment, the cationic polymer may be a compound represented by Formula 3:

[Formula 3]

In Formula 3, x is an integer of 1 to 10, for example, an integer of 1 to 5, and an integer of 1 to 3. In Formula 3, n is an integer of 1 to 10, for example, an integer of 1 to 5, an integer of 1 to 3, y is 0 to 1, and when n is 1, y is 0.3 to 0.7, for example It may be 0.4 to 0.6, 0.45 to 0.55. In Formula 3, α and β may be an ethylene oxide or a hydroxyl group bonded to each other, and either of the α and β may be an ethylene oxide bonded.

The cationic cellulose polymer of the present invention may have a molecular weight of 300,000 to 2.9 million, for example, 600,000 to 2.5 million, and 70 to 1.5 million.

The cationic cellulose polymer of the present invention can be synthesized by a synthetic method commonly used in the technical field to which the present invention belongs.

For example, the cationic cellulose polymer can be obtained by preparing a quaternary ammonium salt obtained by quaternizing hydroxyethyl cellulose with chlorohydroxypropyl trimethylamine. Specifically, after containing sodium hydroxide and urea in a weight ratio of 7 to 9:10 to 12:75 to 85 (sodium hydroxide: urea: water) with respect to water as a solvent, hydroxyethyl cellulose in 1 to 3% by weight It can be prepared by dissolving it at a concentration and then further containing a quaternary ammonium-based compound. More specifically, after containing sodium hydroxide and urea in a weight ratio of 7.5: 11: 81.5 (sodium hydroxide: urea: water) with respect to water as a solvent, hydroxyethyl cellulose can be dissolved in a concentration of 2% by weight to be prepared. . The solvent of the above composition helps improve the solubility and stability of hydroxyethyl cellulose, thereby helping to improve the uniformity of modification in the reaction process [Bi Xiong, Dissolution of cellulose in aqueous NaOH/urea solution: role of urea, Cellulose. (2014) 21: 1183-1192]. Thereafter, a quaternary ammonium-based compound is added at an appropriate concentration (1 mole or more moles relative to the glucose monomer of cellulose) and modified while proceeding with the reaction according to room temperature or heating conditions, thereby obtaining the cationic cellulose polymer of the present invention. have.

In the glucose ring of the cationic cellulose polymer, a position having a hydroxyl group capable of being modified may be C2, C3, and/or C6. Among them, C6 primary alcohols generally have excellent regioselectivity for modification reactions because they have minimized steric hindrance. On the other hand, the difference in preference for the reforming reaction between C2 and C3 may vary depending on conditions such as the solvent system [Mitsuru Abe, Regioselectivity in Acetylation of Cellulose in Ionic Liquids, Materials Science inc. Nanomaterials & Polymers (2016) 1: 2474-2478].

In the case of adding EO to the α and β positions in the glucose ring, gas phase polymerization using epoxide can be performed, the reactant in the chamber is sprayed, and then the reaction can be heated and pressurized to proceed with the addition of EO. In the case of alkylation, a reaction may be carried out so that a desired alkyl group can be added using a reactant having a halohydrin, aldehyde, or epoxide terminal functional group.

In an embodiment of the present invention, EO was added to the α or β position in glucose of the cationic cellulose polymer substituted with trimethylamine in Formula 3 above.

In addition, in order to increase the nitrogen content of the quaternary ammonium salt in the cationic polymer of the present invention, the amount of trimethylamine is changed, and the addition reaction process of the quaternary ammonium compound of Reaction Formula 1 described above is repeated while adjusting the temperature conditions. As a result, the content of the degree of cationization can be controlled by controlling the nitrogen content. This can be confirmed through elemental content analysis.

The hair cosmetic composition according to the present invention may further include an oily component for imparting shine or moisture to the hair. The oily component contains all oily components that can change the moisture content inside the hair by being adsorbed on the hair and penetrating into the hair.

The oily component may include at least one of oil or wax. The oils and waxes can be applied to all of those commonly used as components of cosmetics in the art. For example, silicone oils, ester oils, triglyceride oils, hydrocarbon oils, or vegetable oils may be used as the oil, and one or more of these components may be used in combination as necessary.

