KR102486938B1 - Composition for permanent wave - Google Patents

Abstract

The present invention relates to a composition for permanent hair, and the composition according to the present invention uses a compound containing two or more functional groups capable of covalent bonding with a thiol (-SH) group of cysteine, so that the previous two-step perm step is performed in one step. can be reduced to

Description

Composition for permanent wave {Composition for permanent wave}

The present invention relates to a composition for permanent hair.

Hair refers to hair present on the body. Are these hairs everywhere on the skin? In most cases, it is present on the scalp, and it serves as a tissue of the human body that protects the head from ultraviolet rays or cold or heat and blocks various external stimuli such as physical shock.

In the case of human hair, apart from the function of keeping warm, which is the biggest function of animal hair, the function of beauty is the greatest. Since the hair occupies an important part in appearance, it is intended to fulfill a cosmetic function through growing and cutting the hair, dyeing or perming the hair.

Hair is mainly composed of keratin protein and is composed of epithelial cells of the epidermis. Through the interaction of the epidermis and dermis, hair follicles are formed, and hair is generated from this place and grows out of the skin. At this time, the hair that exists in the skin is called the hair root, and the hair that comes out of the skin is called the hair shaft. Most of the cell division occurs in the lower half of the hair root, and only a little division occurs in the upper half. Hair keratin is formed due to cell division for hair growth and differentiation, and keratinized stratum corneum is formed through upward differentiation through division of the basal layer.

The hair shaft exposed outside the skin is composed of medulla, cortex, and hair skin. The medulla is the central part of the hair and consists of hollow honeycomb cells and contains melanin pigment. The cortex, located just outside the medulla, has keratin-based cortical cells regularly aligned and accounts for most of the hair.

Hair has an elemental composition of about 45% carbon, about 28% oxygen, about 6% hydrogen, about 15% nitrogen, and about 5% sulfur, and is composed of protein produced in the hair follicle. About 90% of hair is a protein composed of long bonds of amino acids, and these proteins are combined with chemical bonds called peptide bonds. Amino acids constituting hair include cysteine, aspartic acid, serine, alanine, glutamic acid, proline, dreonine, isoleucine, glycine, tyrosine, leucine, phenylalanine, valine, histidine, arginine, and methionine. Cysteine with elements acts as a major factor in determining the appearance of hair.

The cortex, which corresponds to the middle layer of hair, is also composed of the bonds of the aforementioned amino acids, and the amino acid bond bundles interact with each other through three bonds with the outside of each amino acid bond. Among the three bonds, the frizz of individual hair is determined through the disulfide bond, which is most closely related to the appearance of hair. A disulfide bond, also called a cysteine bond, has a greater binding force than the other two bonds, a salt bond and a hydrogen bond. A cysteine bond is made up of a bond between sulfur elements present in two different cysteine amino acids, which affects the strength and durability of hair.

Various activities performed to satisfy the cosmetic function of hair include growing and cutting hair, coloring it by dyeing it, or changing the degree of curl through perm. It plays an important role in revealing or expressing oneself.

In particular, perm has a great influence on the change of an individual's image, and there are shadow perm, texture perm, baby perm, lovely perm, loose perm, spin perm, volume perm, shadow spin perm, volume shadow perm, foil perm, weaving perm, and pin curl perm. , Dry Perm, Setting Perm, Digital Perm, Rainbow Perm, Iron Perm, Magic Perm, Volume Magic Perm, Twist Perm, etc. There are countless types of perm.

Despite the existence of various perms, the basic principle is as follows. Using agent 1, the hair can be made into the desired shape through a reduction step that breaks cysteine bonds, which are important bonds that determine the appearance of hair, and determines the appearance of hair according to the various perm types mentioned. Depending on the type of perm, different tools and devices are used to shape the hair, and then the reduced hair is neutralized again using the second agent, and the cysteine bonds that were cut off using the first agent in that step The shape of the hair is changed through the process of recombining the hair according to the newly determined shape of the hair.

It takes a lot of time to go through a series of steps, and it is necessary to study how to simplify it and change the appearance of hair in a single step.

An object of the present invention is to provide a composition for permanent hair that can reduce and combine cysteine residues on the surface of hair in a single step.

