WO2008156327A2

WO2008156327A2 - Lipid having specific functional group and personal care composition comprising the lipid

Info

Publication number: WO2008156327A2
Application number: PCT/KR2008/003510
Authority: WO
Inventors: Eui-Sook Kim; Seong-Kil Son; In-Ho Lee; In-Kee Yoo; Sang-Jin Kang
Original assignee: LG Household and Health Care Ltd
Current assignee: LG H&H Co Ltd
Priority date: 2007-06-20
Filing date: 2008-06-20
Publication date: 2008-12-24
Anticipated expiration: 2009-12-20
Also published as: WO2008156327A3

Abstract

The present invention relates to a lipid having a functional group and a personal care product comprising the same. Specifically, the personal care product according to the present invention comprises a lipid having a functional group that is covalently bonded to protein residue of skin or hair. The lipid makes the damaged portion of hair hydrophobic semi-permanently, i.e. forms a covalently bonded lipid layer on an outermost layer of hair to recover the damaged portion of hair to a healthy hair state before damage. Therefore, the present invention provides hair with shiny, moisturizing, silky and soft effects.

Description

LIPID HAVING SPECIFIC FUNCTIONAL GROUP AND PERSONAL CARE COMPOSITION COMPRISING THE

LIPID

Technical Field

[1] The present invention relates to a personal care product which provides hair or skin with cosmetic conditioning effects, for example soft, moisturizing, silky or resilient effect. In particular, the present invention relates to a reactive personal care product capable of providing skin or hair with semi-permanent conditioning effect.

[2] And, the present invention relates to a product capable of providing fiber or clothing with semi-permanent conditioning effect. Background Art

[3] A personal care product for skin or hair provides skin or hair with cosmetically beneficial conditioning effects, for example, soft, moisturizing, silky or resilient effect. The personal care product may have additional functions svch as cleansing or washing. To improve the conditioning effects of the personal care prodvct, various methods have been steadily studied, however in most cases, even though some methods have excellent conditioning effect, the conditioning effects do not last long. This is because a material having conditioning effects is weakly bonded to hair surface, for example by a hydrogen bond, an electrostatic bond or Van der Waals bonding, which is easily broken due to reaction with water, and thus the material is liable to separate from the hair surface.

[4] Therefore, studies have been lively made to maintain the conditioning effects for skin or hair semi-permanently.

[5] Japanese Patent Laid-open Publication No. 2004-182731 discloses a cosmetic containing a conditioning compound having a functional group that covalently bonds the conditioning compound of hair or skin surface. However, to induce covalent bonds between the conditioning compound and hair, before hair treatment, hair is activated using a separate material svch as chitosan or polyvinylalcohol and the conditioning compound having the functional group is applied to the activated hair, and accordingly, this prior art needs a step for activating hair in advance and a step for washing hair, and because the temperature of hair activation is high, for example 6O⁰C, has disadvantages of a complicated usage and difficult treatment conditions. [6] Japanese Patent Laid-open Publication No. 2001-513804 discloses a product in which disulfide bonds in hair are reduced and a conditioning active compound is fixed to the reduced hair by covalent bonds, however this prior art needs a separate process for redudng disulfide bonds in hair, consequently requires high pH, for example pH 9 or more, and because covalent bonds of the conditioning active compound are induced at 45⁰C after the hair reduction process, has a substantial difficulty in direct application to hair.

[7] Korean Patent Laid-open Publication No. 10-2006-0035343 discloses a semipermanent hair coating composition, in which a polyethylene glycol derivative as a conditioning compound is covalently bonded to cystine or amine of hair to coat the hair surface with a polymer layer, so that the entire thickness of hair is increased and a positive property of polymer is transmitted to hair. Therefore, hair is provided with a moisturizing effect of polyethylene glycol and has the increased thickness and improved volume through covalent bonds, however this prior art makes hair surface hydrophilic, similarly to property of damaged hair, consequently hair contains moisture more than necessary under humid weather conditions as in summer, and hair does not keep in shape and becomes damp. Further, this prior art can not obtain conditioning effects for hair or skin or fiber, for example damage repair or prevention, or silky, shiny or coating effect. Disclosure of Invention Technical Problem

[8] An object of the present invention is to provide a material which can continuously provide beneficial properties that may be obtained by a hydrophobic surface, for example damage repair and prevention, or silky, shiny or coating effect for hair or skin or a fiber, and a product comprising the material. Technical Solution

[9] In order to achieve the above-mentioned object, the present invention provides a lipid having a functional group that is covalently bonded to protein of hair or skin surface.