For example, as the silicone oil, a silicone fluid oil or a silicone crosspolymer dispersed in the oil may be used. For example, silicone-based fluid oils include cyclopentasiloxane, cyclohexasiloxane, cycloheptasiloxane, cyclomethicone, cyclophenylmethicone, cyclotetrasiloxane, cyclotrisiloxane, dimethicone, capryldimethicone, capryl Ryl trimethicone, caprylyl methicone, cetearyl methicone, hexadecyl methicone, hexyl methicone, lauryl methicone, myristyl methicone, phenyl methicone, stearyl methicone, stearyl dimethicone, tri Fluoropropylmethicone, cetyldimethicone, diphenylsiloxyphenyltrimethicone, dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, methyltrimethicone or phenyltrimethicone may be used. The silicone oil components may be used alone or in combination of two or more types of oils. As the silicone-based crosspolymer, dimethicone crosspolymer, dimethicone/vinyldimethicone crosspolymer, dimethicone PEG-10/15 crosspolymer, or PEG-12 dimethicone/PPG-20 crosspolymer may be used. It is not limited thereto.

Ester oils include ascorbyl palmitate, ascorbilinolate, ascorbyl stearate, diisostearylmaleate, benzylbenzoate, benzyllaurate, butylene glycol dicaprylate/dicaprate, butylene glycol Diisononanoate, butylene glycol laurate, butylene glycol stearate, butyl isostearate, cetearyl isononanoate, cetearylnonanoate, cetylcaprylate, cetylethylhexanoate, cetylisono Nanoate, ethylhexyl caprylate/caprate, ethylhexylisononanoate, ethylhexylisostearate, ethylhexyllaurate, hexyllaurate, octyldodecylisostearate, isopropylisostearate, isostearyl Isononanoate, isostearyl isostearate, isocetylethylhexanoate, neopentyl glycol dicaprate, neopentyl glycol diethylhexanoate, neopentyl glycol diisononanoate, neopentyl glycol diisostearate Rate, pentaerythrityl stearate, pentaerythrityl tetraethylhexanoate, dipentaerythrityl hexa acid ester, polyglyceryl-2 diisostearate, polyglyceryl-2 diisostearate, polyglyceryl-2 Sesquiisostearate, polyglyceryl-2isostearate, polyglyceryl-2isostearate, polyglyceryl-2tetraisostearate, polyglyceryl-2triisostearate, polyglyceryl-3dia Isostearate, polyglyceryl-3 isostearate, polyglyceryl-4 diisostearate, polyglyceryl-4 isostearate, polyglyceryl-6 diisostearate, polyglyceryl-6 sesquiai Soostearate or triethylhexanoin can be used.

Triglyceride oils include C8-C12 acid triglyceride, C12-C18 acid triglyceride, caprylic/capric/triglyceride, caprylic/capric/lauric triglyceride, C10-C40 Isoalkyl Acid Triglyceride, C10-C18 Triglyceride, Glyceryl Triacetyl Hydrostearate, Soybean Glyceride, Tribehenin, Tricaprine, Triethylhexanoin, Triheptanoin, Triisostearin, Tripalmitin Alternatively, tristearin can be used.

As the hydrocarbon-based oil, liquid paraffin (liquid paraffin, mineral oil), paraffin, petrolatum, microcrystalline wax, or squalene may be used.

Vegetable oils include avocado oil, wheat germ oil, rosehip oil, shea butter, almond oil, olive oil, macadamia oil, argan oil, meadowfoam oil, sunflower oil, castor oil, camellia oil, corn oil, safflower oil, soybean oil. , Rape blossom oil, macadamia nut oil, jojoba oil, palm oil, palm kernel oil or coconut oil can be used.

As the wax, all waxes, such as hydrocarbon wax, vegetable wax, or silicone wax, which are generally used in cosmetics may be used. For example, candelilla wax, carnauba wax, rice wax, bead wax, lanolin, ozokerite, ceresin wax, paraffin wax, microcrystalline wax, synthetic wax, polyglyceryl-3 bead wax, western rose Flower wax, rice bran wax, olive oil unsaponifiable product, C30-C45 alkyldimethylsilylpolypropylsilsesquioxane, ethylene/propylene copolymer, or polyethylene wax may be included, but are not limited thereto.

The content of the oily component is not particularly limited, and may be included in the composition in the remaining content excluding the previously described amine-modified polyol, anionic surfactant, nonionic surfactant, amphoteric surfactant, and purified water. In the present invention, the oily component may be included in an amount of 1 to 10 parts by weight based on parts by weight of the total hair cosmetic composition.

