KR20180003870A - Cosmetic compositions for moisturizing - Google Patents

Abstract

The present invention relates to a cosmetic composition for moisturizing. The cosmetic composition for moisturizing according to the present invention contains a moisturizing component having a specific functional group which enables a covalent bond with protein residues of the surface of the skin or hairs, thereby forming a covalent bond without damage of the skin or hairs and providing a desired moisturizing effect semipermanently.

Description

[0001] Cosmetic compositions for moisturizing [

The present invention relates to a reactive moisturizing component and a cosmetic composition for moisturizing to which a functional group binding to a protein is bound.

Contemporary cosmetics express various effects such as moisturizing, wrinkle improvement, elasticity enhancement, and skin regeneration. Among them, moisturizing is the most basic efficacy of cosmetics. Moisturizing is to protect the moisture from escaping. After cleansing, we supplement the water with cosmetics to prevent evaporation of moisture and to avoid drying.

In general, when the moisture content of the skin or hair falls, it becomes dry and rough, and if it is severe, it may crack or itchy. However, when moisturizing the skin or hair, it is possible to prevent damage caused by drying and protect the skin or hair by preventing direct exposure of the skin or hair to external contaminants by a thin lipid membrane on the surface of the skin or hair. In addition, when the skin or hair is moistened, it looks soft and vivid, and in the case of the skin, some of the fine wrinkles may be hidden, and the pore may be seen to be small.

Accordingly, cosmetic formulations contain various kinds of moisturizing agents. Common characteristics of these agents are that when they are mixed with water, they are bonded to the stratum corneum of skin or hair through hydrogen bonding to maintain moisture content have.

When these moisturizers are classified according to function, there is a humectant having a function similar to a natural moisturizing factor. It is a substance with strong affinity to water and functions to attract moisture around it and to retain moisture. Glycerin, propylene glycol, pyrrolidonecarboxylic acid, sodium lactate, urea, and the like. They penetrate into the stratum corneum and tightly bind to the protein or lipid in the stratum corneum to inhibit water loss in the epidermis . However, in a dry environment, the wetting agent absorbs moisture from the skin or hair, making the skin or hair drier and thus less effective than the sealant.

A sealant having a function similar to that of sebum is an oily substance and forms a film that does not allow water to permeate the surface of the skin or hair, and thus plays a role similar to that of a living body. Therefore, when the skin or hair is pre-moisturized through cleansing or hair-washing, the supplied moisture can be retained for a long time and thus be more effective. The ingredients used as such sealants are typically mineral oils, vaseline, lanolin, jojoba oil, olive oil, lipid mixtures, and various other oil components. However, some sealants are sticky and greasy and can be inconvenient to use.

Recently, the importance of intercellular lipids in the stratum corneum has been emphasized, and researches and commercialization of moisturizing ingredients containing ceramides have been progressing. Particularly, it is known that when mixed with ceramide, cholesterol, and fatty acid at an appropriate ratio and applied to skin or hair, damaged skin or hair is recovered and also has a moisturizing function.

In addition, many researches on the enhancement of moisturizing effect through structure such as emulsion or lamellar layer structure have been carried out. In fact, moisturizing agent of W / O formulation is more effective than O / W type moisturizing agent, Because of this feeling, many O / W moisturizing products are sold.

Common raw materials used for formulating such moisturizing cosmetics include oily raw materials such as oils, waxes, hydrocarbons, higher fatty acids, higher alcohols, ester oils and silicone oils, anions, cations, amphoteric and nonionic surfactants, Antioxidants, metal ion sequestrants, coloring materials including dyes and pigments, fragrances, preservatives, and the like can be given as examples of the antioxidants.

However, these raw materials provide only a short-term effect until the next cleaning after applying cosmetics to the skin or hair, but there is always the hassle of reprocessing after cleaning. In order to improve the above disadvantages, various mechanisms such as lipids, ceramides, surfactants, minerals imparting skin or hair affinity, and techniques for enhancing skin or hair permeability, which have affinity with the surface of skin or hair, There is a method of retaining or invading the component, but there is a limit in that the amount remaining in the skin or hair is only a small amount and its effect is also temporarily maintained. Recently, bioconjugation methods have been introduced to chemically modify cosmetic materials or skin or hair surfaces. If the outermost layer of the skin or hair is modified to give a cosmetic effect by the same method as the present invention, the cosmetic effect can be maintained semi-permanently until desquamation occurs and the skin can be easily removed by peeling if necessary have.

