KR20160123549A

KR20160123549A - Cosmetics compositions for hair strengthening

Info

Publication number: KR20160123549A
Application number: KR1020150053706A
Authority: KR
Inventors: 김시원; 임연희; 손성길; 김동완; 김경환; 유지희; 황성록; 이인호
Original assignee: 주식회사 엘지생활건강
Priority date: 2015-04-16
Filing date: 2015-04-16
Publication date: 2016-10-26

Abstract

The present invention relates to a cosmetic composition for hair strengthening.
The hair reinforcing cosmetic composition according to the present invention contains a hair strengthening component having specific functional groups capable of covalent bonding with protein residues on the surface of hair, thereby forming a covalent bond without damaging the hair, thereby providing a permanent hair strengthening effect.

Description

[0001] Cosmetics compositions for hair strengthening [

The present invention relates to a cosmetic composition for hair strengthening.

In general, a person's haircuticle consists of flatly superimposed cells (scales). Cuticle cells are attached from the root to the tip of the hair as if they were roof tiles. Each cuticle layer has a thickness of about 0.3 to 0.5 mu m, and a portion of the cuticle shown is about 5 to 10 mu m. Cuticles of human hair are generally stacked five to ten layers. Each cuticle cell in the hair is composed of various sublamella layers such as an epicuticle, an A-layer, an exocuticle, an endocuticle, and an inner layer, and a cell membrane (Cell membrane complex). The outermost epicuticle layer is covered with covalently bound lipid (fatty acid), and the most abundant component is 18-Methyl Eicosanoic Acid (18-MEA). This layer constitutes the outer β-layer of the cuticle cell membrane complex and acts like lubrication, friction reduction, and hydrophobic surface formation.

In the hair, the portion that goes out from the scalp is called the morning sock, which varies with the lifespan and length of the hair. Also, it varies depending on environmental stress such as dryness, ultraviolet rays, seawater, and limestone of a swimming pool when using hair, shampoo, hair dryer, brushing, perm, hair color. In particular, the morpheme surrounding the outer part of the moraine is damaged if it is accumulated in a complex manner even if it is not directly affected by such stress. Damaged hair is peeled off or partially peeled off from the tip of the mosquito. These hairs lose their gloss and become non-smooth due to diffuse reflection of light. More damage to the hair leads to the complete removal of the layer of mosquito, which exposes the inner follicle and eventually breaks or breaks the hair.

Various treatments have been attempted to improve the surface of hair damaged by 18-MEA. In particular, a product that provides a hair surface modifying effect, that is, a hair strengthening effect, such as hair manicure or hair essence, Have been sold or are being applied through hairdressing rooms. Especially, there have been many products such as shampoos for strengthening the hair through coating of the hair surface or penetration of amino acids into the hair.

However, in the case of using the hair-modifying ingredient as the hair-modifying ingredient, it only provides a temporary and short-term effect until the next washing after the treatment, but there is always the inconvenience of reprocessing after cleaning.

Accordingly, Patent Document 1 discloses a non-aqueous personal care product for skin or hair, which comprises a non-water-based functional group capable of forming a covalent bond with the hair or the protein residues on the skin surface, such as carbonate, aldehyde, propionaldehyde ), Butylaldehyde, nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, succinimide, succinimide, hydroxysuccinimidyl ester, imidazole, oxycarbonylamidazole, imine, thiol, vinylsulfone, ethyleneimine, , Thioether, acrylonitrile, acrylic acid or methacrylic ester, disulfide (d (wherein R is any one selected from the group consisting of alkyl, aryl, aralkyl, cyclic and unsaturated rings, and X is I, Br or Cl) selected from the group consisting of isophide, ketone and RX. Discloses a personal care product for hair or skin characterized in that it is separated into a non-aqueous part and a water-based part containing a hair surface modifying component having at least any one of them and is mixed immediately before use. However, (1.9-3.1%) and skin keratin (3.1 ~ 6.9%) in the amino acids of the proteins constituting the skin of the hair, 18%) and skin keratin (2.3 ~ 3.8%) are targeted and reacted, so that the reaction efficiency is lowered and each substance is separately synthesized There is a problem.