In one embodiment, the oily component may be a natural oil and/or a natural wax.

In addition, the hair cosmetic composition of the present invention includes all kinds of ingredients that can be used in conventional cosmetics, such as fatty substances, organic solvents, solubilizers, thickeners, within a range that does not impair the object of the present invention in order to impart a hair conditioning effect. Gelling agents, softening agents, antioxidants, suspending agents, stabilizers, blowing agents, fragrances, surfactants, water, ionic or nonionic emulsifiers, fillers, sequestering agents, vitamins, moisturizing agents, sunscreen agents, neutralizing agents, thickeners, Perfumes, preservatives, pH adjusters, hydrophilic or lipophilic activators or pigments may further be included.

The hair cosmetic composition according to the present invention can be prepared in any formulation conventionally prepared in the art. For example, the hair cosmetic composition may have any formulation applicable to the scalp such as liquid, cream, paste or solid.

In one embodiment, the hair cosmetic composition may be a shampoo, a hair conditioner, a hair lotion, a hair essence, a hair gel, a hair pack, a hair patch, or a hair spray.

The hair cosmetic composition of the present invention may be used according to a conventional method of use, and the number of times of use may be varied according to a user's skin condition or taste.

In addition, the present invention provides a method for preventing color loss of dyed hair comprising the step of applying the hair cosmetic composition to the hair.

By applying the hair cosmetic composition according to the present invention to the hair, it is possible to prevent the desorption of the dye absorbed in the hair that has already been dyed, as well as enhance the color of the dyed hair.

In addition, the present invention provides a hair dyeing method comprising the step of applying the hair cosmetic composition to the hair.

In one embodiment, the hair dyeing method may be a method of dyeing the hair red. Red may mean a color having a value of 0.6 or more and Y of 0.4 or less in the CIE color system, and may mean a value of 10 or less in NBS.

The method for preventing color loss of dyed hair and the method for dyeing hair may include applying a hair cosmetic composition to the hair repeatedly 1 to 21 times. By repeatedly applying as described above, the degree of dyeing of the hair may be enhanced.

Advantages and features of the present invention, and a method of achieving them will become apparent with reference to the experimental examples and manufacturing examples described below in detail. However, the present invention is not limited to the experimental examples and preparation examples disclosed below, but will be implemented in various different forms, only to make the disclosure of the present invention complete, and having ordinary knowledge in the technical field to which the present invention pertains. It is provided to fully inform the person of the scope of the invention.

The hair cosmetic composition according to the present invention can achieve a hair dyeing effect and an effect of preventing color loss of dyed hair at the same time by using an amine-modified polyol, and can exhibit an excellent cleaning effect and hair dyeing effect even in the presence of an anionic surfactant. .

1 is a result showing the degree of amine modification according to the amine modification treatment time in an FT-IR spectrum. In this case, (A) is tannic acid and (B) is a transmission spectrum of pentaerythritol.
FIG. 2 is a result of measuring a color change value using a color difference meter for the effect of hair dyeing upon washing with a hair cleaner cosmetic composition containing amine-modified tannic acid.
FIG. 3 is a result of measuring the change in color loss of tannic acid or amine-modified tannic acid according to a cation-based cellulose polymer in dyed hair treated with a red hair dye for 30 minutes using a color difference meter.
4 is a result of observing hair after washing 21 times of dyed hair treated with a red hair dye for 30 minutes with a hair cleaner cosmetic composition according to the present invention.
5 is a result of measuring the frictional force of the hair in the second combing test after using the hair cleaner cosmetic composition according to the present invention.

Hereinafter, the present invention will be described in detail by the following examples. However, the following examples are merely illustrative of the present invention, and the contents of the present invention are not limited to the following examples.

Experimental Example 1. Preparation and titration of amine-modified tannic acid

Based on the total 100 weight, 5 parts by weight of tannic acid was dissolved in 10% aqueous ammonia and stirred at 60° C. to prepare amine-modified tannic acid. At this time, in order to check the degree of modification according to the amine modification treatment time by varying the ammonia water treatment time, the prepared amine-modified tannic acid was 1150 cm reflecting the amine group using an FT-IR Avatar 320 FTIR spectrometer (ThermoNicolet Inc., USA) ^- The peak intensity at ^{1 was measured.} This is shown in Figure 1 (A) and Table 1. According to Infrared and Raman Spectroscopy: principles and spectral interpretation page 211 compound No. 42, NH ₂ is produced at 1118 cm ^-1.

