Hair surface recovery technology

Abstract

The present invention relates to a hair surface recovery technology, specifically to a technology for restoring the physical properties of a hair surface by bonding a substance similar to 18-MEA to a damaged hair surface in which 18-MEA lipids present in the outermost layer of the hair cuticle are damaged, causing a decrease in hair conditioning.

Description

Technology Field

[0001] The present invention relates to a hair surface recovery technology, specifically to a technology for restoring the physical properties of a hair surface by bonding a substance similar to 18-MEA to a hair surface in which the 18-MEA lipid present in the outermost layer of the hair cuticle is damaged and hair conditioning is reduced. Background Technology

[0003] It is known that adsorbing hair proteins or oils onto damaged hair restores the hair surface to the level of healthy hair. In particular, technologies utilizing 16-methylheptadecanoic acid (16-MHA), a substance that exhibits levels similar to 18-MEA lipids present in the outermost layer of the hair cuticle, have been known. However, there was a problem in that 16-MHA hardened upon contact with metal ions within the formulation of a hair cosmetic composition. Additionally, when 16-MHA exists individually, the rate of binding to the hair decreases significantly upon application, resulting in a substantial reduction in the efficacy of improving hair physical properties.

[0004] Against this backdrop, the inventors completed the present invention by confirming that using PTIS (Pentaerythritol tetraisosterate), which is hydrolyzed into 16-MHA under specific conditions, bio-bonds the 16-MHA generated through hydrolysis to the hair to improve the hair conditioning effect. The problem to be solved

[0006] One objective of the present invention is to provide a hair cosmetic composition comprising pentaerythrityl tetraisostearate (PTIS) and a hydrolysis catalyst.

[0007] Another objective of the present invention is to provide a composition for strengthening hair or repairing hair damage, comprising the hair cosmetic composition of the present invention.

[0008] Another objective of the present invention is to provide a hair strengthening method comprising the step of applying the hair cosmetic composition of the present invention to the hair and supplying water at a temperature of 15°C to 45°C to induce a hydrolysis reaction of pentaerythrityl tetraisostearate (PTIS). means of solving the problem

[0010] This is explained in detail as follows. Meanwhile, each description and embodiment disclosed in the present invention may be applied to each other description and embodiment. That is, all combinations of the various elements disclosed in the present invention fall within the scope of the present invention. Furthermore, the scope of the present invention should not be considered limited by the specific descriptions provided below.

[0012] A first aspect of the present invention for achieving the aforementioned objective provides a hair cosmetic composition comprising pentaerythrityl tetraisostearate (PTIS) and a hydrolysis catalyst.

[0013] In addition, a second aspect of the present invention provides a composition for strengthening hair or repairing hair damage, comprising the hair cosmetic composition of the present invention.

[0015] The present invention will be described in more detail below.

[0017] The term "Pentaerythrityl Tetraisostearate (PTIS)" of the present invention refers to a component of CAS No. 62125-22-8 that forms 16-methylheptadecanoic acid (16-MHA) upon hydrolysis. Specifically, pentaerythrityl tetraisostearate (PTIS) can be hydrolyzed using a catalyst and can be hydrolyzed under low-irritation conditions (pH 3 to pH 7 and 15°C to 45°C environment).

[0019] The above hydrolysis catalyst may include one or more selected from the group consisting of nucleophilic catalysts and acid catalysts.

[0020] The above nucleophilic catalyst may include one or more selected from the group consisting of cyclodextrin, phosphine, 1-methylimidazole, and imidazole, but is not limited thereto.

[0021] The above nucleophilic catalyst can serve as a catalyst that facilitates easy access to the atoms of PTIS as a nucleophile, thereby efficiently lowering the energy of the hydrolysis reaction.

[0022] The above nucleophilic catalyst may be included in an amount of 0.0001 to 1 part by weight per 100 parts by weight of the hair cosmetic composition, and preferably in an amount of 0.01 to 0.5 parts by weight.

[0023] The above nucleophilic catalyst can exhibit a superior hydrolysis effect within the above range.

[0025] The above acid catalyst may include one or more selected from the group consisting of citric acid, acetic acid, oxalic acid, palmitic acid, tartaric acid, and butyric acid, but is not limited thereto.