[10] Preferably, a lipid portion of the lipid having a functional group is a branched-chain lipid that has 8 to 28 carbon atoms and is an iso-fatty add or its derivative, or an anteiso-fatty add or its derivative.

[11] IVbre preferably, the branched-chain lipid is a methyleicosanoyl group, and the functional group is hydroxy surinimidyl ester or maleimide.

[12] And, the present invention provides a personal care product or a product for treating fiber/clothing, which comprises the lipid having a functional group.

[13] Hereinafter, the lipid having a functional group according to the present invention and the personal care product comprising the lipid are described in detail.

[14] The present invention provides a lipid having a functional group that is covalently bonded to protein of hair or skin surface, and a personal care product for skin or hair or a fiber treatment product that comprises the lipid as a conditioning component.

[15] For example, in the case that hair is treated with the lipid having a functional group according to the present invention, the entire thickness of hair is increased, the volume of hair is improved, and the hair surface becomes hydrophobic, similarly to property of an outermost layer of healthy natural hair, and accordingly, the present invention provides properties of health natural hair, and the effect is maintained by the functional group introduced to the lipid, preferably a branched-chain lipid. Specifically, the present invention recovers hair surface damaged by exposure of protein residue to a natural hydrophobic hair surface by induing a reaction between the lipid having a functional group that is covalently bonded to protein residue, preferably a branched- chain lipid and the damaged hair surface, and covalently bonding the lipid to hair with great strength. The lipid having a functional group according to the present invention is bonded to hair components sirh as protein to reduce friction of the hair surface, so that it makes hair feeling soft when combing, and in addition to the damage repair effect, the lipid having a functional group according to the present invention provides beneficial properties obtained from a hydrophobic surface, for example silky, resilient, shiny or coating effect.

[16] A lipid portion of the lipid having a functional group according to the present invention may be ceramide, cholesterol, a fatty add having a carbon chain of 6 to 22 carbon atoms, a fatty alcohol having a carbon chain of 6 to 22 carbon atoms, a natural oil extracted from almond, castor, avocado, corn or olive, a natural wax such as beeswax or ppba oil, fatty esters sirh as glycol stearate, oxyethylenated or oxypropylenated waxes, alcohol-based fatty adds, phospholipid or 18-methyleicosanoic add.

[17] In particular, preferably the lipid portion of the lipid having a functional group according to the present invention is a branched-chain lipid. The branched-chain lipid has a low melting point due to its branched chain, and thus provides a soft feeling when combing. Further, the branched-chain lipid is strongly bonded to hair protein, and thus, does not easily adhere to hands and has the continuity of effect in different way of other oily substances that provide an excessive oily feeling and have the reduced effect with time. And, in the case that a general hydrophilic moisturizing component is absorbed into hair, the hair may become damp and may not keep in shape according to external environmental conditions, however the branched-chain lipid according to the present invention is bonded to hair surface to form a moisturizing layer, and thus allows hair to maintain a preferable moisture content irrespective of external environmental conditions.

[18] A double-chain fatty add has a low melting point, but is vulnerable to oxidation, thereby resulting in weak stability of a raw material, however the branched-chain fatty add according to the present invention has a low melting point and is not subject to oxidation of a raw material, thereby resulting in excellent stability of a raw material and stable produdbility. And, the branched-chain fatty add is not bonded to hair surface with high density due to its branched chain, thereby resulting in low crystallization. Therefore, the branched-chain fatty add serves as a lubricant on hair surface, thereby improving hair feeling when combing.

[19] Preferably, the branched-chain lipid has 8 to 28 carbon atoms of a carbon backbone, and is an iso-fatty add or its derivative, or an anteiso-fatty add or its derivative to provide hair or skin surface with benefidal properties, and most preferably the branched-chain lipid is 18-methyleicosanoyl group or its derivative to provide benefidal properties, in particular, benefidal conditioning effects.