Comparative Example 1 Comparative Example 2 Example 1 Example 2 Example 3 Example 4 Example 5 Comparative Example 3 Comparative Example 4 Processing time 0 minutes 2 minutes 5 minutes 10 minutes 30 minutes 50 minutes 90 minutes 2 hours 6 hours Transmission(T)(%) at 1150 cm ^-1 95.5 95.1 94.6 93.8 92.3 91.6 91.2 90.8 91.3

As a result, as shown in Table 1 and (A) of FIG. 1, it was found that the intensity of the peak representing the amine group increased (decrease in the case of transmission) as the amine modification treatment time increased. This indicates that as the stirring time increases, the hydroxy group (-OH) of tannic acid is being modified into an _{amine group (-NH 2 ).} In FIG. 1(A), when the amine reforming treatment time is 2 hours to 6 hours, the intensity of the peak decreases, so that when the stirring time of the ammonia water is 2 hours, tannic acid has reached a completely modified state.

Pentaerythritol was also amine-modified in the same manner as in the case of tannic acid, and after 2 hours, like tannic acid, no further changes occurred. The IR spectrum is as shown in Fig. 1(B).

Preparation Example 1. Preparation of a hair cleaner cosmetic containing amine-modified tannic acid

Using the previously prepared amine-modified tannic acid, a hair cleaner cosmetic (shampoo) was prepared in the composition shown in Table 2 below. Specifically, since the cellulose-based polymer has excellent solubility, the anionic surfactant (sodium laureth sulfate) and the amphoteric surfactant (cocamidopropylbetaine) are sequentially added after the cellulose-based polymer is added without additional pH adjustment. And dissolved. After stirring at 400 rpm at room temperature (20 to 25°C) for 30 minutes, a fragrance and a preservative were finally added. In general, polyquaternium-10 was used as a cationic polymer used in shampoos.

Raw material (parts by weight) Manufacturing Example 1 One Purified water To 100 2 Amine modified tannic acid 0.1 3 Cellulose polymer 0.5 4 Sodium laureth sulfate 8 5 Cocamidopropylbetaine 4.5 6 EDTA 4Na 0.1 7 Function citric acid 0.2 8 Isothiazolinone (preservative) 0.01 9 Spices 0.3 10 Sodium chloride (thickener) 0.1 11 Hydroxycellulose (thickener) 0.05 total 100

Experimental Example 2. Evaluation of color change and aggregation in dyed hair according to treatment with amine-modified tannic acid

The amine-modified tannic acid prepared in Table 1 was added to the shampoo prepared in Preparation Example 1 and washed to check the color change of the hair and the aggregation of the amine-modified tannic acid. To check the color change, calculate the L*, a*, and b* of the hair before dyeing, after dyeing, and after dyeing, and then calculate the total color change (E*) compared to before dyeing by the formula below. I did. The E* value calculated in this way was converted by the following NBS unit formula categorized into the form of a reaction that appears when color change is observed with the naked eye, and compared with the NBS standard in Table 3.

ΔE* = {(ΔL*) ² +(Δa*) ² +(Δb*) ² } ^1/2

NBS unit = ΔE* X 0.92

In addition, the reaction rate is based on 100% of the reaction saturation point, and a relative value thereof is described, and whether or not agglomeration is described in the following evaluation criteria.

<Assessment of aggregation>

◎: all agglomerated

O: partially agglomerated

X: not agglomerated

[NBS standards] A definitive reference to color differences
(Critical Remarks of Color Difference) E* NBS units Trace 0.0-0.5 Slight 0.5-1.5 Noticeable 1.5-3.0 Appreciable 3.0-6.0 Much 6.0-12.0 Very Much 12.0-

Changes in hair color were observed on the bleached yellow hair with the prescription shampoo shown in Table 2. The color change of the hair according to the amine modification time of tannic acid is shown in Table 4 below based on Table 3 above.

