Cosmetic composition for repairing damaged hair

Abstract

The present invention relates to a cosmetic composition for hair, comprising a bis (haloacetamide)-PEG compound as an active ingredient, wherein the cosmetic composition is not harmful to the human body, repairs damaged hair, and can be used in the form of a formulation such as shampoo, treatment, serum, cream, oil, and the like. More specifically, the present invention relates to a cosmetic composition for hair comprising a compound represented by chemical formula 1 below as an active ingredient. When a hair protecting composition of the present invention is mixed with general hair lotion, bonds of hair broken due to various chemical procedures are recombined, and an effect of restoring smoothness, gloss, tensile strength, and the like of hair can be expected. In chemical formula 1, X is halogen, and n is an integer of 1-10.

Description

Cosmetic composition for restoring damaged hair

[0001] The present invention relates to a cosmetic composition for hair containing a Bis-Bromoacetylaminoethyl Glycol compound as an active ingredient, which is non-toxic to the human body, restores damaged hair, and can be used in the form of a shampoo, treatment, serum, cream, oil, etc.

[0002] Hair is a bundle of fibers, consisting of millions of polypeptides, regularly twisted together by repeating peptide bonds of approximately 18 different amino acids. Peptide bonds are the main backbone bonds, giving it a very strong molecular structure and firmly anchoring it in place through disulfide bonds, salt bonds, and hydrogen bonds in both transverse and cross-chain directions.

[0003] Salt bonds, also called ionic bonds, are relatively weak bonds formed by intermolecular forces between negative and positive charges between acidic amino acids with carboxyl groups on the side chains, such as aspartic acid and glutamic acid, and basic amino acids with two amino groups and one carboxyl group, such as lysine, arginine, and histidine. Salt bonds are easily destroyed by changes in pH and are restored when the pH returns to normal. Salt bonds are much weaker than disulfide bonds, but they account for about 30% of hair strength because of the large number of bonds.

[0004] Hydrogen bonds are very weak physical transverse bonds between positive and negative charges due to the difference in electronegativity of hydrogen and oxygen. They are easily destroyed by water or heat, and are re-formed when dried or cooled.

[0005] A disulfide bond is a very strong bond called an SS bond, which is a covalent bond between sulfur atoms in the form of -SS-, where the thiol groups of two adjacent cysteines are bonded together.

[0006] However, even the strongest disulfide bonds can be easily modified or damaged by intense heat or chemical treatments such as permanent waves and hair dyes. That is, these side chain bonds are easily affected by chemical reactions, and chemical treatments such as permanent waves, dyeing, and bleaching can break the bonds, causing some of the protein to be lost, ultimately resulting in hair damage.

[0007] In this way, the side chain bonds that determine the elasticity and strength of hair have reversible properties that allow them to break and rejoin repeatedly depending on water, pH, and chemical oxidation / reduction reactions. However, some of them can be lost through repeated chemical treatments and extreme heat and chemical treatments, making them unable to rejoin, which can cause permanent damage to the hair.

[0008] Prior art on a cosmetic composition for restoring hair from such permanent damage can be exemplified by Korean Patent Publication No. 2021-0081672 (Patent Document 1). The present invention is a cosmetic composition for restoring damaged hair, comprising 75 to 94 wt% of a keratin protein or peptide having a weight of 520 to 3,000 daltons; 5 to 20 wt% of coconut oil; and 1 to 5 wt% of citric acid, based on the total weight of the composition, and provides effects such as gloss, lubricity, moisturizing properties, and styling elasticity.

[0009] However, it is difficult to expect recovery of hair side chain bonds such as disulfide bonds by adding hair components such as keratin protein or peptides, so the hair recovery effect is very limited.

[0010] Therefore, there is an urgent need for research on cosmetic compositions for restoring damaged hair that can restore hair damaged by various physical, chemical or environmental factors to its original healthy state.