Patent Document 2 discloses a hair rinse composition in which polymerizable vinyl monomers are copolymerized with an acrylate / stearyl methacrylate copolymer (Acrylates / Stearyl (meth) acrylate) copolymerized with an acrylate-type regularizing agent copolymerized with a hydrocarbon solvent such as isopropyl myristate methacrylate Copolymer and Behentrimonium Chloride. The hair is dry and free from stickiness when used on hair. When the hair is dry or hot air, it is soft and smooth. The high styling effect enables a natural hair style with volume. However, there is a problem in that the sustaining ability by washing is low because it is adsorbed on hair and gives efficacy and effects.

Korean Patent Publication No. 2008-0064467 Korean Patent No. 1145197

An object of the present invention is to provide a hair-strengthening cosmetic composition capable of continuously imparting a permanent hair-strengthening effect without damaging the hair.

As means for solving the above problems, the present invention provides a cosmetic composition for strengthening hair comprising a carbodiimide compound and a hair reinforcing component.

The cosmetic composition for hair strengthening according to the present invention contains a reactive hair strengthening component and / or a carbodiimide compound having a specific functional group capable of covalently bonding to protein residues of hair and forms a covalent bond without damaging the hair, Provides hair strengthening effect.

The present invention relates to a hair strengthening cosmetic composition comprising a carbodiimide compound and a hair reinforcing component.

The cosmetic composition for hair strengthening according to the present invention can be obtained by, for example, reacting hair with a carbodiimide compound, reacting the hair reinforcing component to react the hair with the hair reinforcing component, thereby forming a covalent bond with the hair protein The hair strengthening effect can be maximized semi-permanently.

The carbodiimide compound is generally referred to as a compound containing a structure represented by the following formula (1) in the molecule.

[Chemical Formula 1]

-N = C = N-

The carbodiimide compound preferably has at least 1 to 1000 structures represented by the formula (1), more preferably 1 to 100 structures represented by the formula (1) It is more preferable that the structure includes 1 to 10 structures in the molecule.

In this case, if the number of the carbodiimide groups represented by the formula (1) exceeds 1,000 in one molecule, the viscosity of the starting material is too large, the molecular weight is excessively large, the reaction position where the reaction can be performed becomes excessively large, The molecule having the bodymide group becomes too large, and the efficiency is lowered by blocking the portion showing the functional effect of the molecule having the substantial function.

In the present invention, a specific example of the carbodiimide compound may be a compound represented by the following formula (2), wherein n is 4 and m is 11 in the following formula (2): benzene, 1,3, Isocyanato-1-methylethyl) -, homopolymer, polyethylene glycol mono-ether-block (benzene, 1-isocyanato- Me-ether-blocked (hereinafter referred to as polymeric carbodiimide compound of formula (2)).

(2)

In the above formula (2), n is 1 to 100 and m is 1 to 100.

Another example of the carbodiimide compound in the present invention is 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide, which is a compound represented by the following formula (3) carbodiimide or 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide.HCl may be used.

(3)

The carbodiimide compound may be used in an amount of 0.001 to 10 parts by weight, 0.01 to 7 parts by weight, or 0.1 to 5 parts by weight based on 100 parts by weight of the entire cosmetic composition. When the content is less than 0.001 part by weight, there is a problem that continuous hair strengthening effect is hardly exhibited. If the content exceeds 10 parts by weight, the carbodiimide compound which exists excessively over the reaction position existing in the hair does not react with the hair, There is a problem in that it can act as a component to be lost without reacting with the substance to improve persistence.

In the present invention, 'strengthening of hair' refers to strengthening of damaged or thinned hair or improvement of tensile strength thereof, thereby enhancing elasticity of hair, which can be used to make the hair beautify, increase charm, Or to apply, disperse, or otherwise apply them to the hair to keep the hair healthy. The hair reinforcing effect can exhibit, for example, the effects of improving tensile strength of hair, increasing thickness, and reducing breakage.

In the present invention, the 'hair reinforcing component' may specifically be an acrylate polymer, and the acrylate polymer may be an acrylate / stearyl methacrylate copolymer represented by the following general formula (4) methacrylate copolymer).