[20] The lipid having a functional group, preferably a branched-chain lipid having a functional group reacts with the damaged surface of hair, in which protein residue is exposed by damage of an outermost layer due to chemical hair treatment sirh as perm or dying and washing, so that the damaged hair surface is recovered to healthy natural hair semi-permanently.

[21] As a hair conditioning component used in a personal care composition according to the present invention, the lipid has a functional group capable of covalent bonding to protein residue of hair surface. That is, as disclosed in Korean Patent Laid-open Publication No. 10-2006-0035343, protein of hair or skin has a reactive residue such as thiol, hydroxyl, carboxyl or amine, and the protein residue forms a covalent bond to the functional group of the conditioning component.

[22] For example, the functional group of the conditioning component may be carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, sucinimide, hydroxysucinimidyl ester, imidazole, oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic add or methacrylic ester, disulfide, ketone or a functional group represented as RX (R is any one selected from the group consisting of alkyl, aryl, aralkyl, a cycle and a unsaturated cycle, and X is I, Br or Cl). An example of reaction between protein residue and polymer having the functional group is shown in reaction formulas 1 to 12 of Korean Patent Laid-open Publication No. 10-2006-0035343, and the publication is incorporated herein as a reference document.

[23] Preferably, the functional group capable of covalent bonding to protein residue of hair surface is suxinimide, hydroxysurinimidyl ester, maleimide, vinylsulfone, aldehyde, isocyanate or epoxide in aspect of easiness and stability of reaction, and more preferably, hydroxysudnimidyl ester, maleimide or a mixture thereof.

[24] That is, preferably the present invention is a branched-chain lipid having maleimide or hydroxysudnimidyl ester as a functional group. In the case that maleimide reacts with a thiol group of keratine, the reaction occurs properly in an aqueous solution of about pH 6 to 7 and normal temperature, and finishes within 10 to 60 minutes. In the case that the hydroxysudnimidyl ester reacts with an amine group of hair, the reaction oxurs properly in an aqueous solution of normal temperature and pH 7 to 11, preferably pH 9 in consideration of the damage degree of hair, and finishes within 10 to 60 minutes, and thus maleimide or hydroxysudnimidyl ester is preferable for application to a personal care product.

[25] Synthesis of a branched-chain lipid having an activated hydroxysudnimidyl ester group as a functional group may be obtained by reacting a branched-chain fatty add having a carboxyl group, N-hydroxysurinimide (NHS) and carbodiimide, for example l-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) as a catalyst. To obtain more stable hydroxysudnimidyl ester, dicyclohexyl carbodiimide (DCC), i.e. carbodiimide that is not soluble in water under non-aqueous conditions may be used. Synthesis of a branched-chain lipid having maleimide may be obtained by reacting a branched-chain fatty amine having an amine group, maleic anhydride and ammonia, in other words, a branched-chain lipid having a terminal replaced by maleimide is otained.

[26] As a result of evaluation of many benefidal effects and continuity of the effects, compounds of the following Chemical Figures 1 to 4 were preferable for a branched- chain lipid having a functional group according to the present invention.

[27] ChemistryFigure 1 [Chem.l]

[28] where R is methyl or ethyl, and n is an integer from 4 to 19; [29] ChemistryFigure 2 [Chem.2]

[30] where R is methyl or ethyl, and n is an integer from 4 to 19; [31] ChemistryFigure 3 [Chem.3]

[32] where R is methyl or ethyl, and n is an integer from 5 to 19; and [33] ChemistryFigure 4 [Chem.4]

[34] where R is methyl or ethyl, and n is an integer from 5 to 19.

[35] The compound of the Chemistry Figure 1 is an anteiso fatty add having N- hydroxysudnimide ester group as a functional group. The compound of the Chemistry Figure 2 is an anteiso fatty acid having a maleimide group as a functional group. The compound of the Chemistry Figure 3 is an iso fatty add having N- hydroxysudnimide ester group as a functional group. The compound of the Chemistry Figure 4 is an iso fatty add having a maleimide group as a functional group.

[36] The conditioning component of the present invention that is bonded to hair or skin is not removed from hair or skin when general washing using shampoo, a detergent or soap, but is adhered to hair or skin permanently.