[0011] [Prior Art Literature]

[0012] [Patent Document]

[0013] (Patent Document 1) KR10-2021-0081672 A (July 2, 2021)

[0014] The present invention provides a composition that can prevent hair damage by providing a binding material to hair damaged by frequent dyeing, bleaching, and perming, and can restore hair to healthy condition by strengthening the internal fiber tissue of the hair.

[0015] The various problems to be solved by the present invention are not limited to the problems mentioned above, and other problems not mentioned will be clearly understood by those skilled in the art from the description below.

[0016] The present invention has been devised to solve the problems of the above-described prior art.

[0017] A hair cosmetic composition comprising a compound represented by the following chemical formula 1 as an active ingredient is provided.

[0018] [Chemical Formula 1]

[0019]

[0020] Here, X is a halogen, and n = an integer from 1 to 10.

[0021] In addition, in the present invention, a hair cosmetic composition is provided, characterized in that the chemical formula 1 is a compound represented by the following chemical formula 2.

[0022] [Chemical Formula 2]

[0023]

[0024] In addition, in the present invention, a hair cosmetic composition is provided, characterized in that the chemical formula 1 is a compound represented by the following chemical formula 3.

[0025] [Chemical Formula 3]

[0026]

[0027] In addition, in the present invention, a hair cosmetic composition is provided, characterized in that the effective ingredient is contained in an amount of 0.001 to 10 wt% based on the total weight of the composition.

[0028] In addition, the present invention provides a hair cosmetic composition characterized in that it further comprises a foaming agent, a cleansing agent, a conditioning agent, a pH adjusting agent, a pearlizing agent, a preservative, a fragrance, a viscosity adjusting agent, a stabilizer, a moisturizer, a thickening agent, a lower alcohol, a chelating agent, or a pigment.

[0029] In addition, in the present invention, a hair cosmetic composition is provided, characterized in that the composition formulation form is at least one of hair lotion, hair serum, hair essence, hair tonic, hair nourishing lotion, shampoo, rinse, conditioner, hair treatment, permanent wave agent, hair styling agent, hair mousse, hair bleach, hair color products, and oxidative color products.

[0030] When the hair protection composition of the present invention is mixed with a general hair lotion, it is expected to have the effect of re-bonding hair that has been broken due to various chemical treatments, and restoring the smoothness, gloss, tensile strength, etc. of the hair.

[0031] The effects of the present invention are not limited to the effects mentioned above, and should be understood to include all effects that can be inferred from the following description.

[0032] Figure 1 is a photograph showing the results of a gloss test of the present invention.

[0033] Hereinafter, the present invention will be described in detail.

[0034]

[0035] The present invention is a hair cosmetic composition characterized by comprising a compound represented by the following chemical formula 1 as an active ingredient.

[0036] [Chemical Formula 1]

[0037]

[0038] Here, X is a halogen, and may be one selected from fluorine, chlorine, bromine, and iodine, but is preferably one of chlorine, bromine, and iodine, more preferably one of bromine and iodine, and most preferably bromine. When selecting a halogen, various factors such as reactivity, toxicity of the reaction product, and color may be taken into consideration.

[0039] In addition, n can be an integer ranging from 1 to 10, preferably 1 to 8, more preferably 1 to 5, and even more preferably 1 to 3. n determines the length of the chain and can also affect water solubility, etc. Accordingly, a person having ordinary knowledge in the art can appropriately adjust it by considering various factors such as flowability, adhesion, penetration, reactivity, formulation form, handleability, degree of hair damage, duration of hair damage, cost, etc. of the formulation.

[0040] As a specific example, the chemical formula 1 may be a compound of the following chemical formula 2 or the following chemical formula 3.

[0041] [Chemical Formula 2]

[0042]

[0043] [Chemical Formula 3]

[0044]

[0045] The above-mentioned effective ingredient can actually re-bond and repair damaged hair. A more detailed understanding of this can be gained through the examples and experimental tests described below.

[0046] The above-mentioned effective ingredient may be contained in an amount of 0.001 to 10 wt%, preferably 0.01 to 5 wt%, relative to the total weight of the composition. Below the above range, the content may be too small to properly achieve the intended effect, and above the above range, difficulties in formulation may arise.