Recently, a method has been proposed in which the skin or hair is modified with alkoxysilane introduced with amine group in L'Oreal to rapidly obtain the artificial tanning effect of dihydroxyacetone (DHA) (Patent Document 1), however, since alkoxysilane has good MSDS Toxicity is classified into 3 classes and it is difficult to apply it to a practical product. Dupont (Patent Document 2) and Rose et. al. (Patent Document 3) suggests a method of modifying the skin or hair, but the technique of applying the bioconjugation method to cosmetics is still in the early stage to the extent that there are not many examples yet.

A person skilled in the art has devised a method for modifying an amine group, a carboxy group, a cholol group, a hydroxyl group and the like on skin or hair proteins through prior studies. In particular, a method of directly modifying proteins existing in hair, skin or hair (Patent Document 4) using a polymeric carbodiimide (PCI) has been found and is being applied to a personal care application. The carbodiimide reaction can be minimized by the use of polymeric carbodiimide since acylurea is formed and can be toxic to the human body. However, since there is not a wide variety of reaction promoters such as PCI that can apply the reaction to skin or hair, bioconjugation method is generally applied to the human body as a reaction mediator that can remain in the skin or hair for a long time, Is required.

U.S. Published Patent Application No. 2010-516546 U.S. Published Patent Application No. 2011-0274639 U.S. Published Patent Application No. 2006-0233729 Korean Patent Publication No. 2008-0064467

It is an object of the present invention to provide a moisturizing cosmetic composition which can continuously impart a semi-permanent moisturizing effect to skin or hair without damaging it.

As means for solving the above problems, the present invention relates to an aminium compound; And a moisturizing component.

As another means for solving the above problems, the present invention provides a moisturizing cosmetic composition further comprising a peptide binding-promoting additive in the composition.

The moisturizing cosmetic composition according to the present invention contains a reactive moisturizing component and / or an aminium-based compound into which a specific functional group capable of covalent bonding with the protein residues on the skin or hair surface is introduced to form a covalent bond without damaging the skin or hair Provides a semi-permanent moisturizing effect. It also provides an effective moisturizing effect, including peptide binding-promoting additives.

FIG. 1 is a graph showing the degree of skin moisturizing improvement after use of Comparative Example 1 and Example 1 compared with the values measured using a Corneometer® before use.

The present invention relates to a cosmetic composition for moisturizing comprising an aminium compound and a moisturizing component.

The moisturizing cosmetic composition according to the present invention can be prepared by, for example, reacting an aminium compound with a known moisturizing component to form a covalent bond with a protein on the surface of the skin or hair through a reactive moisturizing component bound with aminium, Can be maximized.

The aminium 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 moisturizing effect is hardly exhibited. When the amount exceeds 10 parts by weight, an aminium compound which is excessively present at a reaction site existing on the surface of the skin or hair does not react with skin or hair , There is a problem that it can act as a component to be lost, which does not help to improve persistence.

In the present invention, the term 'moisturizing effect' means that moisture is prevented from escaping from the skin or hair to prevent damages caused by dryness of the skin and appear to be alive. Further, it means that the fine wrinkles are hidden and the pores are small.