Comparative Example 1 Comparative Example 2 Example 1 Example 2 Example 3 Example 4 Example 5 Comparative Example 3 Comparative Example 4 Processing time 0 minutes 2 minutes 5 minutes 10 minutes 30 minutes 50 minutes 90 minutes 2 hours 6 hours ΔE 9.6 9.7 9,8 9.9 10.1 10.2 11.9 12.0 12.0 Response rate (%) 0.0 8.5 19.1 36.1 68.0 82.9 91.4 100.0 100.0 Agglomeration X X X X X X X O ◎

In the results of Table 4, ΔE means the color change value changed in the hair before dyeing. In Table 4, it can be seen that the color change appears when the amine modification treatment time is 2 minutes (Comparative Example 2), and when the treatment is performed for 5 minutes or more (Examples 1 to 5). It can be seen that amine-modified tannic acid is applied to general compatible hair dyes for color care.

The reaction rate can be calculated by setting the reaction saturation point to 100%, and it can be seen that more than half of the reaction occurs in 30 minutes. However, when the amine-modifying treatment time of tannic acid exceeded 2 hours, effects such as color change due to modification did not increase and dispersion deteriorated, so tannic acid aggregated and it was found that it is not suitable for a formulation for preparing a cosmetic composition.

Preparation Example 2. Preparation of hair cleaner cosmetics containing amine-modified polyol

In the same manner as in Preparation Example 1, a hair cosmetic composition (shampoo) was prepared according to the compositions of Tables 5 and 6 below. The amine-modified tannic acid was used in Example 5, and as a conditioning polymer of a general component added to the shampoo, a commercially available cellulose-based polymer (LR30M, Dow Chemicals), guar gum (L80KC, KCI, Korea), and a synthetic polymer (polyquaternium -73 (C-802), Zauba) was used for comparison.

Raw material (parts by weight) Example 6 Example 7 Example 8 Example 9 One Purified water To 100 To 100 To 100 To 100 2 Amine modified tannic acid 0.1 0.1 0.1 - Tannic acid - - - - Amine modified pentaerythritol - - - 0.1 3 Cellulose polymer 0.5 - - - Guar gum - 0.5 - - Synthetic polymer - - 0.5 0.5 4 Polyethylamine - - - - Guanine - - - - Tetraaminopyrimidine - - - - 5 Sodium laureth sulfate 8 8 8 8 6 Cocamidopropylbetaine 4.5 4.5 4.5 4.5 7 EDTA 4Na 0.1 0.1 0.1 0.1 8 Function citric acid 0.2 0.2 0.2 0.2 9 Isothiazolinone 0.01 0.01 0.01 0.01 10 Spices 0.3 0.3 0.3 0.3 11 Sodium chloride 0.1 0.1 0.1 0.1 12 Hydroxycellulose 0.05 0.05 0.05 0.05 total 100 100 100 100

Raw material (parts by weight) Comparative Example 5 Comparative Example 6 Comparative Example 7 Comparative Example 8 Comparative Example 9 Comparative Example 10 Comparative Example 11 One Purified water To 100 To 100 To 100 To 100 To 100 To 100 To 100 2 Amine modified tannic acid - - - - - - - Tannic acid - 0.1 0.1 0.1 - - - Polyethylamine - - - - 1.0 - - Guanine - - - - - 1.0 - Tetraaminopyrimidine - - - - - - 1.0 3 Cellulose polymer - 0.5 - - 0.5 0.5 0.5 Guar gum - - 0.5 - - - - Synthetic polymer - - - 0.5 - - - 4 Sodium laureth sulfate 8 8 8 8 8 8 8 5 Cocamidopropylbetaine 4.5 4.5 4.5 4.5 4.5 4.5 4.5 6 EDTA 4Na 0.1 0.1 0.1 0.1 0.1 0.1 0.1 7 Function citric acid 0.2 0.2 0.2 0.2 0.2 0.2 0.2 8 Isothiazolinone 0.01 0.01 0.01 0.01 0.01 0.01 0.01 9 Spices 0.3 0.3 0.3 0.3 0.3 0.3 0.3 10 Sodium chloride 0.1 0.1 0.1 0.1 0.1 0.1 0.1 11 Hydroxycellulose 0.05 0.05 0.05 0.05 0.05 0.05 0.05 total 100 100 100 100 100 100 100

Experimental Example 3. Checking the effect of hair dyeing when washing with a hair cleaner cosmetic