The present invention is a reducing agent; and

Provided is a composition for permanent hair including a compound containing two or more functional groups capable of covalent bonding with a thiol (-SH) group of cysteine.

The perm composition according to the present invention reduces the conventional two-step perm method, that is, the two-step perm method of reducing and oxidizing the bond between thiol (-SH) groups of cysteine in hair, into one step, thereby reducing the perm time. can be shortened In addition, since the perm is performed in one step, you can easily perm alone without going to a beauty salon.

1 is a graph showing the results of measuring the hair perm effect.

The present invention is a reducing agent; and

It relates to a composition for permanent hair that includes a compound containing two or more functional groups capable of covalent bonding with a thiol (-SH) group of cysteine.

Hereinafter, the composition for permanent hair of the present invention will be described in detail.

In the present invention, the reducing agent acts on hair to reduce cysteine bonds in the hair.

The type of the reducing agent is not particularly limited, and a reducing agent for permanent hair used in the art may be used without limitation. In the present invention, the reducing agent is, for example, ascorbic acid, erythorbic acid, sodium ascorbate, potassium ascorbate, calcium ascorbate, ammonium ascorbate, monoethanolamine ascorbate, diethanolamine ascorbate Bait, Sodium Erythorbate, Disodium Ascorbyl Sulfate, Disodium Erythorbyl Sulfate, Magnesium Ascorbyl Phosphate, Ascorbyl Palmitate, Ascorbyl Stearate, Ascorbyl Dipalmitate, Ascorbyl Bill tetra 2-hexyldecanate, ascorbyl myristate, ascorbyl laurate, ascorbyl acetate, ascorbyl propionate, ascorbyl tartrate, ascorbyl citrate, ascorbyl succinate, Ascorbyl Benzoate, Potassium (Ascorbyl/Tocopheryl) Phosphate, Ethyl Ascorbic Acid, Allantoin Ascorbate, Chitosan Ascorbate, Methylsilanol Ascorbate, Ascorbyl Tetradecylhexyl, Aminopropyl Ascorbate Bill Phosphate, Ascorbic Acid Polypeptide, Ascorbyl Glucoside, and Ascorbyl Methylsilanolpectinate, Thioglycolic Acid, Thioglycolate, Thioglycolic Acid Esters, Ammonium Thioglycolate, Sodium Thioglycolate, Glycerin Thioglycolate , cysteine, cysteine hydrochloride, N-acetyl-L-cysteine, thioglycerol, thiolacetic acid, thiomalic acid, cysteamine, sulfite, ammonium sulfite, sodium sulfite, ammonium bisulfite, sodium bisulfite, thiosulfuric acid, sodium thiosulfate , Cystamine, N,N'-bisacryloyl-cystamine, 3,3'-dithiopropionic acid, glutathione disulfide, cysteine hydrochloride, N-acryloyl-cysteamine, 2-iminothiolane, At least one selected from the group consisting of N-acetylhomocysteiniolactone, 1,4-dithiothreitol, glutathione, and salts and derivatives of these compounds may be used.

These reducing agents may be used in an amount of 1.0 to 10.0% by weight based on the total composition (100% by weight). The perm effect is excellent in the above content range.

The composition for permanent hair of the present invention includes a compound containing two or more functional groups capable of covalent bonding with a thiol (-SH) group of cysteine together with a reducing agent.

Since the compound includes two or more functional groups capable of covalently bonding with a thiol (-SH) group of cysteine, the cysteine bond reduced by a reducing agent can be recombinated in a desired shape.

The functional group capable of covalently bonding with the thiol (-SH) group of the cysteine may be at least one selected from the group consisting of a vinyl group, an acetylene group, a maleimide group, a haloacetyl group, and a pyridyldithiol group.

