KR102026810B1 - A preservative for skin external application, and a cosmetic composition and a pharmaceutical composition comprising the same - Google Patents

Abstract

The preservative for external application for skin according to the present invention has excellent antibacterial, antifungal and antiseptic properties without using conventional chemical preservatives, and rarely causes side effects on the skin. In addition, the crystals do not precipitate even when used in an aqueous formulation, and excellent in processability and preservation, so that they can be widely used in cosmetics, external skin medicines and external skin daily necessities.

Description

Preservative for skin external application, and a cosmetic composition and a pharmaceutical composition comprising the same}

The present invention relates to a preservative for external application for skin, and to a cosmetic composition and a pharmaceutical composition comprising the same, by the antimicrobial action can ensure a remarkably superior preservation compared to conventional preservatives, as toxic, skin irritation as in preservatives such as parabens The present invention relates to a preservative for external application for skin, and to a cosmetic composition and a pharmaceutical composition comprising the preservative.

Cosmetic compositions and pharmaceutical compositions for external application of the skin use a preservative for the purpose of improving the preservation power of the product because it can not avoid contamination by microorganisms during the manufacturing process and use. Widely used as such preservatives are preservatives such as parabens preservatives (sodium paraoxybenzoate), imidazolidinyl urea, phenoxyethanol. Although these preservatives have high antimicrobial properties and excellent preservation, they are often known to cause toxicity, skin irritation, allergies, and the like. Accordingly, preservatives for external preparations for skin have been developed without causing skin irritation, and there is a need for development of safe preservatives for external preparations for skin while still having excellent preservative power.

As part of this research, research on preservatives for external preparations for skin using diols known as antimicrobial activity has been conducted. Patent document 1 is a 2-phenoxy ethanol as a ternary antimicrobial composition which acts synergistically; And at least two different alkanediols selected from the group consisting of 1,2-decanediol, 1,2-octanediol, 1,2-hexanediol, and 1,2-pentanediol. However, the ternary mixture also has disadvantages such as causing toxicity, skin irritation, or allergies.

Patent document 2 discloses the antimicrobial composition for external application for skin containing the combination of the acetophenone derivative and alkanediol which are each conventionally known as an antimicrobial agent as an antimicrobial composition. However, the actual specification only shows synergistic antimicrobial effects on the combination of 4-hydroxyacetophenone as acetophenone derivative and 1,2-hexanediol as alkanediols. In addition, when the combination of 4-hydroxyacetophenone and 1,2-hexanediol is prepared as a solubilized formulation containing water as a main solvent, crystals are precipitated, which may limit the application of the solubilized formulation in the cosmetic field. .

Therefore, there is a need for continuous research on skin preservatives that are more effective and secured as well as not limited to application to solubilized formulations.

Republic of Korea Patent Publication 10-2013-0049729 (May 14, 2013) Republic of Korea Patent Publication 10-2013-0074983 (July 05, 2013)

The present invention has been made in order to solve the above problems, by including 1,3-butylene glycol, dipropylene glycol or a mixture thereof as diol in the capryl hydroxamic acid to secure antibacterial and antiseptic power and At the same time, an object of the present invention is to provide a preservative for external preparations for skin, and a cosmetic composition and a pharmaceutical composition comprising the same, in which crystals do not precipitate when used in an aqueous preparation and no side effects such as allergy occur on the skin.

The present invention relates to a preservative for external application for skin, and a cosmetic composition and a pharmaceutical composition comprising the same.

One aspect of the present invention relates to a preservative for external preparations for skin comprising dipropylene glycol in caprylhydroxamic acid of formula (1).

[Formula 1]

In the present invention, the preservative is 1,2-hexanediol (1,2-hexanediol), 1,2-pentanediol (1,2-pentanediol), 1,2-octanediol (1,2-octanediol), 1, One or a plurality of alkanediols selected from 2-decandiol (1,2-decanediol), 1,6-hexanediol, and 1,8-octanediol (1,8-octanediol) It may further include, in detail, may be any one or a plurality selected from 1,2-octanediol, 1,2-hexanediol and 1,2-pentanediol.