In order to discriminately observe the color change, yellow hair that had completely bleached the hair was used, and each time a hair cleaner was applied to the hair, the color difference value of each hair before color treatment was used as a reference point to calculate the change. After washing the bleached hair 21 times using the hair cosmetic (shampoo) prepared in Preparation Example 2, ΔE and the red part value (a) were treated with amine-modified tannic acid or a composition not containing tannic acid. ) Was measured and shown in Table 7 and FIG. 2 below. After washing 21 times, washing with sodium laureth sulfate, an anionic surfactant, is shown in the results. In the results of Table 7 below, when the value of ΔE increases, it means that the degree to which tannic acid or amine-modified tannic acid penetrates the hair and provides color is increased. In addition, a decrease in the color difference value a means that the hair is red, and a decrease in this value means that the shampoo replaces the effect of a red hair dye, and at the same time, it is stable against washing. It can be seen that it has stably penetrated into.

Comparative Example 5 Comparative Example 6 Example 6 Comparative Example 7 Example 7 Comparative Example 8 Example 8 ΔE 0 7.6 13.5 9.9 12.6 10.7 14.1 a value 17.3 12.4 8.0 12.0 9.1 11.4 7.8

In Table 7 above, looking at the results of Examples 6 to 8, when amine-modified tannic acid is used in a hair cleaner, ΔE increases encouragingly, so that a large amount of amine-modified tannic acid penetrates into the interior of the hair, and additional cleaning after penetration occurs. In the process, it was found that the penetrating component did not come out and the color change was stably maintained.

On the other hand, with respect to the a value, when a general person observes with the naked eye, a value of 17.3 is perceived as yellow, and a value of 12 is perceived as brown. have. Therefore, the a value in Examples 6 to 8 indicates that the amine-modified tannic acid reliably and stably penetrated the hair.

In the cellulose polymer of Formula 3 of the formulation used in Comparative Example 6 and Example 6, a cationic polymer having a content of 1.0% by weight, 1.6% by weight and 2.6% by weight was prepared by adjusting the weight of the nitrogen group of glucose No. One result is shown in FIG. 2. As shown above, it can be seen that the color of the tannin group itself is changing by supplying more hair color as the number of treatment cycles increases.

However, as the nitrogen content increased, the result was also confirmed that the color change increased. This is because the cellulosic polymer with a higher cation value is adsorbed to the hair, so that the zeta potential of the hair surface changes to a higher cation value, and this surface can bind more to the anionic surfactant, so that the anionic surfactant penetrates into the hair. As a result, the amount of amine-modified tannic acid penetrating into the hair was not disturbed, and the amount of penetration seemed to increase. Considering that cationic polymers are used in most shampoos currently on the market, it is judged that amine-modified tannic acid can be applied to all hair cleaners (shampoos) without limitation.

The value a, which is inversely proportional to the red value, was particularly large in amine-modified tannic acid. That is, it can be seen that the amine-modified tannic acid is particularly effective in red dyeing for hair.

In addition, as can be seen in Fig. 2, if the hair cosmetic is treated 21 times and then washed with a surfactant, the amine-modified tannic acid that was initially buried on the surface is removed, so that the color ΔE value decreases, but from the next washing, the ΔE value I could see that this did not change. This means that if amine-modified tannic acid is applied to a hair cleaner, a permanent dyeing effect of the hair can be achieved.

Experimental Example 4. Checking the effect of preventing color loss of dyed hair

If amine-modified tannic acid is applied to the hair cleaner cosmetic through Experimental Example 3 and used, the color-adding effect of tannic acid itself appears, and at the same time, the amine-modified tannic acid penetrating into the hair by the anionic surfactant does not escape, thereby preventing color loss. It was confirmed that it was shown. Based on this result, it was confirmed whether there is an effect of preventing color loss in hair dyed with a general hair dye.

In this Experimental Example 4, basic red No. 51 was used as a sample after treatment with a basic hair dye for 30 minutes once. The hair cleaner cosmetics used at this time were the compositions of Comparative Examples 6 to 11 and Examples 6 to 9 prepared above.

The ΔE values according to the number of hair treatments are shown in Table 8 below.