The type of compound containing the vinyl group or acetylene group is not particularly limited, and 1,3-butadiene, 3-methyl-1,4-pentadiene, 1,4-pentadiene, 1,5-hexadiene Diene, 1,7-octadiene, tetravinylsilane, 1,6-heptadiene, 1,9-decadiene, 1,4-pentadiene-3-ol, 1,13-tetradeca Diene, diallylamine, tetraallylsilane, triallylphosphine, diallyldimethylsilane, diallylmethylamine, 1,6-heptadien-4-ol, allylsulfide, vinylacrylate, Vinyl methacrylate, polydimethylsiloxane vinylterminated, divinylsulfone, 3-methyl-1-penten-4-yn-3-ol, allyl-prop-2-ynyl-amine, 3-allyloxy -1-propaine, allylpropiolate, propargyl acrylate, 1,6-heptadiine, 1,7-octadiine, 1,8-nonadiine, tripropargylamine, dipro It may be at least one selected from the group consisting of pargyl lin and propargyl ether. The type of compound containing a maleimide group is not particularly limited, and n-Arm polyoxyethylene maleimide (n is an integer from 2 to 8), N-(α-maleimidoacetoxy)-succinimide ester, 1, 4-bis-maleimidobutane, bis-maleimidohexane, bis-maleimidoethane, N-(β-maleimidopropionic acid)hydrazide TFA, N-(β-maleimidopropyloxy)succinimide ester, 1 ,8-bis-maleimidoethane (diethylene-glycol, 1,11-bis-maleimidotriethylene glycol, dithiobis-maleimidoethane, N-(ε-maleimidocaproic acid) Hydrazide, N-(ε-maleimidocaproyloxy)succinimide ester, N-(γ-maleimidobutyryloxy)succinimide ester, N-κ-maleimidoundecanoic acid, succinimidyl 4- (N-maleimidomethyl)cyclohexane-1-carboxy-(6-amidocaproate), m-maleimidobenzoyl-N-hydroxysuccinimide ester, 4-(4-N-maleimidophenyl)- Butyric acid hydrazide HCl, N-(p-maleimidophenyl)isocyanate, succinimidyl 4-(N-maleimido-methyl)cyclohexane-1-carboxylate, succinimidyl-6-(β-maleimidopropion Amido)hexanoate, succinimidyl 4-(p-maleimido-phenyl)butyrate, N-(ε-maleimidocaproyloxy)sulfosuccinimide ester, N-(γ-maleimidobutryloxy) Sulfosuccinimide ester, N-(κ-maleimidoundecanoyloxy)sulfosuccinimide ester, m-maleimidobenzoyl-N-hydroxysulfosuccinimide ester, sulfosuccinimidyl 4-(N-maleimide imidomethyl)cyclohexane-1-carboxylate, sulfosuccinimidyl 4-(p-maleimidophenyl)butyrate, tris-(2-maleimidoethyl)amine and n-hydroxysuccinimide ester-(PEG)n - may be one or more selected from the group consisting of maleimide (n is an integer from 2 to 100) The type of compound containing a haloacetyl group is not particularly limited, and 2-[N2-(4-azido-2,3 ,5,6-tetrafluorobenzoyl)-N6-(6-biotinamidocaproyl)-L-lysinyl]ethylmethanethiosulfate, 2-{N 2-[N6-(4-azido-2,3,5,6-tetrafluorobenzoyl)-N6-(6-biotinamidocaproyl)-L-lysinyl]ethylmethanethiosulfate, succinimidyl 3-(Bromoacetamido)propionate, N-succinimidyl iodoacetate, N-succinimidyl (4-iodoacetyl)aminobenzoate, and sulfosuccinimidyl (4-iodo-acetyl ) may be one or more selected from the group consisting of aminobenzoates. In addition, the type of compound containing a pyridyldithiol group is not particularly limited, and as a pyridyl disulfide compound, N-(4-[ρ-azidosalicylamido]butyl)-3'-(2'-pyridyl Dithio) propionamide, 1,4-di-(3'-[2'-pyridyldithio]propionamido)butane, succinimidyl 6-(3'-[2-pyridyldithio]propionami Figure) Hexanoate, 3- (2-pyridyldithio) propionylhydrazide, 4-succinimidyloxycarbonyl-methyl-α- (2-pyridyldithio) toluene, N-succinimidyl 3 -(2-pyridyldithio)propionate, sulfosuccinimidyl 6-(α-methyl-α-[2-pyridyldithio]-toluamido)hexanoate, sulfosuccinimidyl 6-3 one selected from the group consisting of '-[2-pyridyldithio]propionamido)hexanoate and sulfo-NHS-(2-6-[biotinamido]-2-(p-azidobenzamido) may be ideal

The compound containing two or more functional groups capable of covalent bonding with the cysteine thiol (-SH) group may be included in an amount of 0.1 to 20.0% by weight, or 3 to 10% by weight based on the total composition (100% by weight). The perm effect is excellent in the above range.