[0047] In the present invention, in addition to the above-mentioned effective ingredients, a foaming agent, a cleansing agent, a conditioning agent, a pH adjusting agent, a pearlizing agent, a preservative, a fragrance, a viscosity adjusting agent, a stabilizer, a moisturizer, a thickening agent, a lower alcohol, a chelating agent, or a pigment may be further included.

[0048] The foaming agent or detergent may include an anionic surfactant, a zwitterionic or amphoteric surfactant, a nonionic surfactant, or a combination thereof.

[0049] The above anionic surfactant may be selected from the group consisting of alkyl sulfate, alkyl sulfonate, alkyl carboxylate, alkyl ether sulfate, alkyl isethionate, alkyl taurate, alkyl sulfosuccinate, alkyl sulfoacetate, alkyl phosphate, anionic amino acid derivative, anionic polypeptide derivative, anionic derivative of alkyl polyglucoside, fatty acid soap, and mixtures thereof. Among them, as alkyl sulfate, ammonium lauryl sulfate (ALS), ammonium laurylethyl sulfate (ALES), sodium lauryl sulfate (SLS), and sodium laurylethyl sulfate (SLES) may be used. It is preferable to use the above anionic surfactant alone or in combination of two or more types in an amount of 1 to 25 wt%, preferably 5 to 20 wt%, based on the total weight of the entire composition.

[0050] In addition, the zwitterionic or amphoteric surfactant is not limited, but (C8-C20)alkyl betaine, N-(C8-C20)alkylamidobetaine and derivatives thereof, glycine derivatives, sultaine and derivatives thereof, (C8-C20)alkyl polyaminocarboxylate, (C8-C20)alkyl amphoacetate, sodium lauroammoacetate and mixtures thereof can be used, and preferably, it can be selected from the group consisting of amine-oxide, cocoamphocarboxyglycinate, cocamidopropyl betaine and mixtures thereof, and it is preferable to use less than 10 wt% based on the total weight of the entire composition.

[0051] The above nonionic surfactant may be selected from block copolymers of poly(ethylene oxide) and poly(propylene oxide), alkyl and polyalkyl esters of poly(ethylene oxide), oxyalkylenated alcohols, alkyl and polyalkyl ethers of poly(ethylene oxide), alkyl and polyalkyl esters of polyoxyethylenated sorbitan, alkyl and polyalkyl ethers of polyoxyethylenated sorbitan, alkyl and polyalkyl glycosides or polyglycosides, alkyl and polyalkyl esters of sucrose, alkyl and polyalkyl esters of polyoxyethylenated glycerol, alkyl and polyalkyl ethers of polyoxyethylenated glycerol, gemini surfactants, alkyl alcohols, and mixtures thereof, and it is preferable to use less than 10 wt% based on the total weight of the entire composition.

[0052] The conditioning agent may be selected from the group consisting of dimethicone base, hydrogenated polydecene, and cationic polymers, and it is preferable to use them alone or in combination of two or more, in an amount of 0.1 to 10 wt%, preferably 0.5 to 5 wt%, based on the total weight of the entire composition.

[0053] The pH adjuster is not limited to the above, but known pH adjusters such as sulfuric acid, hydrochloric acid, phosphoric acid, acetic acid, lactic acid, sodium phosphate, disodium phosphate, citric acid, and sodium citrate can be used, and it is recommended to use them alone or in combination of two or more types at 0.1 to 2 wt% based on the total weight of the entire composition.

[0054] As the above pearlizing agent, glycol distearate, glycol monostearate, fatty acid, etc. can be used.

[0055] The above preservatives may be used alone or in combination of two or more, such as methyl parahydroxybenzoate, propyl parahydroxybenzoate, sodium benzoate, methylchloroisothiazolinone, and methylisothiazolinone.

[0056] As the above viscosity modifier, amide-based nonionic surfactants such as cocamide MEA, cocamide DEA, and sodium chloride can be used.

[0057] The above moisturizer may include, but is not limited to, glycerin, propylene glycol, 1,3-butylene glycol, dipropylene glycol, sorbitol, etc.