[Chemical Formula 4]

Wherein R ₁ is a hydrogen atom or a methyl group, R ₂ is a C ₁ -C ₄ alkyl group, R ₃ is a C ₁₂ -C ₁₈ alkyl group, X is a hydrogen atom, the soap monomer is a polyalkylene oxide (Meth) acrylate containing a long chain alkyl group having 12 to 18 carbon atoms, l, m and n are each an integer, and l + m + n is in the range of 50 to 98. [

The hair reinforcing component is preferably used in an amount of 0.001 to 50 parts by weight, 0.001 to 30 parts by weight, 0.01 to 10 parts by weight, or 0.1 to 5 parts by weight based on 100 parts by weight of the entire cosmetic composition. If the content is less than 0.001 part by weight, there is a limit to the effect of the active ingredient. If the content is more than 50 parts by weight, there is a problem in stability of the formulation and the stability with time of the formulation.

Particularly, in the present invention, the hair surface modifying component can increase the reaction efficiency with the carbodiimide compound by including a carboxyl group in the molecule.

In addition, in the present invention, the hair surface modifying component may have a functional group capable of covalent bonding with protein residues on the hair surface.

The functional groups covalently bonded to the protein include carbodiimide, imidoesters, aryl azides, diazylines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, alkoxy amines, The present invention also relates to a process for the preparation of a medicament for the treatment and / or prophylaxis of a disease or condition selected from the group consisting of hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenylcarbonate, aziridine, isocyanate, thiocyanate, epoxide, May be at least one selected from the group consisting of imidazole, oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide and ketone , But is not limited thereto.

In addition, the protein may comprise reactive residues of thiol, hydroxyl, carboxyl or amine.

In a preferred embodiment of the cosmetic composition for hair strengthening according to the present invention, a hair strengthening component having a carboxyl group can be directly made into a reactive ester hair strengthening component having a bioactive reactivity, and the effect can be significantly increased. In addition, it is also possible to use carbodiimides, imidoesters, aryl azides, diazylines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, alkoxy The effect can be further enhanced by using a hair strengthening component containing a functional group such as amine, hydrazide, haloacetyl, or azide in the molecule.

In a more preferred embodiment, the polymeric carbodiimide compound of Formula 2 or 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide, hydrochloric acid 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide.HCl) to form a reactive ester, reacting a hair strengthening component having an amine in the molecule again with the reactive ester functional group formed Or by reacting with the amine on the surface of the hair, an excellent hair strengthening effect can be obtained. The reaction is preferably carried out at a pH of 2 to 10, more preferably at a pH of 3 to 9, most preferably at an acidic to slightly acidic pH of about 4 to 5 The reaction efficiency can be increased most. The reaction is completed within 1 minute to 30 minutes.

The reaction scheme 1 shows a reaction scheme in which a hair reinforcing component molecule having a carboxyl group reacts with a carbodiimide compound to form a reactive ester and then reacts with an amino acid having an amine residue to form a covalent bond.

[Reaction Scheme 1]

The carbodiimide compound enhances the reaction efficiency between the hair protein and the acrylate polymer, so that the reactive hair-strengthening component bound to the hair does not fall off well during general cleaning due to shampoo or soap, and is hardly permanently attached to the hair State can be maintained.

The present invention also relates to a hair strengthening composition comprising at least one compound selected from the group consisting of carbodiimide groups, imidoesters, aryl azides, diazylines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, The present invention relates to a process for the preparation of a pharmaceutical composition which comprises administering an effective amount of a compound selected from the group consisting of an amine, hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenylcarbonate, aziridine, isocyanate, thiocyanate, epoxide, At least one member selected from the group consisting of diesters, imidazoles, oxycarbonylamidazoles, imines, thiols, maleimides, vinylsulfones, ethyleneimines, thioethers, acrylonitriles, acrylic acid or methacrylic acid esters, disulfides and ketones A reactive hair-strengthening component with a functional group covalently bonded to the protein have.

For example, as shown in Reaction Scheme 1, the carbodiimide compound may include a hair reinforcing component having a carbodiimide group bonded thereto. In addition, the present invention may include a hair strengthening cosmetic composition comprising the reactive hair reinforcing component.

For example, as shown in Reaction Scheme 1, the carbodiimide compound may include a hair reinforcing component having a carbodiimide group bonded thereto. The present invention may also include a hair strengthening composition comprising said reactive hair reinforcing component.