In the present invention, in addition to the above components, one or more components selected from the group consisting of distilled water, an oxidation stabilizer, a humectant and a preservative may be further included.

Since the reducing agent included in the permanent composition has a strong tendency to oxidize in the formulation, there is a concern that the formulation may become unstable. Therefore, the stability of the formulation can be improved by using an oxidation stabilizer. As the oxidation stabilizer, various kinds of oxidation stabilizers commonly used in permanent compositions may be used, and for example, sequestering agents such as EDTA-4Na and EDTA-2Na or pH adjusting agents such as sodium citrate may be used. there is.

As the moisturizer, various types of moisturizers commonly used in permanent compositions may be used. For example, glycerin, fatty alcohol, 1,3-butylene glycol, propylene glycol, DL-panthenol, sorbitol At least one selected from the group consisting of , glycol distearate, sorbitol hydroxy stearate, and the like may be used.

As the preservative, those commonly used in perm compositions may be used, for example, imidazolidinyl urea, diazolidinyl urea, quiternium-15, phenoxyethanol, ethanol, potassium sorbate, paraoxy At least one selected from the group consisting of methyl benzoate, butyl p-hydroxybenzoate, propyl p-hydroxybenzoate and ethyl p-oxybenzoate may be used.

In addition, the perm composition according to the present invention helps to achieve the object of the present invention within a range that does not impair the object of the present invention, or formulation of a penetration aid and product to contribute to the preparation of a cosmetic formulation Various ingredients such as stabilizers, surfactants, conditioning agents, skin softeners, appearance enhancers, fragrances, pigments, and metal ion sequestering agents may also be additionally included.

The composition according to the present invention can be used for various perms such as hair perm, straight perm, or anti-frizz.

In the process of applying the composition for perm according to the present invention to hair and fixing the outer shape of the hair in a desired shape, a reducing agent reduces the thiol group of the hair, and at the same time, two or more functional groups capable of covalently bonding with the reduced thiol group. By recombination of the reduced thiol group through a compound containing, the appearance of hair can be changed in a single step.

This shortens the perm time and makes it easy to perm.

Hereinafter, the present invention will be described in detail through examples. The following examples are merely illustrative of the present invention, but the scope of the present invention is not limited to the following examples. These embodiments are provided to make the disclosure of the present invention complete and to fully inform those skilled in the art of the scope of the invention to which the present invention belongs, and the present invention will be defined by the scope of the claims. only

Example

Example 1 to 2.

A composition for permanent hair was prepared with the components and contents (wt%) shown in Table 1 below.

raw material name Example 1 Example 2 Purified water Appropriate amount Appropriate amount EDTA4Na 0.2 0.2 Thioglycolic acid 6.0 6.0 propylene glycol 3.0 3.0 fatty alcohol 5.0 5.0 nonionic surfactant 3.0 3.0 citric acid Appropriate amount Appropriate amount sodium citrate Appropriate amount Appropriate amount 1,3-butadiene 10.0 5.0

comparative example One.

Perm compositions (consisting of 1st agent and 2nd agent) were prepared with the components and contents (wt%) shown in Tables 2 and 3 below.

raw material name wt% the first Purified water Appropriate amount EDTA4Na 0.2 Thioglycolic acid 6.0 Ammonia water (28%) 3.5 propylene glycol 3.0 hydrolyzed protein 1.0 Tween20 1.0 Spices 0.3

raw material name wt% the second Purified water Appropriate amount EDTA4Na 0.2 phenacecin 0.5 Hydrogen Peroxide (30%) 7.0 Tween40 2.5 phosphoric acid Appropriate amount

Experimental example 1. Hair Perm effect measurement

Perm was performed by applying the composition for perm prepared in Examples and Comparative Examples to hair. The curled hair was placed in a constant temperature and humidity chamber with a temperature of 25 ° C and a relative humidity of 60% to confirm the fixing effect over time, according to Equation 1 below, curl retention [Curl Retention, C.R (%) ] was measured.