[37] For additional effect, a reactive personal care product for hair according to the present invention may further comprise a fatty add sirh as a palmitic add or a stearic add, fatty alcohol, a cataionic surfactant sirh as long-chain alkyl quaternary ammonium chloride of straight chain and branched chain, a cationic polymer such as cationic cellulose, cationic guar or cationic polyvinylpyrrolidone, or silicon, so that a hair repair effect can be improved. And, for cosmetic product formulation, the reactive personal care product for hair according to the present invention may further comprise a solvent, a surfactant, a thickening agent, a stabilizer, an antiseptic, a stain, a pH controller, a sequestering agent, a pearlescent agent, an appearance enhancer, a pigment or powdery particles.

[38] The reactive personal care product according to the present invention comprises a branched-chain lipid component having a functional group and may be applied to all personal care products. For example, the personal care product may include all cosmetic products for hair and human body including a pre-shampoo product, shampoo, rinse treatment, wax, spray, mousse, hair lotion, essence, hair cream, permanent hair dye, temporary hair dye, and a perm solution.

[39] And, the present invention is based on a remarkable fact that a personal care product according to the present invention has a non-aqueous formulation. The reactive personal care product according to the present invention comprises a branched-chain lipid having a functional group, and the functional group may lose its active property in a non-aqueous solution. Therefore, it is preferable that the functional group maintains its active property in a non-aqueous formulation, and for pH control, the personal care product is mixed with a buffer solution immediately before use, and for reaction, the personal care product is contacted with water during washing. For example, the non-aqueous formulation may be a typical non-aqueous cosmetic formulation including sheet-type, powder-type, dose-type, oil, wax, ample or gel. [40] To improve the effect of the branched-chain lipid having a functional group, preferably the reactive personal care product according to the present invention uses, as a solvent, dibasic add esters sirh as dioctyl succinate, dioctyl adipate or diethyl sebacate, polyol, polyethylene glycol, propylene glycol, hexylene glycol, butanediol and their isomers, glycerol, benzyl alcohol, or ethoxydiglycol and its derivative. These exemplary solvents increase penetration into hair or skin and is used to dissolve a poorly soluble material. In particular, the materials of the above Chemistry Figures 1 to 4 are soluble in dibasic acid esters, ethoxydiglycol and their derivatives, and although the materials are liquidized, an active property of the functional group is maintained, and when hair is treated with the materials, an inherently hydrophobic property of hair is increased double. Specifically, to maintain an active property and increase hair repair of a branched-chain lipid having a functional group, most preferably the reactive personal care product according to the present invention uses diethyl sebacate, ethoxydiglycol or bis-ethoxydiglycol cyclohexane 1,4 dicarboxylate as a solvent.

Advantageous Effects

[41] A lipid having a functional group according to the present invention, preferably a branched-chain lipid having a functional group and a product comprising the same repair a bound lipid of hair or skin surface semi-permanently, and specially, recover the damaged surface to a surface having a hydrophobic property, similarly to property of healthy hair before damage. In particular, the present invention forms a soft coating layer on hair surface, which serves as a lubricant, using a branched-chain lipid, and thus can improve hair feeling when combing. And, on use of a personal care product according to the present invention, the functional group of the lipid is covalently bonded to protein residue of hair surface, thereby providing hair with continuous and good hair repair effect. Mode for the Invention

[42] Hereinafter, preferred embodiments of the present invention will be described in detail with reference to the accompanying drawings. The description proposed herein is just a preferable example for the purpose of illustrations only, not intended to limit the scope of the invention, so it should be understood that other equivalents and modifications could be made thereto without departing from the spirit and scope of the invention. The preferred embodiments of the present invention are provided to help persons having ordinary skills in the art understand the present invention more completely.

[43]

[44] <Examples 1 to 17>

[45] The compositions of the examples 1 to 17 shown in Table 1 were prepared svch that

10 weight% of powdery or liquid material was dissolved in 90 weight% of 50 mM phosphate buffered saline of pH 7 at 70 ⁰C.

[46] Table 1

[Table 1] [Table ]

[47] [48] <Comparative examples> [49] The compositions of the comparative examples 2 to 11 shown in Table 2 were prepared such that 10 weight% of powdery or liquid material was dissolved in 90 weight% of 50 mM phosphate buffered saline of pH 7 at 70 ⁰C, and the comparative example 1 used only 50 mM phosphate buffered saline of pH 7.