In order to increase the secondary effects of the cosmetic composition for hair strengthening according to the present invention, a cation such as fatty acids such as palmitic acid and stearic acid, fatty alcohols, long chain alkyl quaternary ammonium salts of straight chain and branched chain When mixed with a cationic polymer such as a cationic surfactant, cationized cellulose, cationic guar, cationized polyvinylpyrrolidone, silicone, etc., formulation can be facilitated. In order to formulate cosmetics such as solvents, surfactants, thickeners, stabilizers, preservatives, coloring agents, pH adjusters, metal ion sequestering agents, coloring agents, pearlizing agents, external appearance improvers, pigments and powder particles, Components may be incidentally included. The ingredients for the formulation may be used in an amount of 40 to 99 parts by weight based on 100 parts by weight of the total composition.

The cosmetic composition for hair strengthening according to the present invention can be used in the formulation of a hair strengthening cosmetic composition including a component having a hair strengthening function having a functional group. The hair may contain all formulations such as shampoo, rinse, trimming, hair pack, hair essence, wax, gel, spray and the like.

More preferably, the hair-strengthening cosmetic composition according to the present invention contains a hair-strengthening component acrylate polymer containing a carbodiimide compound and a reactive functional group, and when the activity of the composition is lowered in the aqueous system, It may be easier to maintain its activity in the formulation and may be mixed with a buffer for pH control just prior to use or may be brought into contact with water during the washing process. Examples of non-aqueous formulations include liquid, sheet, powder, tablet, oil, wax, ampoule, gel and the like which are used as ordinary non-aqueous cosmetic preparations. In addition, the carbodiimide-based compound and the hair-reinforcing component can be formulated in an encapsulated single agent or in two separate forms, respectively. Also, a method of blocking a derivative having a reactive functional group and a component having a hair-strengthening function from moisture by encapsulation may also be used.

In order to enhance the effect of strengthening the hair having a functional group in the hair reinforcing cosmetic composition according to the present invention, it is preferred to use 2-basic acid esters such as dioctyl succinate, dioctyl adipate and diethyl sebacate, polyols, polyethylene glycol, Glycol, hexylene glycol, butanediol and isomers thereof, glycerol, benzyl alcohol, ethoxydiglycol and derivatives thereof can be used. The above-mentioned solvents increase the permeability of hair and are used as a solvent of a poorly soluble substance. More preferably, the solvent used to increase the activity-maintaining effect of the hair reinforcing component having a functional group is diethyl sebacate, ethoxy glycol, bis-ethoxy glycol cyclohexane 1,4-dicarboxylate and the like.

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

Example 1 to 2 and Comparative Example 1-3

The composition for enhancing hair of Examples 1 to 2 and Comparative Examples 1 to 3 was prepared by the compositions and contents shown in Table 1 below, and the hair was treated with the prepared composition to measure the thickness and tensile strength of the hair, Respectively.

The test hair supplier Burelex's normal hair was treated for 20 minutes with one agent containing thioglycolic acid, treated with a solution containing hydrogen peroxide, left for 10 minutes, and washed with shampoo. , And the tensile strength of the damaged hair before and after the damage was measured using a hair tension tensile tester (Diastron Generic Tensile Tester) under the conditions of a clamping distance of 20 mm and a tensile speed of 20 mm / min Respectively.

The tensile strength of the normal hair represents a value obtained by averaging the tensile strength of 50 brux normal hair measured at each test and the tensile strength of the perm hair was measured by the above method using the tensile strength of 50 hair The tensile strength of the treated hair was measured by treating each sample on 50 strands of damaged hair, and the tensile strength increase rate relative to the damaged hair was calculated.

division
(weight%) Comparative Example 1 Comparative Example 2 Comparative Example 3 Example 1 Example 2 Distilled water 49.0 48.0 49.0 48.0 47.0 Acrylate / stearyl methacrylate copolymer (Acrylates / Stearyl methacrylate Copolymer) 1.0 1.0 - 1.0 1.0 Vinyl acetate-acrylic acid copolymer (Vinyl acetate-acrylic acid copolymer) - 1.0 - - 1.0 Benzene, 1,3, -bis (1-isocyanato-1-methylethyl) -, homopolymers, polyethylene glycol mono-ether- - - 1.0 1.0 1.0 The buffer (pH 4.5) 50.0 50.0 50.0 50.0 50.0 Sum 100.0 100.0 100.0 100.0 100.0