The moisturizing component used in the present invention may include, but is not limited to, extracts derived from natural products such as plants, plants and minerals, amino acids, peptides, proteins, saccharides, vitamins and the like, . Examples of the solvent include glycerin, propylene glycol, dipropylene glycol, caprylyl glycol, diglycerol, methylglucose, ethoxydiglycol, glycerol, propanediol, diethoxydiglycolpyrrolidone But are not limited to, carboxylic acid, sodium lactate, sodium PCA, mineral oil, vaseline, lanolin, jojoba oil, olive oil, glycotinic acid, phospholipid, lipid mixture, isononylisononanoate, betaine, carboxymethyl But are not limited to, chitin, ceramide, glycosaminoglycan, alpha-glucan, hyaluronic acid, hydrolized hyaluronic acid, betaine, chitosan, chitosan succinamide, vitamin E (tocopherol), urea, hydroxyethylurea, Glucosamine, acetylglucosamine, glucose, mannose, rhamnoose, fucose, fructose, galactose, xylose, ricose, arabinose, glucuronic acid, galacturonic acid, Sodium chondroitin sulphate, chondroitin-4-sulfate, atelocollagen, beta glucan, PEG, pyridoxine tris-hexyldecanoate, galactosamine, galactosamine, acetylgalactosamine, gamma PGA, xylitol, pentaerythrityl tetraisostearate, Polyglycerin-3 crosspolymer, sodium hyaluronate, bis-phage-18 methyl ether dimethylsilane, bis (trimethylsilyl) amide, bis - ethoxydiglycol stearate, lecithin, ascorbyl tetraisopalmitate, hydrogenated starch hydrolyzate, 1,2-hexanediol, mannitol, arginine, serine, sucrose, PCA, citrulline, glycerol Kogen, histidine HCI, EL, alanine, threonine, glutamic acid, lysine HCI, phosphate buffered cellulain, creatine, But are not limited to, isostearate, cholesteryl chloride, cholesteryl nanoate, Bacillus thuringiensis, sodium dirauramidoglutamate dicarboxylate, maltodextrin, polyquaternium-39, cholecalciferol phage-12 ether, Isomerate, sorbitol and derivatives thereof, but is not limited thereto.

The moisturizing 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 total cosmetic composition. When the content is less than 0.001, the effect is insufficient and there is a limit. When the content is more than 50 parts by weight, there is a problem in formulation and stabilization.

Particularly, in the present invention, the moisturizing component can increase the reaction efficiency with the aminium compound by containing a carboxyl group or an amine group in the molecule.

In addition, in the present invention, the moisturizing component may be one having a functional group capable of covalent bonding with protein residues on the skin or 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, But are not limited to, hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, succinimide, Selected from the group consisting of imidazole, oxycarbonyl imidazole, imine, thiol, maleimide, vinyl sulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide, ketone, carboxylic acid and phosphate It may be more than one, but it is not limited anymore.

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

The aminium compound may be a compound represented by the following general formula (1), (2) or (3)

[Chemical Formula 1]

In Formula 1,

R ₁ represents a water-soluble nonionic polymer, a polymer resin in bead or resin form, or a silica bead,

R ₂ is a group selected from triazole, triazolopyridine, benzotriazole, benzotriazolyl, triazine, triazinyl, benzotriazine, benzotriazinyl, azabenzotriazine, azabenzotriazinyl, azabenzotriazole, Triazolyl, pentafluorophenyl, pentafluorothiophenyl, nitrophenyl, oxopyridyl, azabenzotriazole, succinimido, dicyanomethylideneamino, cyanoethoxycarbonylmethyleneamino, norbornenedicarboximido, ≪ RTI ID = 0.0 > phthalimido, < / RTI > and oxypyrrolidine,

R ₃ to R ₆ are each the same or different and are alkyl or heterocycloalkyl,

X is oxygen, sulfur or a void form directly attached between R ₂ and aminium.

 (2)

In Formula 2,

R ₁ represents a water-soluble nonionic polymer, a polymer resin in bead or resin form, or a silica bead,

R ₂ is a group selected from triazole, triazolopyridine, benzotriazole, benzotriazolyl, triazine, triazinyl, benzotriazine, benzotriazinyl, azabenzotriazine, azabenzotriazinyl, azabenzotriazole, Triazolyl, pentafluorophenyl, pentafluorothiophenyl, nitrophenyl, oxopyridyl, azabenzotriazole, succinimido, dicyanomethylideneamino, cyanoethoxycarbonylmethyleneamino, norbornenedicarboximido, ≪ RTI ID = 0.0 > phthalimido, < / RTI > and oxypyrrolidine,

R ₃ and R ₄ are each the same or different and are alkyl or heterocycloalkyl,

X is oxygen, sulfur or a void form directly attached between R ₂ and ammonium,

X ₁ is oxygen or sulfur;

(3)