[0026] The above acid catalyst may be included in an amount of 0.0001 to 2 parts by weight per 100 parts by weight of the hair cosmetic composition, and preferably in an amount of 0.0001 to 0.5 parts by weight.

[0027] The above acid catalyst can exhibit a superior hydrolysis effect within the above range.

[0029] By simultaneously using a nucleophilic catalyst and an acid catalyst as the above hydrolysis catalyst, the hydrolysis conditions (pH and reaction temperature) can be changed.

[0030] The above hydrolysis catalyst can change the conditions for the hydrolysis of PTIS from harsh conditions (80°C or higher, pH 2 or lower) to low-irritation conditions (pH 3 to pH 7 and 15°C to 45°C environment). Therefore, PTIS can be hydrolyzed in a composition environment used in the human body and the adsorption efficiency can be further increased.

[0032] The above hair cosmetic composition may further include a carbodiimide-based compound.

[0033] The above carbodiimide-based compound may include polycarbodiimide (PCI).

[0034] The 'carbodiimide-based compounds' of the present invention are components disclosed in Korean Registered Patent No. 10-1663053, and may collectively refer to compounds containing a molecule having a structure represented by the following [Chemical Formula 1].

[0035] [Chemical Formula 1]

[0036] -N=C=N-

[0037] Specifically, 16-MHA having a carboxyl group and a carbodiimide-based compound undergo a primary reaction to form a reactive ester, and then the ester functional group can be covalently bonded as shown in Fig. 1 by reacting it again with an amine on the hair surface.

[0038] The above carbodiimide-based compound may bind 16-MHA hydrolyzed from PTIS to protein residues on the hair surface, thereby permanently binding 16-MHA to the hair surface. This permanent binding prevents 16-MHA from easily detaching from the hair during normal washing with shampoo or soap, and maintains the state of attachment to the hair, thereby increasing the reaction efficiency of the hair strengthening component (16-MHA).

[0039] In the present invention, the carbodiimide compound may preferably be 1,1'-methylene-bis-(3-isocyanatocyclohexane)-, homopolymer, polyethylene glycol mono-Me-ether-blocked.

[0040] The above carbodiimide-based compound may be included in an amount of 0.0001 to 5 parts by weight per 100 parts by weight of the hair cosmetic composition, and preferably in an amount of 0.0001 to 2 parts by weight. Within the above range, a superior hair adsorption effect may be exhibited.

[0042] The above PTIS can be hydrolyzed by the catalyst to produce 16-methylheptadecanoic acid (16-MHA).

[0044] The '16-methylheptadecanoic acid (16-MHA)' of the present invention may be produced by hydrolysis from the above PTIS and refers to a biomimetic material similar to the 18-MEA (18-methyleicosanoic acid) lipid known to exist in the outermost layer of the hair cuticle.

[0045] Specifically, 16-MHA may be used to address the high cost issue associated with 18-MEA, which is difficult to synthesize and is supplied at a high price. 16-MHA has a branched structure and similar chain length to 18-MEA, providing the effect of arranging most similarly on the hair. Additionally, if 16-MHA is included as a single ingredient in a hair cosmetic composition, a problem may arise where it hardens upon contact with metal ions within the formulation.

[0047] The above hydrolysis may be performed under conditions of pH 3 to pH 7.

[0048] If the above pH condition is 3 or lower, it may be irritating to the skin, and if it exceeds 7, PTIS may not be hydrolyzed.

[0050] The above hydrolysis may be performed under conditions of 5°C to 50°C, and preferably under conditions of 15°C to 45°C.

[0051] The above temperature conditions may be provided with lukewarm water.

[0053] Another aspect of the present invention for achieving the above objective provides a composition for strengthening hair or repairing hair damage, comprising the hair cosmetic composition of the present invention.

[0055] In the present invention, the composition may further comprise a surfactant. The surfactant may be one or more surfactants selected from anionic, cationic, nonionic, amphoteric, and zwitterionic surfactants. Specific examples of surfactants may be referenced in paragraphs

[0110] to

[0236] of Korean Patent No. 10-2105477.

[0056] More specifically, the cationic surfactant may include, but is not limited to, cetyltrimethylammonium, behenyltrimethylammonium or dipalmitoylethylhydroxyethylammonium salts, and mixtures thereof, more specifically behenyltrimethylammonium chloride, cetyltrimethylammonium chloride or dipalmitoylethylhydroxyethylammonium methosulfate, and mixtures thereof.