[0058] The thickener may be a water-soluble polymer compound such as, but not limited to, methylcellulose, hydroxyethylcellulose, carrageenan, carboxymethylcellulose, hydroxymethylcellulose, xanthan gum and its derivatives, guar gum and its derivatives, acacia gum and its derivatives, arabic gum and its derivatives, carbopol and its derivatives, etc. As for the pigment, bases used in general scalp and hair preparations may be used without special limitation.

[0059] In addition, as another example, a conditioner containing the hair cosmetic composition according to the present invention may be used by adding appropriate ingredients according to its type, and for example, as typical conditioner ingredients, it may include cationic surfactants such as tertiary amidoamine, quaternary ammonium compounds, high-melting-point compounds, silicone compounds, and optional ingredients such as preservatives, thickeners, viscosity regulators, pH regulators, and fragrances.

[0060] In the above hair damage prevention conditioner, the quaternary ammonium compound as a cationic surfactant may include alkyl (C14-C22) trimethyl ammonium chloride, dialkyl (C14-C22) dimethyl ammonium chloride, hydrogenated tallow alkyl trimethyl ammonium chloride, and ditallow alkyl dimethyl ammonium chloride, and the tertiary amidoamine may include, for example, cocamidopropyl dimethylamine, stearamidopropyl dimethylamine, behenylamidopropyl dimethylamine, oleamidopropyl dimethylamine, and isostearamidopropyl dimethylamine. In addition, it is preferable to use the above amines after neutralizing them with acids such as L-glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, citric acid, and EDTA. It is recommended to use these cationic surfactants alone or in combination of two or more, in an amount of 1 to 30 wt%, preferably 5 to 20 wt%, based on the total weight of the entire composition.

[0061] The high-melting-point compound may include compounds composed of fatty alcohols, fatty acid compounds, fatty alcohol derivatives, hydrocarbon compounds, and mixtures thereof, such as cetyl alcohol, stearyl alcohol, and cetostearyl alcohol, and the like, and the content thereof may be 1 to 10 wt% based on the total weight of the conditioner. The silicone compound may include polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, polyethersiloxane copolymers, and mixtures thereof, cyclopolysiloxanes, appropriate alkylamino-substituted compounds, and amodimethicone, and the content thereof may be 1 to 10 wt% based on the total weight of the conditioner.

[0062] The above optional ingredients are commonly used to maintain basic physical properties and quality, and are widely known to experts in the field. Specific examples include preservatives, thickeners, viscosity modifiers, pH regulators, and fragrances, along with stabilizers, moisturizers, lower alcohols, thickeners, chelating agents, and pigments, which can be appropriately selected and used.

[0063] The formulation form of the composition of the present invention may be one or more of hair lotion, hair serum, hair essence, hair tonic, hair nourishing lotion, shampoo, rinse, conditioner, hair treatment, permanent wave agent, hair styling agent, hair mousse, hair bleach, hair color product, and oxidizing color product, but is not necessarily particularly limited thereto, and general formulation forms known in this field may be used without limitation.

[0064]

[0065] Hereinafter, the present invention will be described in more detail through examples. However, these examples are provided solely to aid understanding of the present invention and are not intended to limit the scope of the present invention in any way.

[0066]

[0067] Example

[0068]

[0069] Comparative Examples 1 to 4 and Examples 1 to 4 were prepared by placing the components of Table 1 into a mixing container and stirring them for 5 minutes using a Homo mixer, and then performing the following experiments.

[0070]

[0071] Experimental example

[0072] 1. Conditioning Evaluation

[0073] In order to evaluate the conditioning of Comparative Examples 1 to 4 and Examples 1 to 4, the frictional force of experimental hair weighing 6 g and 100 mm in length was measured using a friction coefficient tester (Neo-Tribo (FCMS 170)), and each sample was evenly applied to the same hair.