In Formula 3,

R ₁ represents a water-soluble nonionic polymer, a polymer resin in bead or resin form, or a silica bead,

R ₂ is a group selected from triazole, triazolopyridine, benzotriazole, benzotriazolyl, triazine, triazinyl, benzotriazine, benzotriazinyl, azabenzotriazine, azabenzotriazinyl, azabenzotriazole, Triazolyl, pentafluorophenyl, pentafluorothiophenyl, nitrophenyl, oxopyridyl, azabenzotriazole, succinimido, dicyanomethylideneamino, cyanoethoxycarbonylmethyleneamino, norbornenedicarboximido, ≪ RTI ID = 0.0 > phthalimido, < / RTI > and oxypyrrolidine,

R ₃ to R ₅ are each the same or different and are alkyl or heterocycloalkyl,

X is oxygen, sulfur or a void form directly attached between R ₂ and ammonium,

X ₁ is oxygen or sulfur.

The alkyl may have 1 to 10 carbon atoms and preferably 3 or less carbon atoms.

The R ₃ to R ₆ may have a symmetrical structure or a symmetric structure.

In particular, when R ₃ to R ₆ are a symmetrical structure, R ₃ and R _4, R ₅ and R ₆ are cycloalkyl having 4 to 8 carbon atoms connected to each other, or R ₃ and R ₆ are each methyl or ethyl R ₄ , R ₅ may be a cycloalkyl having 4 to 8 carbon atoms linked to each other, and the cycloalkyl may be a bispyrrolidino group, a bispiperidino group, an imidazolium group or a pyrimidinium group.

When R ₃ to R ₆ have an asymmetric structure, they may be compounds represented by Formula 2 or Formula 3.

The water-soluble nonionic polymer preferably has a weight average molecular weight of 1,000 Da or more and less than 300,000 Da. When the molecular weight is 300,000 Da or more, the proportion of the aminium compound that induces covalent bonding is too small to exhibit its efficacy.

The water-soluble nonionic polymer may specifically be selected from the group consisting of polyethylene glycol, polyvinyl alcohol, polyethylene oxide, polyacrylonitrile, polyvinylpyrrolidone, polyisopropylacrylamide, cellulose derivatives, starch derivatives, dextran and guar gum And at least one polymer selected from the group consisting of

The bead or resin type polymer preferably has a weight average molecular weight of 1,000 Da or more and less than 300,000 Da. When the molecular weight is more than 300,000 Da, the proportion of the aminium compound that induces covalent bond is too small to exhibit the efficacy.

The bead-shaped or resin-type polymer resin may specifically include a resin such as styrene, ethylene, butadiene, acrylonitrile, methylstyrene, terephthalate, ethylene chloride, ether ketone, etherimide, ether sulfone, phthalamide, phenylene ether, , Phenylene sulfide, sulfone, urethane, vinylidene fluoride, and tetrafluoroethylene.

The polymer beads preferably have an average particle diameter of 100 nm to 1 mm, preferably 100 nm to 100 μm, more preferably 1 μm to 100 μm, most preferably 1 μm to 70 μm . If the diameter of the polymer beads is less than 100 nm, safety problems may occur on the surface of the skin or hair. If the diameter of the polymer beads is larger than 1 mm, there is a problem in formulation and stabilization.

The silica beads preferably have an average particle diameter of 100 nm to 1 mm, preferably 100 nm to 100 μm, more preferably 1 μm to 100 μm, most preferably 1 μm to 70 μm . If the diameter of the silica beads is less than 100 nm, safety problems may occur on the surface of the skin or hair. If the diameter of the silica beads is larger than 1 mm, there is a problem in formulation and stabilization.

In a preferred embodiment of the cosmetic composition for moisturizing the skin or hair according to the present invention, a moisturizing ingredient having a carboxyl group is directly made into a form of a reactive ester moisturizing component having a bioreactivity, or an excessive amount of a skin keratin (15.5 to 23.5% It is possible to reactively esterify amino acids (ex, aspartic acid, glutamic acid) to form a form in which a skin moisturizing component including an amine group can be targeted, thereby increasing the reaction efficiency, and the effect can be significantly increased. In a more preferred embodiment, the moisturizing molecule having a carboxyl group first reacts with the protein surface of the skin to first react with the polymeric aminium compound of the formula (1) to form a reactive ester, and the moisturizing Component, or by reacting with the amine on the surface of the skin, an excellent moisturizing effect can be obtained.