[0057] In addition, the above nonionic surfactant, anionic surfactant, and amphoteric or zwitterionic surfactant are in the form of alkali metal, ammonium, amino alcohol, and alkaline-earth metal salts, (C6-C24) alkyl sulfate, (C6-C24) alkyl ether sulfate containing 2 to 50 ethylene oxide units, (C6-C40) acyl sarcosinate, (C6-C40) acyl glutamate, (C6-C40) alkyl ether carboxylic acid containing 2 to 50 ethylene oxide units, (C6-C30 alkyl) sulfonate, (C6-C30 alkyl) amide sulfonate, (C6-C30 alkyl) aryl sulfonate, α-olefin sulfonate, paraffin sulfonate; It may include, but is not limited to, one or more surfactants selected from polyethoxylated C8-18 alcohols, (C6-C24 alkyl) mono- or -polyglycosides having the number of ethylene oxide groups particularly in the range of 2 to 50; (C8-C20)alkyl betaine, (C8-C20)alkylamido(C1-C6)alkyl betaine, (C8-C20)alkylamphodiacetate; and mixtures thereof.

[0059] The above composition may further include other additives known to be available in the industry.

[0061] Another aspect of the present invention for achieving the above objective provides a method for strengthening hair or repairing hair damage, comprising the step of applying a hair cosmetic composition of the present invention to hair and supplying water at a temperature of 15°C to 45°C to induce a hydrolysis reaction of pentaerythrityl tetraisostearate (PTIS).

[0062] The step of inducing the above hydrolysis reaction may be to hydrolyze the above pentaerythrityl tetraisostearate (PTIS) with the above catalyst to produce 16-methylheptadecanoic acid (16-MHA).

[0064] In a specific embodiment, the effect of restoring hair surface properties by improving gloss, friction coefficient, and tensile strength was confirmed by treating hair with the hair cosmetic composition of the present invention.

[0066] Accordingly, through the above specific embodiment, it was confirmed that when the hair cosmetic composition of the present invention is used with lukewarm water (15°C to 45°C), the PTIS contained in the hair cosmetic composition is hydrolyzed under a catalyst to produce 16-MHA, and the produced 16-MHA is covalently bonded to the hair by a carbodiimide-based compound contained in the hair cosmetic composition to give shine to the hair, strengthen the hair, and restore conditioning. Effects of the invention

[0068] The present invention provides the effect of improving the shine, tensile strength, and friction coefficient of hair. Brief explanation of the drawing

[0070] Figure 1 is a schematic diagram showing the bio-bonding of the biomimetic material of the present invention. Figure 2 is a graph showing the 16-MHA generation of an embodiment of the present invention measured and analyzed by GC / MS. Specific details for implementing the invention

[0071] The present invention will be explained in more detail below through examples. These examples are intended to explain the invention more specifically, but the scope of the invention is not limited by these examples. The raw materials of the present invention were purchased and used from commercially available materials.

[0073] Preparation Example 1: Preparation of a hair cosmetic composition

[0074] The hair cosmetic composition of the present invention was prepared in the weight ratio (%) of Table 1 below.

[0075] Specifically, after adding the polymer, a surfactant was sequentially added to dissolve it, and then EDTA-4Na and hydrated citric acid were added to neutralize the pH to the desired pH, and other ingredients included preservatives, fragrances, dispersants, and viscosity modifiers.

[0077] Ingredients Weight ratio (%) cationic polymer 0.5 Anionic surfactants 8.0 amphoteric surfactant 4.5 PCI(polycarbodiimide) 0.5 Citric acid Different by example Cyclodextrin Different by example PTIS Different by example oil 1 water UP TO 100 Total amount 100

[0078] As a result, as shown in Figure 2, pentaerythrityl tetraisostearate (PTIS) was added to isopropyl alcohol (IPA) at different pH values ​​and heated at 80°C for 10 minutes, after which the hydrolysis of 16-MHA was observed using a gas chromatography-mass spectrometer (GC / MS). It was confirmed that 16-MHA was not produced when the pH exceeded 7, 16-MHA was produced at pH 7 or lower, and strong hydrolysis occurred at pH 2.