[0074] At this time, 2g each of the experimental contents of Comparative Examples 1 and 2 and Examples 1 and 2 were applied to 6g of healthy hair tufts and absorbed, and 2g each of the experimental contents of Comparative Examples 3 and 4 and Examples 3 and 4 were applied to 6g of damaged hair tufts that had been bleached three times and absorbed to treat the samples (i.e., healthy hair is the untreated group, damaged hair is the bleached group, and the origin of each hair tuft may be the same or different).

[0075] The friction of dried hair is measured using a friction coefficient tester (Neo-Tribo (FCMS 170)).

[0076] The greater the change in the coefficient of friction, the better the hair conditioning effect.

[0077]

[0078]

[0079] 2. Wool (gloss and sheen) evaluation

[0080] To evaluate the wool effect of Comparative Examples 1 to 4 and Examples 1 to 4, the hair samples were evenly applied and dried (i.e., healthy hair is the untreated group, damaged hair is the bleached group, and the origin of each hair tuft may be the same or different).

[0081] By illuminating a hair sample with a constant light source, gloss bands, which appear as light scattering on the hair surface, are visually observed. The larger the area of ​​the band and the more evenly it spreads, the greater the gloss.

[0082] The results were as shown in Fig. 1 and Table 3 below.

[0083] Comparative Example 1 Comparative Example 2 Example 1 Example 2 Comparative Example 3 Comparative Example 4 Example 3 Example 4 +++++++++++++++++++++ Note: + indicates the gloss level using a 5-point rating system evaluated by the researcher, and the higher the number, the wider the gloss band observed.

[0084]

[0085] 3. Evaluation of damaged hair bonding strength

[0086] In order to check for damaged bonds and hair elasticity according to Comparative Examples 1 to 4 and Examples 1 to 4, tensile strength evaluation was conducted as follows.

[0087] 2g of each of the experimental contents of Comparative Examples 1 and 2 and Examples 1 and 2 were applied to 6g of healthy hair tufts and allowed to be absorbed, and 2g of each of the experimental contents of Comparative Examples 3 and 4 and Examples 3 and 4 were applied to 6g of damaged hair tufts that had been bleached three times and allowed to be absorbed to treat the samples (i.e., healthy hair is the untreated group, damaged hair is the bleached group, and the origin of each hair tuft may be the same or different).

[0088] Dried hair was measured using a tensile strength tester (model name: Neo-Tribo (FCMS 170)), and the values ​​obtained from a total of 10 tests were statistically processed.

[0089] The results were as shown in Table 4 below.

[0090]

[0091] As confirmed in the above experiment, it can be confirmed that the hair cosmetic composition of the present invention re-bonds damaged bonds in the hair, restores elasticity and damage to the hair, and improves smoothness and shine of the hair.

[0092]

[0093] The present invention can be widely used in the hair care field.

Claims

1. A hair cosmetic composition comprising a compound represented by the following chemical formula 1 as an active ingredient. [Chemical Formula 1] Here, X is a halogen, and n = an integer from 1 to 10.

2. A hair cosmetic composition according to claim 1, characterized in that the chemical formula 1 is a compound represented by the following chemical formula 2. [Chemical Formula 2] 3. A hair cosmetic composition according to claim 1, wherein the chemical formula 1 is a compound represented by the following chemical formula 3. [Chemical Formula 3] 4. A hair cosmetic composition according to claim 1, characterized in that the effective ingredient is contained in an amount of 0.001 to 10 wt% based on the total weight of the composition.

5. A hair cosmetic composition according to claim 1, characterized in that it further comprises a foaming agent, a cleansing agent, a conditioning agent, a pH adjusting agent, a pearlizing agent, a preservative, a fragrance, a viscosity adjusting agent, a stabilizer, a moisturizer, a thickening agent, a lower alcohol, a chelating agent, or a pigment.

6. A hair cosmetic composition according to any one of claims 1 to 5, characterized in that the composition formulation is at least one of hair lotion, hair serum, hair essence, hair tonic, hair nourishing lotion, shampoo, rinse, conditioner, hair treatment, permanent wave agent, hair styling agent, hair mousse, hair bleach, hair color products, and oxidation-type color products.

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