In the following Reaction Scheme 1, a hydration component having a carboxyl group is firstly reacted with an aminium compound to form a reactive ester, followed by reaction with an amino acid having an amine residue to form a covalent bond.

 [Reaction Scheme 1]

Aspartic acid and glutamic acid, which are biogenic amino acids, reacted with an aminium compound in a primary reaction to form a reactive ester, and then reacted with a moisturizing component having an amine residue to form a covalent bond.

In the following Reaction Scheme 2, asparaginic acid and glutamic acid having carboxyl groups on the surface of protein of skin are firstly reacted with an aminium compound to form a reactive ester and then react with a moisturizing component having an amine residue to form a covalent bond Respectively.

 [Reaction Scheme 2]

Using the aminium compound, the moisturizing component adhered to the skin or hair by the protein and peptide bond can be kept semi-permanently attached to the surface of the skin or hair without being removed from the skin by a cleaning method such as a soap and a cleanser.

The aminium compound increases the reaction efficiency between the protein and the moisturizing component of the skin or the hair, and the reactive moisturizing component bound to the skin or hair does not come off well during the general washing due to the soap and is almost permanently attached to the human body .

The present invention also relates to a cosmetic composition comprising a moisturizing component and at least one member selected from the group consisting of carbodiimide, imidoesters, aryl azides, diazylenes, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, But are not limited to, hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, succinimide, Selected from the group consisting of imidazole, oxycarbonyl imidazole, imine, thiol, maleimide, vinyl sulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide, ketone, carboxylic acid and phosphate A reactive moisturizing component having a functional group covalently bonded to at least one protein It can hamhal.

For example, as shown in Reaction Scheme 1, an aminium-based compound produced by a primary reaction of an aminium-based compound may be combined with a moisturizing component. In addition, the present invention may include a moisturizing cosmetic composition containing the above-mentioned reactive moisturizing component.

In the cosmetic composition for moisturizing according to the present invention, it is preferable that at least one compound selected from the group consisting of hydroxysuccinimide, hydroxycarboximide, hydroxytriazole, hydroxybenzotriazole, hydroxypyridinone, hydroxyphenylbenzimidazole, hydroxyindolinone, At least one peptide bond formation reaction promoter selected from the group consisting of hydroxybenzotriazine and oximame. The peptide bond formation reaction promoting additive may be used in an amount of 0.0001 to 10 parts by weight based on 100 parts by weight of the total composition. Preferably 0.001 to 1 part by weight, more preferably 0.001 to 0.1 part by weight. Even if 10 parts by weight or more is used, the rate of the chemical reaction is saturated, so that the product is not economical and does not contribute to the stability of the product. When used below 0.0001, little or no help is given to reactivity.

In order to further enhance the effect of the cosmetic composition for moisturizing according to the present invention, fatty acids such as palmitic acid and stearic acid, fatty alcohols, long-chain alkyl quaternary ammonium salts of straight chain and branched chain, etc. The cationic surfactant, the cationic cellulose, the cationic guar, the cationic polymer such as cationized polyvinylpyrrolidone, or the like, silicone, etc., can be used easily. In order to formulate the composition into a cosmetic preparation, it is also possible to formulate cosmetics such as a solvent, a surfactant, a thickener, a stabilizer, a preservative, a colorant, a pH adjuster, a metal ion sequestrant, a pearlizing agent, an appearance improver, an emollient, Components may be incidentally included. The ingredients for the formulation may be used in an amount of 40 to 99 parts by weight or 60 to 99 parts by weight based on 100 parts by weight of the total composition.