[50] Table 2 [Table 2] [Table ]

[51] [52] <Evaluation of moisture content> [53] The moisture content was evaluated on the compositions of the comparative examples 1 to 11 and the examples 1 to 17. For reaction, each hair tress of 20cm length and 1Og weight was soaked in the compositions of the comparative examples and the examples for 1 hour. Then, the hair tress was washed by flowing water of 30 ⁰C for 3 minutes. The hair tress was dried by towel, put in a constant- temperature and constant- humidity chamber of 25 ⁰C and relative humidity of 55% for 12 hours, and cut into pieces of lcm length, and a moisture content of 500mg of the cut hair tress was measured using a moisture analyzer of HR83-P model made by METLLER. The hair tress was heated at 50 ⁰C for 40 minutes, the weight of the hair tress was measured after 38 minutes, and a first moisture content was calculated using the measured weight as an indicator of an absorbed moisture amount of hair surface. The hair tress was heated at 180 ⁰C for 30 minutes, the weight of the hair tress was measured after 68 minutes, and a second moisture content was calculated using the measured weight as an indicator of a bound moisture amount in hair. First and second moisture ratios (%) were calculated using values of A, B and C through Math Figures 1 and 2, and the results were shown in Table 3. [54] MathFigure 1

[Math.l]

. . , / (First init ial weight A - First f inal weight B) \ _{i nn}

First moisture rat iorø = — . . . , -, — : X lOO v First ini tial weight A '

[55] MathFigure 2 [Math.2]

. .„., / (Second initial weight B - Second final weight C) \ ...

Second moisture ratiouj = ^ .. . . . ——r xlOO v Second initial weight B '

[56] Table 3

[Table 3] [Table ]

[57] As shown in Table 3, generally the compositions of the examples 1 to 17 oould provide higher moisturizing effect than the compositions of the comparative examples 1 to 11. This is because the comparative examples without covalent bonds are liable to removal of a moisturizing layer made of a lipid only, but the examples with induced covalent bonds are inclined to maintain a moisturizing layer of strong bond. And, it was found that as the length of a lipid is more similar to 18-MEA, the moisturizing effect is higher.

[58] [59] <Evaluation of continuity of effect> [60] The continuity of effect by covalent bonds was evaluated on the compositions of the comparative examples 1 to 11 and the examples 1 to 17. The hair tress used in measuring the moisturizing effect was soaked in a sodiumlaurylsulfate solution for 3 minutes, rubbed by hands for 30 seconds making bubbles, washed by flowing water of 30 ⁰C for 3 minutes, dried by towel, and put into a constant- temperature and constant- humidity chamber of 25 ⁰C and relative humidity of 55% for 12 hours, and this simulated shampooing was repeated 7 times. Next, the hair tress was cut into pieces of lcm length, and a moisture content of 500mg of the cut hair tress was measured using a moisture analyzer of HR83-P model made by METLLER. The hair tress was heated at 50 ⁰C for 40 minutes, the weight of the hair tress was measured after 38 minutes, and a first moisture content was calculated using the measured weight as an indicator of an absorbed moisture amount of hair surface. The hair tress was heated at 180 ⁰C for 30 minutes, the weight of the hair tress was measured after 68 minutes, and a second moisture content was calculated using the measured weight as an indicator of a bound moisture amount in hair. First and second moisture ratios (%) after 7-time shampooing were calculated using values of A, B and C through Math Figures 1 and 2, and the results were shown in Table 4. [61] Table 4 [Table 4] [Table ]

[62] As shown in Table 4, after 7 -time shampooing, the compositions of the examples 1 to 17 could provide higher moisturizing effect than the compositions of the comparative examples 1 to 11. This is because the comparative examples without covalent bonds are liable to removal of a moisturizing layer made of only a lipid through 7 -time shampooing, but the examples with induced covalent bonds are inclined to maintain a moisturizing layer of strong bond. And, it was found that as the length of a lipid is more similar to 18-MEA, the moisturizing effect is higher in the same way of Table 3.