<Equation 1>

In Equation 1, L ₀ represents the length of Hair Tress, L _t represents the length of Hair Tress after time t has elapsed, and L _s represents the first curled Hair Tress (Hair Tress) ) represents the length (t = 0). The source literature for Equation 1 is 『Albert L. Micchelli, BA, and F. Theodore Koehler, BS “Polymer Properties Influencing Curl Retention at High Humidity” J. Soc. Cosmetic Chemists. 19,863-880 (Dec 9, 1968)』 .

The measurement results are shown in FIG. 1 .

As shown in FIG. 1, it can be confirmed that the composition for permanent hair according to the present invention has an equivalent level of permanent effect compared to the composition of Comparative Example using both the first agent and the second agent.

Claims (10)

reducing agent; and
Including a compound containing two or more functional groups capable of covalent bonding with a thiol (-SH) group of cysteine,
The reducing agent is ascorbic acid, erythorbic acid, sodium ascorbate, potassium ascorbate, calcium ascorbate, ammonium ascorbate, monoethanolamine ascorbate, diethanolamine ascorbate, sodium erythorbate, Disodium Ascorbyl Sulfate, Disodium Erythorbyl Sulfate, Magnesium Ascorbyl Phosphate, Ascorbyl Palmitate, Ascorbyl Stearate, Ascorbyl Dipalmitate, Ascorbyl Tetra 2-Hexyldecanoate , ascorbyl myristate, ascorbyl laurate, ascorbyl acetate, ascorbyl propionate, ascorbyl tartrate, ascorbyl citrate, ascorbyl succinate, ascorbyl benzoate, pho Tesium (Ascorbyl/Tocopheryl) Phosphate, Ethyl Ascorbic Acid, Allantoin Ascorbate, Chitosan Ascorbate, Methylsilanol Ascorbate, Ascorbyl Tetradecylhexyl, Aminopropyl Ascorbyl Phosphate, Ascorbic Acid Polypeptide, Ascorbyl glucoside, and ascorbyl methylsilanolpectinate, thioglycolic acid, thioglycolate, thioglycolic acid esters, ammonium thioglycolate, sodium thioglycolate, glycerin thioglycolate, cysteine, cysteine hydrochloride, N-acetyl-L-cysteine, thioglycerol, thiolacetic acid, thiomalic acid, cysteamine, sulfurous acid, ammonium sulfite, sodium sulfite, ammonium bisulfite, sodium bisulfite, thiosulfuric acid, sodium thiosulfate, cystamine, N,N '-bisacryloyl-cystamine, 3,3'-dithiopropionic acid, glutathione disulfide, cysteine hydrochloride, N-acryloyl-cysteamine, 2-iminothiolane, N-acetylhomocysteinethiolactone , 1,4-dithiothreitol, glutathione, and at least one selected from the group consisting of salts and derivatives of these compounds,
The compound containing two or more functional groups capable of covalent bonding with the thiol (-SH) group of the cysteine is a compound containing a vinyl group,
The content of the reducing agent is 1.0 to 10.0% by weight,
The content of the compound containing two or more functional groups capable of covalent bonding with the thiol (-SH) group of the cysteine is 3 to 10% by weight
A composition for permanent hair that reduces and binds cysteine residues on the surface of hair in a single step.
delete delete delete According to claim 1,
Compounds containing a vinyl group include 1,3-butadiene, 3-methyl-1,4-pentadiene, 1,4-pentadiene, 1,5-hexadiene, 1,7-octadiene, Tetravinylsilane, 1,6-heptadiene, 1,9-decadiene, 1,4-pentadiene-3-ol, 1,13-tetradecadiene, and 1,6-heptadiene At least one composition for permanent hair selected from the group consisting of -4-ol.
delete delete delete delete According to claim 1,
The composition is a composition for perm used for perm, straight perm or anti-frizz of hair.

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