ΔE Comparative Example 6 Comparative Example 7 Comparative Example 8 Example 6 Example 7 Example 8 Comparative Example 9 Comparative Example 10 Comparative Example 11 Example 9 7 times 2.53 2.84 2.95 0.14 0.36 0.28 2.66 3.08 2.97 0.17 14 times 3.14 3.02 3.46 0.43 0.85 0.58 3.16 3.07 3.28 0.72 21 times 3.77 3.45 4.02 0.91 1.01 0.83 3.73 3.79 3.65 1.14

In Table 8, the lower the ΔE value, the less the color of the dyed hair has changed. That is, as can be seen in Table 8, it was confirmed that the effect of preventing color loss was exhibited in Examples 6 to 8 in which amine-modified tannic acid was added and Example 9 in which amine-modified pentaerythritol was added. The effect of preventing color loss of the amine-modified tannic acid according to the nitrogen content was confirmed. In addition, as can be seen from the results of FIG. 4, when the hair cleaner was washed 21 times on the dyed hair compared to the dyed hair without washing treatment, the effect of preventing color loss was greatest in the hair using the amine-modified tannic acid shampoo (hair cleaner). . This is the result of the amine-modified polyol densely filling the inside of the hair due to the binding with the hair, and the red No. 51 (dyeing component) did not come out of the hair.Therefore, the hair cleaner cosmetic according to the present invention has an excellent effect of preventing color loss from dyed hair It can be seen that it represents.

In addition, it was confirmed through Comparative Examples 9 to 11 whether an amine compound (polyethylamine, guanine, and tetraaminopyrimidine) other than the amine-modified dendrimer polyol has an effect of preventing color loss of dyed hair. As a result, as compared with the amine-modified polyol, the effect of the use of the amine compound alone was not observed. In Comparative Examples 9 to 11, as the number of washings increased, the amine compound was released from the inside of the hair together with water.

Experimental Example 5. Conditioning effect confirmation

1) Measurement of friction force

The friction force of the hair was measured using the previously prepared hair cleaner cosmetic. The hair cleaner cosmetic was applied in an amount of 10 parts by weight based on the weight of the hair to the non-dyed Virex hair tress, bubbled for 15 seconds, rubbed for 20 seconds, and then rinsed with running tap water at 37°C for 15 seconds. After removing moisture from the rinsed hair, the friction force was measured when combing was performed using an MTT 175 Miniature Tensile Tester (DiaSTRONG, GB).

For the hair used in the experiment, the hair washed with the compositions of Example 5 and Comparative Example 7 was dried for 2 minutes, maintained at 25°C in a constant temperature and humidity room under a condition of 50% humidity, and the moisture inside the hair was made constant, and then the same The friction force was measured in a constant temperature and humidity room. The results are shown in Table 9 and FIG. 5 below.

Classification of experiment Experiment #1
(Hair of Comparative Example 7) Experiment #2
(Hair of Example 5) 1st combing 2.73×10 ^-1 1.03×10 ^-1 2nd combing 7.88×10 ^-2 4.34×10 ^-2

When looking at the results measured in Table 9, it can be seen that when the amine-modified tannic acid presented in the present invention is used, combing of the hair is smooth. In particular, when tannic acid is used, the hair cannot be combed, the hair is often tangled, and the hair feel is not good. This was confirmed through sensory evaluation.

2) sensory evaluation

Sensory evaluation was performed to evaluate the smoothness of the treated hair, and the results are shown in Table 10 below. The experiment was conducted on 15 men and women, and the conditioning effect of the hair was evaluated based on the following evaluation criteria, smoothness. Experiment #1 is the result of treatment with anionic surfactant sodium lauryl sulfate without treatment of the polymer, Experiment #3 is the tannic acid of Comparative Example 7, Experiment #4 was washed once with a shampoo using the amine-modified tannic acid of Example 5. This is the sensory evaluation value of the hair.

Evaluation Criteria-Measurement of the order in which hair smoothness is felt, the opposite is rough

(5: very good); (4: excellent); (3: normal); (2: bad); (1: very bad)

Classification of experiment Experiment #1 Experiment #2 Experiment #3 Sensory evaluation 2.1 1.2 4.5

As shown in Table 10, it can be seen that actually excellent efficacy is shown in the conditioning feeling. This is because amine groups increase the smoothness.

As can be seen from the above examples, the amine-modified tannic acid prepared in the present invention provides an effect of preventing color desorption of hair dye when applied as a conditioning agent and solves the problem of feeling a stiff texture.Therefore, it gives freshness to the hair and at the same time excellent hair conditioning cosmetic. It was confirmed that it is a component of the composition.