[63] [64] <Preparation of examples 'a' to V and comparative examples 'a' to T > [65] To prepare compositions of the examples 'a' to V and the comparative examples 'a' to T shown in the following Table 5, first, C12-14 pareth-3 and Oleth-15 as solubilizers and ethanol were put into 78 weight% of 5OmM phosphate buffered saline of pH 7.5, and dissolved transparently by heating at 75 ⁰C (A). A branched-chain lipid or a fatty add, quaternary ammonium chloride and a solvent were put into a separate container and heated at 75 ⁰C (B), and the prepared phosphate buffered saline solution (A) and the oily component (B) were mixed immediately before use and hair is treated with the mixture. [66] Table 5

[Table 5] [Table ]

[67] [68] <Evaluation of hair repair effect> [69] Each hair tress of European Dark Brown Hair obtained from De Meo Brothers Incorporated was prepared having 18cm length and 5g weight, washed by 2.5% sodium- laurylsulfate (SLES) solution, and damaged by bleaching. The bleaching was performed sirh that 4% of first 28% ammonia water, 8% monoethanolamine (MEA) solution and 17% of second 28% hydrogen peroxide solution were prepared and mixed together, and the washed hair tress was soaked in the mixture, washed by SLES solution after 30 minutes, and dried. The hair tress was treated with the compositions of the examples and comparative examples 5 times and shampooed 5 times, and a panel of 30 men and 30 women of twenties to forties evaluated a hair repair effect of the hair tress every shampooing. The hair repair effect was evaluated according to the following evaluation item and effect evaluation standard, and the results were shown in Table 6.

[70] Evaluation item: easiness of combing and hair repair in a dry state according to the number of shampooing. [71] Effect evaluation standard: very bad (1-2), bad (3-4), normal (5-6), good (7-8), very good (9-10) [72] Table 6

[Table 6] [Table ]

[73] As shown in Table 6, it was found that at the initial use, the hair repair effects of the examples 'a' to 'c', the examples 'd' to V and the comparative examples 'a' to T were similar to each other, however as the number of shampooing increases, the examples 'a' to 'c' with a specific reactive functional group showed higher satisfaction. That is, the examples 'a' to 'c' have excellent continuity of effect. This is because due to covalent bonds, the examples 'a' to 'c' repair hair surface with stronger bond than a conventional electrostatic bond. The examples 'd' and 'e' showed that diethyl sebacate and bis- ethoxydiglycol cyclohexane 1,4 dicarboxylate as preferable solvents according to the present specification provide better effect to hair than 1,3-BG and glycerine, and the examples T to V showed that N-hydroxysucinimidyl ester or maleimide provides larger hair repair effect than other functional groups. And, a fatty acid of straight chain or branched chain or a cationic lipid used in the comparative examples 'a' to 'e' has excellent hair repair at the initial use, but is liable to removal by reaction with water and a surfactant when shampooing, and thus as the number of shampooing increases, the hair repair effect is not maintained, but is remarkably reduced.

[74] [75] <Evaluation of surface hydrophobic property> [76] Each hair tress of European Dark Brown Hair obtained from De Meo Brothers Incorporated was prepared having 18 cm length and 5g weight, and damaged in the same way of evaluation of hair repair effect. The hair tress was fixed to a specially designed holder and surface-compressed, lOul drop was placed onto the hair surface, and a contact angle was measured using Kruss contact angle measuring system. For more precise measurement, 5 locations were measured and an average value of the locations was used as the results of the above Table 3. The formulation of the examples and the comparative examples was performed on the hair tress 5 times, a contact angle was measured, and after the hair tress was shampooed 5 times, a contact angle was measured again. The compared results between the two contact angles were shown in Table 7. [77] Table 7 [Table 7] [Table ]

[78] A normal hair before damage has a contact angle of about 110° and exhibits a hydrophobic property, however hair damaged by dyeing or perm has a low contact angle of 60°or less and exhibits a hydrophilic property. Therefore, a contact angle of hair may be an indicator for determining hair repair effect.

[79] As shown in Table 7, it was found through a contact angle immediately after treatment and a contact angle after 5-time shampooing that the examples 'a' to 'c' exhibit a hydrophobic property, and thus provide excellent hair repair effect and continuity of hair repair effect. Although the example 'd' exhibits a hydrophobic property immediately after treatment, the used 1,3-BG has lower hair penetration and solvent performance than the examples 'a' to 'c', and thus a covalently bonded lipid portion is small, and as a result, the hair repair effect is not sufficiently maintained until the end of 5-time shampooing. A functional group used in the example 'f has lower reactivity under normal temperature conditions than N-hydroxy surinimidyl ester or maleimide, and thus provides lower hair repair effect. The comparative examples 'b', 'c' and 'e' without functional groups are liable to separate from hair surface than the examples 'a' to 'c' comprising a lipid having a functional group, and thus provide lower hair repair effect immediately after treatment and continuity of hair repair effect.