The cosmetic composition for moisturizing according to the present invention can be used for the formulation of a moisturizing cosmetic composition containing a component having a moisturizing function having a functional group. Examples of application of the hair product include a shampoo composition, a shampoo, a rinse, a treatment, a wax, a gel, a spray, a mousse, a hair lotion, a hair pack, a hair essence, a hair cream, a research hair dye, Non-woven fabric, sheet, and the like. Application examples of the skin product generally include basic cosmetics (lotion, serum, essence, lotion, cream, etc.) for arranging and protecting skin, color cosmetics (makeup base, foundation, powder, Cleansing lotion, cleansing cream, cleansing gel, pack, cosmetics, etc.), makeup for hand and toenails (manicure, nutrient, Mask, soap, cleansing tissue, etc.), sun care cosmetics, body cosmetics (body lotion, shower gel, body cream, body oil, etc.).

More preferably, the cosmetic composition for moisturizing according to the present invention contains an aminium compound and at the same time a moisturizing component having a reactive functional group. When the activity of the above-mentioned preparation is lowered in a water-based form, It may be easier to maintain, and may be mixed with a buffer for pH control just before 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 aminium compound and the moisturizing component can be formulated into a single form of encapsulated form or a two-form form of each separately form. Also, a method of blocking a derivative in which a functional group having a reactivity and a component having a moisturizing function are combined through encapsulation from moisture can also be used.

In order to enhance the moisturizing effect of the cosmetic composition for moisturizing according to the present invention, it is preferable to add 2-basic acid esters such as dioctylsuccinate, dioctyl adipate and diethyl sebacate, polyol, polyethylene glycol, propylene glycol, Silane glycols, butanediol and their isomers, glycerol, benzyl alcohol, ethoxydiglycol and derivatives thereof. The above-mentioned solvents increase the permeability of hair or skin and are used as a solvent of a poorly soluble substance. More preferably, the solvent used for increasing the activity maintaining effect of the moisturizing component having a functional group includes 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 and Comparative Example  1: O / W oil painting ( 100 g ) Preparation of Essence of Formulation

The essence of the O / W emulsified formulation was prepared by the composition and contents shown in Table 1 below.

The raw materials 8 to 16 were weighed, heated to 60 ° C, homogeneously mixed for 3 minutes at 1500 rpm using a homomixer, and then melted by heating at 60 ° C or higher in advance. Flavor 17 was added and mixed at 5000 rpm for 5 minutes using a homomixer. Finally, the aminium compound Polystyrene supported O- (Benzotriazol-1-yl) -N, N, N ', N'-tetramethyluronium (PS- TBTU) 1, NHS (Nhydroxysuccinimide) After adding glucosamine 3 as a moisturizing ingredient, the mixture was further mixed at 5,000 rpm for 5 minutes and defoamed, filtered and cooled to complete the formulation.

The PS-TBTU is a polymer resin having a weight average molecular weight of 200,000 Da, wherein R ₁ is represented by the following formula (4) (m + n + x + y: z = 99: 1) ; R ₂ is benzotriazole-yl, R ₃ to R ₆ are methyl groups, and X is an oxygen atom. The z is a crosslinker that is not attached to a specific site and connects the polymers in a random manner, and Tetrahedron Letters 41 (2000) 2463-2466 and / or Chem. Rev. 2011, 111, 6557-6602.

[Chemical Formula 4]

No. Raw material (% by weight) Comparative Example 1 Example 1 One PS-TBTU - 0.1 2 NHS 0.01 0.01 3 Glucosamine 2 2 4 Dimethicone 4 4 5 Pentaerythritol tetrahexyl hexanoate 3 3 6 Hydrogenated polydecene One One 7 Methyl glucose sesquistearate 0.3 0.3 8 Sorbitol 3 3 9 Dipropylene glycol 7 7 10 Butylene glycol One One 11 glycerin 7 7 12 Bis-phage-18 methyl ether dimethylsilane 2 2 13 antiseptic One One 14 Anti-inflammatory agent 2 2 15 Hydroxyethyl cellulose 0.4 0.4 16 Purified water To 100 To 100 17 Beauty 0.1 0.1

Experimental Example  One

Glucosamine was attached to the skin by bioconjugation using PS-TBTU and its efficacy was confirmed.

The O / W emulsifier type essences of Example 1 and Comparative Example 1 were respectively prepared and applied to 7 subjects to confirm the moisture content of the skin. For the use of the essence, the amount of water on the facial skin was measured using a Corneometer® (Courage + Khazaka Electronic GmbH) three times before the use of the essence, one week after use, and two weeks after use after cleansing with a cleanser before use.