The results of the experiments of Examples 1 to 2 and Comparative Examples 1 to 3 (Table 2), Examples 1 to 2 (Comparative Examples 1 to 2) using carbodiimide compounds as compared to Comparative Examples 1 to 2 The tensile strength was remarkably increased and the hair strengthening effect was evaluated to be excellent.

division Tensile strength value of normal hair (gmf) The tensile strength value of the damaged hair (gmf) Tensile strength value after treatment (gmf) Tensile Strength Increase Rate (%) versus Firm Damage Comparative Example 1 48.75 45.98 46.11 0.28 Comparative Example 2 48.12 45.42 45.71 0.64 Comparative Example 3 48.88 46.01 47.87 4.04 Example 1 49.02 46.24 49.79 7.68 Example 2 48.47 45.74 49.88 9.05

Formulation example : For hair strengthening Hair products Produce

According to the conventional hair product manufacturing method, hair products were prepared with the ingredients and contents shown in Table 3 below.

Component (% by weight) Lotion cream pack Acrylate / stearyl methacrylate copolymer 1.0 1.0 2.0 Benzene, 1,3, -bis (1-isocyanato-1-methylethyl) -, homopolymers, polyethylene glycol mono-ether- 1.0 1.0 1.0 glycerin 3.0 3.0 3.0 Carboxyvinyl polymer 0.1 0.1 - Polyvinyl alcohol - - 15.0 Phage-12 nonylphenyl ether - - 0.5 Polysorbate 80 - - - Polysorbate 60 1.5 1.5 1.5 Sorbitacecequioleate 1.5 - - Sorbitan stearate - 0.5 - Liquid paraffin 0.5 10.0 - Caprylic / capric triglyceride 5.0 5.0 - Squalane 5.0 5.0 - Cetearyl glucoside - 2.0 - ethanol - - - Triethanolamine 0.1 0.1 - Cetearyl alcohol 1.0 - - Wax 5.0 - - antiseptic Suitable amount Suitable amount Suitable amount Spices Suitable amount Suitable amount Suitable amount The buffer (pH 4.5) Balance Balance Balance Sum 100 100 100

Claims

Carbodiimide compounds; And a hair reinforcing component.

The method according to claim 1,
Wherein the carbodiimide compound is a carbodiimide compound represented by the following formula (2): < EMI ID =
(2)

In the above formula (2), n is 1 to 100 and m is 1 to 100.

The method according to claim 1,
Wherein the hair reinforcing component is an acrylate polymer.

The method of claim 3,
Wherein the acrylate polymer is an acrylate / stearyl methacrylate copolymer represented by the following formula (4): < EMI ID =
[Chemical Formula 4]

Wherein R 1 is a hydrogen atom or a methyl group, R 2 is a C 1 -C 4 alkyl group, R 3 is a C 12 -C 18 alkyl group, X is a hydrogen atom, the soap monomer is a polyalkylene oxide and a long chain M, and n are each an integer, and 1 + m + n is in the range of 50 to 98. The polymerizable (meth)

The method according to claim 1,
Wherein the hair reinforcing component comprises a carboxyl group in the molecule.

The method according to claim 1,
Wherein the hair reinforcing component has a functional group capable of being covalently bonded to a protein residue on the surface of hair.

The method according to claim 6,
The functional group covalently bonded to the protein is selected from imide ester, aryl azide, diazirine, hydroxymethylphosphine, pentafluorophenyl ester, pyridyl disulfide, sulfo-hydroxy succinimide ester, alkoxyamine, hydrazide, The present invention relates to a process for the preparation of a compound of formula (I) as defined in claim 1, wherein the compound is selected from the group consisting of: haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenylcarbonate, aziridine, isocyanate, thiocyanate, epoxide, Wherein the at least one cosmetic composition is at least one selected from the group consisting of oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide and ketone.

The method according to claim 1,
Wherein the carbodiimide compound is 0.001 to 10 parts by weight based on 100 parts by weight of the total composition.

The method according to claim 1,
A carbodiimide-based compound and a hair-reinforcing component are formulated into a single preparation in an encapsulated form; Wherein the carbodiimide compound and the hair reinforcing component are separated from each other.