[80] As such, the preferred embodiments of the present invention are described in detail with reference to the accompanying drawings. However, it should be understood that the detailed description and specific examples, while indicating preferred embodiments of the invention, are given by way of illustration only, since various changes and modifications within the spirit and scope of the invention will become apparent to those skilled in the art from this detailed description. [81]

Claims

[1] A lipid having a functional group capable of covalent bonding with protein residue of hair or skin surface.

[2] The lipid having a functional group aαjording to claim 1, wherein the lipid is at least one selected from the group consisting of ceramide, cholesterol, a fatty acid having a carbon chain of 6 to 22 carbon atoms and a fatty alcohol having a carbon chain of 6 to 22 carbon atoms.

[3] The lipid having a functional group aαjording to claim 1, wherein the lipid is a stearic acid, a palmitic acid or a mixture thereof.

[4] The lipid having a functional group aαjording to claim 1, wherein the lipid is a branched-chain lipid that has 8 to 28 carbon atoms and is an iso-fatty acid or its derivative, or an anteiso-fatty acid or its derivative.

[5] The lipid having a functional group aαjording to claim 4, wherein the branched-chain lipid is 18-methyleicosanoyl group or its derivative.

[6] The lipid having a functional group aαjording to claim 1, wherein the protein residue of hair or skin surface is at least one selected from the group consisting of thiol, hydroxyl, carboxyl and amine.

[7] The lipid having a functional group aαjording to claim 1, wherein the functional group capable of covalent bonding with protein residue of hair or skin surface is at least one selected from the group consisting of carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, sudnimide, hydroxysvc- dnimidyl ester, imidazole, oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic ester, disulfide, ketone and a functional group represented as RX (R is any one selected from the group consisting of alkyl, aryl, aralkyl, a cycle and a unsaturated cycle, and X is I, Br or Cl).

[8] The lipid having a functional group aαjording to claim 7, wherein the functional group capable of covalent bonding with protein residue of hair or skin surface is at least one selected from the group consisting of su-cinimide, hydroxysudnimidyl ester, maleimide, vinylsulfone, aldehyde, isocyanate and epoxide.

[9] The lipid having a functional group aαjording to claim 7, wherein the functional group capable of covalent bonding with protein residue of hair or skin surface is hydroxysudnimidyl ester or maleimide.

[10] The lipid having a functional group aαjording to claim 1, wherein the lipid having the functional group is at least one of the following

Chemistry Figures 1 to 4:

CH₃

where R is methyl or ethyl, and n is an integer from 4 to 19; <Chemistry Figure 2>

where R is methyl or ethyl, and n is an integer from 4 to 19; <Chemistry Figure 3>

where R is methyl or ethyl, and n is an integer from 5 to 19; and <Chemistry Figure 4>

where R is methyl or ethyl, and n is an integer from 5 to 19.

[11] A personal care composition for skin or hair, comprising a lipid having a functional group defined in any one of claims 1 to 10.

[12] A personal care prodirt, comprising: a lipid having a functional group defined in any one of claims 1 to 10; and a solvent which is at least one selected from the group consisting of dibasic acid esters that are at least one selected from the group consisting of dioctyl surinate, dioctyl adipate and diethyl sebacate; polyethylene glycol; propylene glycol; hexylene glycol; butanediol; glycerol; ethoxydiglycol; bis-ethoxydiglycol cyclohexane 1,4-dicarboxylate; and benzyl alcohol.

[13] The personal care product according to claim 12, wherein the solvent is at least one selected from the group consisting of dibasic acid esters that are at least one selected from the group consisting of dioctyl sudnate, dioctyl adipate and diethyl sebacate; ethoxydiglycol; and bis- ethoxydiglycol cyclohexane 1,4-dicarboxylate.

[14] A method for treating hair or skin, which is treating a lipid having a functional group defined in any one of claims 1 to 10 to hair or skin.

[15] A product for treating fiber or clothing, comprising a lipid having a functional group defined in any one of claims 1 to 10.