The results of the experiments of Examples 1 to 1 (FIG. 1) and the case of Example 1 containing an aminium compound were superior to those of Comparative Example 1, which is not the case. Glucosamine as well as various moisturizing agents are also expected to remain in the skin or hair for a long period of time through covalent bonding to the protein residues of the skin or hair for a long time.

Claims (17)

A cosmetic composition for moisturizing comprising an aminium compound and a moisturizing component.
The method according to claim 1,
Wherein the aminium compound is a compound represented by the following formula (1), (2) or (3):
[Chemical Formula 1]

R ₁ represents a water-soluble nonionic polymer, a polymer resin in bead or resin form, or a silica bead,
R ₂ is a group selected from triazole, triazolopyridine, benzotriazole, benzotriazolyl, triazine, triazinyl, benzotriazine, benzotriazinyl, azabenzotriazine, azabenzotriazinyl, azabenzotriazole, Triazolyl, pentafluorophenyl, pentafluorothiophenyl, nitrophenyl, oxopyridyl, azabenzotriazole, succinimido, dicyanomethylideneamino, cyanoethoxycarbonylmethyleneamino, norbornenedicarboximido, ≪ RTI ID = 0.0 > phthalimido, < / RTI > and oxypyrrolidine,
R ₃ to R ₆ are each the same or different and are alkyl or heterocycloalkyl,
X is oxygen, sulfur or a void form directly attached between R ₂ and aminium.
(2)

In Formula 2,
R ₁ represents a water-soluble nonionic polymer, a polymer resin in bead or resin form, or a silica bead,
R ₂ is a group selected from triazole, triazolopyridine, benzotriazole, benzotriazolyl, triazine, triazinyl, benzotriazine, benzotriazinyl, azabenzotriazine, azabenzotriazinyl, azabenzotriazole, Triazolyl, pentafluorophenyl, pentafluorothiophenyl, nitrophenyl, oxopyridyl, azabenzotriazole, succinimido, dicyanomethylideneamino, cyanoethoxycarbonylmethyleneamino, norbornenedicarboximido, ≪ RTI ID = 0.0 > phthalimido, < / RTI > and oxypyrrolidine,
R ₃ and R ₄ are each the same or different and are alkyl or heterocycloalkyl,
X is oxygen, sulfur or a void form directly attached between R ₂ and ammonium,
X ₁ is oxygen or sulfur;
(3)