[0080] Examples 1 to 8 and Comparative Examples 1 to 6: Confirmation and Comparison of Hair Condition Improvement

[0081] Examples and comparative examples were carried out as shown in Table 2 below to confirm the hair condition improvement effect after bonding the hair cosmetic composition of the present invention prepared in Manufacturing Example 1 above to the hair.

[0082] Specifically, 1g of healthy hair trace was prepared, moistened with 35°C running water, lathered with a 10% Sodium Laureth Sulfate (SLES) solution for 5 seconds, washed with 4ml / s flowing water for 30 seconds, dried with a hair dryer, and left overnight in a humidity-controlled room at 25°C and 50% relative humidity. Subsequently, 150mL of water at the temperature intended for hydrolyzing PTIS (Pentaerythritol tetraisosterate) as prepared in the Comparative and Examples shown in Table 2 below was placed in a 200mL beaker. The hair trace was added to 100mL of the 10% diluted solution of the hair cosmetic composition prepared in the above example and stirred at 150 rpm for 5 minutes. Afterward, the trace was placed in a beaker containing cold water of the same temperature and volume and rinsed for 2 minutes. This process was repeated a total of 5 times, after which the hair was lightly patted with a paper towel and dried with a hair dryer.

[0083] Subsequently, to confirm the relative amount of 16-MHA adsorbed to the hair, Time of Flight Secondary Ion Mass Spectrometry (TOF-SIMS) (IONTOF GmbH, M nster, Germany) vacuum 10 -9 Place in an mbar chamber and Bi 3+ Measurements were taken under analysis conditions of 500 eV and 30 keV.

[0084] PTIS(%) 16-MHA(%) Nucleophilic Catalyst - Cyclodextrin (%) Acid Catalyst-Citric Acid (%) pH Heating temperature (°C) 16-MHA detection ion amount Comparative Example 1 0.5 0 0 0 5 25 1.51x10 3 Comparative Example 2 0 0.5 0 0 5 25 2.53x10 4 Comparative Example 3 0.5 0 0 0 5 50 3.12x10 4 Comparative Example 4 0.5 0 0 0 3 25 1.12x10 4 Comparative Example 5 0.5 0 0 0.3 5 30 1.12x10 4 Comparative Example 6 0.5 0 0.3 0 5 30 3.12x10 4 Example 1 0.5 0 0 0 3 50 1.53x10 5 Example 2 0.5 0 0.01 0.3 5 25 7.72x10 4 Example 3 0.5 0 0.3 0.3 5 25 1.51x10 5 Example 4 0.5 0 0.5 0.3 5 25 1.51x10 5 Example 5 0.5 0 0.3 0.01 5 25 1.51x10 5 Example 6 0.5 0 0.3 0.3 5 25 1.51x10 5 Example 7 0.5 0 0.3 0.5 5 25 1.51x10 5 Example 8 0.5 0 0.3 0.5 7 25 1.51x10 5

[0085] As a result, as shown in Table 2, it was confirmed that when PTIS is hydrolyzed into 16-MHA and used, the large molecular size of 16-MHA causes it to be extruded from the product formulation and adsorbed near the hair, and that the amount of adsorbed increases as the amount of hydrolyzed 16-MHA increases.

[0087] Experimental Example 1: Evaluation of Hair Friction Coefficient

[0088] The friction coefficient was evaluated using the MTT 175 Miniature Tensile Tester (DiaSTRONG, GB). The percentage was calculated by dividing the friction value (reference value) after washing the hair trace with the anionic surfactant sodium lauryl sulfate, and the result is shown in the table below.

[0089] Experiment Classification Comparative Example 1 Comparative Example 2 Example 1 Example 5 When rinsing -4% -4% 13% 66% After drying -6% -2% 6% 26%

[0090] As shown in Table 3, it was confirmed that Examples 1 and 5 were smoother than Comparative Examples 1 and 2, as the higher the % value of the friction force, the smoother it is.

[0091] Therefore, it was confirmed that PTIS is hydrolyzed into 16-MHA, a substance similar to the hair surface, by nucleophilic catalysts and acid catalysts, and that 16-MHA binds to the hair surface to smoothly restore the physical properties of the damaged hair surface.