Experimental Example 6. Confirmation of the effect of color loss change due to binding with a carbodiimide-based compound

If amine-modified tannic acid is applied to the hair cleaner cosmetic through Experimental Example 3 and used, the color-adding effect of tannic acid itself appears, and at the same time, the amine-modified tannic acid penetrating into the hair by the anionic surfactant does not escape, thereby preventing color loss. It was confirmed that it was shown. Based on this result, it was confirmed whether there is an effect of preventing color loss in hair dyed with a general hair dye according to the carbodiimide reaction by additionally including a carbodiimide compound.

In this experiment, basic red hair No. 51 was treated with a basic hair dye once for 30 minutes, and then washed hair was used as a sample. The hair cleaner cosmetic used at this time was the composition of Example 10 prepared according to the composition of Table 11 below, and the results of the composition of Example 7 were also shown to confirm the effect of the polycarbodiimide.

The ΔE values according to the number of hair treatments are shown in Table 12 below.

Raw material (parts by weight) Example 6 Example 10 One Purified water To 100 To 100 2 Amine modified tannic acid 0.1 0.1 3 Cellulose polymer 0.5 0.5 4 Polycarbodiimide - 0.5 5 Polyamine - 0.5 6 Sodium laureth sulfate 8 8 7 Cocamidopropylbetaine 4.5 4.5 8 EDTA 4Na 0.1 0.1 9 Function citric acid 0.2 0.2 10 Isothiazolinone 0.01 0.01 11 Spices 0.3 0.3 12 Sodium chloride 0.1 0.1 13 Hydroxycellulose 0.05 0.05 total 100 100

ΔE Example 6 Example 10 7 times 0.14 0.05 14 times 0.43 0.05 21 times 0.91 0.05

As can be seen from Table 12, in Example 10 in which the carbodiimide reaction took place, it was confirmed that color loss change hardly progressed even when the number of washings was increased. This is predicted that when the carbodiimide reaction occurs, the internal bond between the hair protein and the amine-modified polyol is strengthened, so that intermolecular lattice mixing (perturbation) does not occur even after washing the hair, and the internal density is increased, so that the dye cannot escape. Therefore, it seems that if the carbodiimide-based compound is added, hair color loss will be permanently prevented.

Claims (15)

A hair cosmetic composition comprising a polyol having a dendrimer structure and having at least one hydroxy group in the molecule substituted with an amine group. The method of claim 1,
The polyol is a hair cosmetic composition selected from the group consisting of polyester polyol, acrylic polyol, polyacrylate polyol, retinal cyclodextrin acetal, and polysaccharide. The method of claim 1,
Polyol is a hair cosmetic composition of tannic acid or pentaerythritol. The method of claim 1,
A hair cosmetic composition wherein the polyol in which at least one hydroxy group in the molecule is substituted with an amine group is a compound represented by the following Formula 1:
[Formula 1]

The method of claim 1,
The composition is a hair cosmetic composition, characterized in that for hair dyeing. The method of claim 1,
The composition is a hair cosmetic composition further comprising an anionic surfactant. The method of claim 6,
The anionic surfactant is a hair cosmetic composition that is at least one of a sulfide-based surfactant or a sulfosuccinate-based surfactant. The method of claim 1,
The composition is a hair cosmetic composition further comprising a carbodiimide-based compound. The method of claim 1,
The composition is a hair cosmetic composition further comprising a cationic polymer. The method of claim 9,
The cationic polymer is a hair cosmetic composition selected from the group consisting of cationic cellulose, cationic guar gum, and cationic synthetic polymer. The method of claim 10,
Cationic cellulose is a hair cosmetic composition having a nitrogen content of 1.5% by weight or more. The method of claim 9,
The cationic polymer is a hair cosmetic composition which is a compound represented by the following formula (3):
[Formula 3]

In Formula 3, x is an integer of 1 to 10, when n is 1, y is 0.3 to 0.7, and α and β are each independently -OH, -CH ₂ OH, or -CH ₂ CH ₂ OH. The method of claim 1,
The composition is a hair cosmetic composition having a formulation of shampoo, hair conditioner, hair lotion, hair essence, hair gel, hair pack, hair patch or hair spray. A method for preventing color loss of dyed hair comprising the step of applying the hair cosmetic composition according to any one of claims 1 to 13 to the hair. A hair dyeing method comprising the step of applying the hair cosmetic composition according to any one of claims 1 to 13 to the hair.

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