In Formula 3,
R ₁ represents a water-soluble nonionic polymer, a polymer resin in bead or resin form, or a silica bead,
R ₂ is a group selected from triazole, triazolopyridine, benzotriazole, benzotriazolyl, triazine, triazinyl, benzotriazine, benzotriazinyl, azabenzotriazine, azabenzotriazinyl, azabenzotriazole, Triazolyl, pentafluorophenyl, pentafluorothiophenyl, nitrophenyl, oxopyridyl, azabenzotriazole, succinimido, dicyanomethylideneamino, cyanoethoxycarbonylmethyleneamino, norbornenedicarboximido, ≪ RTI ID = 0.0 > phthalimido, < / RTI > and oxypyrrolidine,
R ₃ to R ₅ are each the same or different and are alkyl or heterocycloalkyl,
X is oxygen, sulfur or a void form directly attached between R ₂ and ammonium,
X ₁ is oxygen or sulfur.
3. The method of claim 2,
Wherein the water-soluble nonionic polymer has a weight average molecular weight of 1,000 Da or more and less than 300,000 Da.
3. The method of claim 2,
The water-soluble nonionic polymer may be at least one selected from the group consisting of polyethylene glycol, polyvinyl alcohol, polyethylene oxide, polyacrylonitrile, polyvinylpyrrolidone, polyisopropylacrylamide, cellulose derivatives, starch derivatives, dextran, Lt; RTI ID = 0.0 > 1, < / RTI >
3. The method of claim 2,
Wherein the bead-shaped or resin-type polymer resin has a weight average molecular weight of 1,000 Da or more and less than 300,000 Da.
3. The method of claim 2,
The bead or resin type polymer resin may be selected from the group consisting of styrene, ethylene, butadiene, acrylonitrile, methylstyrene, terephthalate, ethylene chloride, ether ketone, etherimide, ether sulfone, phthalamide, phenylene ether, Wherein the polymer is a polymer polymerized with monomers selected from the group consisting of cyanuric chloride, cyanuric chloride, rhenium sulfide, sulphone, urethane, vinylidene fluoride and tetrafluoroethylene.
3. The method of claim 2,
Wherein the silica beads have an average particle diameter of 100 nm to 1 mm.
The method according to claim 1,
Wherein the aminium 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,
Wherein the moisturizing component comprises a carboxyl group or an amine group in the molecule.
The method according to claim 1,
The moisturizing component may be at least one selected from the group consisting of glycerin, propylene glycol, dipropylene glycol, capryllyl glycol, diglycerol, methylglucose, ethoxydiglycol, glycerol, propanediol, diethoxydiglycolpyrrolidone But are not limited to, carboxylic acid, sodium lactate, sodium PCA, mineral oil, vaseline, lanolin, jojoba oil, olive oil, glycotinic acid, phospholipid, lipid mixture, isononylisononanoate, betaine, carboxymethyl But are not limited to, chitin, ceramide, glycosaminoglycan, alpha-glucan, hyaluronic acid, hydrolized hyaluronic acid, betaine, chitosan, chitosan succinamide, vitamin E (tocopherol), urea, hydroxyethylurea, Glucosamine, acetylglucosamine, glucose, mannose, rhamnoose, fucose, fructose, galactose, xylose, ricose, arabinose, glucuronic acid, galactose The present invention relates to a method for producing a cholesterol-containing cholesterol-containing cholesterol-containing cholesterol-containing cholesterol-containing cholesterol-containing cholesterol, cholesterol cholesterol, cholesterol, cholesterol, Sodium polygamma-glutamate, polyglutamic acid, glyceryl polyacrylate, galactoarabanane, polyglycerin-3 crosspolymer, sodium hyaluronate, bis-phage-18 methyl ether dimethyl Silane, bis-ethoxydiglycol stearate, lecithin, ascorbyl tetraisopalmitate, hydrogenated starch hydrolyzate, 1,2-hexanediol, mannitol, arginine, serine, sucrose, , Glycogen, histidine HCI EL, alanine, threonine, glutamic acid, lysine HCI, phosphate buffered cellulain, creatine, But are not limited to, stearyl monostearate, stearyl stearate, cholesteryl chloride, cholesteryl nanoate, Bacillus thuringiensis, sodium diureamidoglutamate, maltodextrin, polyquaternium-39, , Saccharide isomerate, sorbitol, and derivatives thereof.
The method according to claim 1,
Wherein the moisturizing component has a functional group capable of being covalently bonded to protein residues on the skin or hair surface.
12. The method of claim 11,
The functional groups covalently bonded to the protein include carbodiimide, imidoesters, aryl azides, diazylines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, alkoxy amines, But are not limited to, hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, succinimide, Selected from the group consisting of imidazole, oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide, ketone, carboxylic acid and phosphate At least one cosmetic composition for moisturizing.
The method according to claim 1,
Wherein the moisturizing component is 0.001 to 50 parts by weight based on 100 parts by weight of the total composition.
The method according to claim 1,
Wherein the composition further comprises a peptide bond formation reaction promoting additive.
15. The method of claim 14,
The peptide bond formation reaction promoting additive may be at least one selected from the group consisting of hydroxysuccinimide, hydroxycarboximide, hydroxytriazole, hydroxybenzotriazole, hydroxypyridinone, hydroxyphenylbenzimidazole, hydroxyindolinone, hydroxy At least one selected from the group consisting of benzotriazine and oximarine.
15. The method of claim 14,
Wherein the peptide bond formation reaction promoting additive is 0.0001 to 10 parts by weight based on 100 parts by weight of the total composition.
The method according to claim 1,
The aminium compound and the moisturizing component are formulated into a single preparation in an encapsulated form; Wherein the aminium compound and the moisturizing component are separated from each other.

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