[0093] Experimental Example 2: Evaluation of Hair Tensile Strength

[0094] Fifteen hairs were randomly selected from a 1 g hair treble, and the tensile strength of each hair was measured using an MTT175 instrument (DiaStrong, GB). Since tensile strength is proportional to the thickness of the hair fiber, the long and short axes of the hair were measured using a laser LSM-501S instrument (Mitutoyo, Japan), and the cross-sectional area of ​​the hair was calculated to determine the tensile strength relative to the cross-sectional area.

[0095] Experiment Classification Comparative Example 1 Comparative Example 2 Example 1 Example 5 Before processing 142 cN 130 cm 142 cN 142 cN After processing 141 cN 111 cN 145 cN 165 cN Increase / decrease -1 -19 +3 +23

[0096] As shown in Table 4, it was confirmed that Examples 1 and 5 showed superior tensile strength increase compared to Comparative Examples 1 and 2.

[0097] Accordingly, Examples 1 and 5 confirmed that 16-MHA was bonded to the surface of the hair, increasing tensile strength and restoring the physical properties of damaged hair to a healthy state.

[0099] Experimental Example 3: Evaluation of Hair Shine

[0100] Gloss was measured at SAMBA (Bossa Nova Tech., US). First, the front and back of the tress were measured to set the gloss unit BNT value to 8.5, and then the gloss was evaluated by treating with the compositions of the examples and comparative examples under the same method and conditions as the method and conditions used to measure the rate of change in tensile strength.

[0101] Experiment Classification Comparative Example 1 Comparative Example 2 Example 1 Example 5 Before processing 8.6 8.5 8.6 8.5 After processing 8.0 7.0 9.0 19.5 Increase / decrease -0.6 -1.5 +0.4 +11

[0102] As shown in Table 5, it was confirmed that the gloss of Example 1 and Example 5 increased compared to Comparative Example 1 and Comparative Example 2.

[0103] Accordingly, Examples 1 and 5 confirmed that 16-MHA was bound to the surface of the hair, increasing shine and restoring the physical properties of damaged hair to a healthy state.

[0105] By combining the embodiments and experimental examples of the present invention, it was confirmed that the hair cosmetic composition of the present invention has the effect of restoring conditioning sensation to the hair by healthily restoring the physical properties of damaged hair through the binding of 16-MHA, a biomimetic material, to the surface of the hair.

[0107] From the foregoing description, those skilled in the art to which the present invention pertains will understand that the present invention may be implemented in other specific forms without altering its technical concept or essential features. In this regard, the embodiments described above should be understood as illustrative in all respects and not restrictive. The scope of the present invention should be interpreted as including all modifications or variations derived from the meaning and scope of the claims set forth below and their equivalents, rather than from the detailed description above.

Claims

Claim 1 A hair treatment composition comprising pentaerythrityl tetraisostearate (PTIS) that forms 16-methylheptadecanoic acid (16-MHA) upon hydrolysis and a hydrolysis catalyst. Claim 2 A hair treatment composition according to claim 1, wherein the hydrolysis catalyst comprises a nucleophilic catalyst and an acid catalyst. Claim 3 A hair treatment composition according to claim 2, wherein the nucleophilic catalyst comprises one or more selected from the group consisting of cyclodextrin, phosphine, 1-methylimidazole, and imidazole. Claim 4 A hair treatment composition according to claim 2, wherein the acid catalyst comprises one or more selected from the group consisting of citric acid, acetic acid, oxalic acid, palmitic acid, tartaric acid, and butyric acid. Claim 5 A hair treatment composition according to claim 1, wherein the hair cosmetic composition further comprises a carbodiimide-based compound. Claim 6 delete Claim 7 A hair treatment composition according to claim 1, wherein the hydrolysis is performed under conditions of pH 5 to pH 7. Claim 8 A hair treatment composition according to claim 1, wherein the hydrolysis is performed under conditions of 15°C to 45°C. Claim 9 A method for strengthening hair or repairing hair damage, comprising the step of applying a hair treatment composition of any one of claims 1 to 5, 7 and 8 to hair, and supplying water at a temperature of 15°C to 45°C to induce a hydrolysis reaction of pentaerythrityl tetraisostearate (PTIS). Claim 10 A hair strengthening or hair damage repair method according to claim 9, wherein the hydrolysis is performed under conditions of pH 5 to pH 7.

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