More specifically, the preservative may include caprylhydroxamic acid, 1,2-hexanediol and dipropylene glycol, wherein the preservative is caprylhydroxamic acid 1 to 50 based on 100 parts by weight of dipropylene glycol. It may include parts by weight and 10 to 150 parts by weight of 1,2-hexanediol.

Another aspect of the present invention relates to a cosmetic composition comprising the preservative for external application for skin, wherein the cosmetic composition may include 0.01 to 20% by weight of preservative for external application of skin, emulsion, cream, Sun Cream, Foundation, Essence, Gel, Pack, Mask Pack, Foam Cleanser, Body Cleanser, Softener, Eyeliner, Shampoo, Rinse, Soap, Hairdresser, Wool, Hair Cream, Hair Styling Gel, Lubricant, Toothpaste and Wet Wipes It may have any one formulation selected from the group.

Another aspect of the present invention relates to a pharmaceutical composition for external preparation for external skin, comprising the preservative for external application for skin, wherein the pharmaceutical composition may include 0.01 to 20 wt% of a preservative for external application of skin, in a total of 100 wt%. It may have a formulation selected from the group consisting of, lining agent, ointment, pasta, cataplasm, suspension, emulsion, lotion, aerosol and suppositories.

The preservative for external application for skin according to the present invention has excellent antibacterial, antifungal and antiseptic properties without using conventional chemical preservatives, and rarely causes side effects on the skin. In addition, the crystals do not precipitate even when used in an aqueous formulation, and excellent in processability and preservation, so that they can be widely used in cosmetics, external skin medicines and external skin daily necessities.

Hereinafter, the preservative for external application for skin according to the present invention will be described in detail through specific examples. The embodiments introduced below are provided as examples to ensure that the spirit of the invention is fully conveyed to those skilled in the art.

Therefore, the present invention is not limited to the embodiments set forth below and may be embodied in other forms, and the embodiments set forth below are merely described to clarify the spirit of the present invention and the present invention is not limited thereto.

In this case, unless there is another definition in the technical terms and scientific terms used, it has the meaning that is commonly understood by those of ordinary skill in the art, unnecessarily obscure the subject matter of the present invention in the following description Description of known functions and configurations that may be omitted.

Also, the singular forms used in the specification and the appended claims may be intended to include the plural forms as well, unless the context clearly indicates otherwise.

In addition, in describing the component of this invention, terms, such as 1st, 2nd, A, B, (a), (b), can be used. These terms are only for distinguishing the components from other components, and the nature, order or order of the components are not limited by the terms. If a component is described as being "connected", "coupled" or "connected" to another component, that component may be directly connected to or connected to that other component, but there may be another configuration between each component. It is to be understood that the elements may be "connected", "coupled" or "connected".

In the present invention, the term “skin external preparation” is a concept encompassing the entire composition applied to the skin, and includes, for example, various cosmetics such as basic cosmetics, makeup cosmetics, and hair cosmetics; It is a concept including a pharmaceutical composition that is applied to the external use of the drug, such as ointments, creams, lotions, and quasi-drugs.

In the present invention, the term "antibacterial" means resistance to all contaminating microorganisms, such as bacteria, fungi, yeast, "antibacterial force" means a defense against these contaminating microorganisms, "antiseptic force" is contaminated by microorganisms Means the defense against corruption by the concept, including antimicrobial activity.

In the present invention, the term 'preservative' means a substance capable of preventing the deterioration of the product for a long time to maintain the original state by having an antiseptic or antioxidant power, and the 'preservative' is to prevent the deterioration of the product for a long time and maintain the original state It means defense.

The inventor of the present invention has been intensively studying a composition that can be used as a preservative for external skin products without compounding chemical preservatives such as parabens, while 1,3-butanediol or dipropylene glycol is used as caprylhydroxamic acid and diols. It was found that when added to have a synergistic antimicrobial and preservatives, at the same time have a superior antiseptic power compared to the existing parabens preservatives, the skin irritation is significantly lower. In addition, the combination of the conventional caprylhydroxamic acid and alkanediols in the solubilized formulations containing water as the main solvent, whereas the composition according to the present invention was confirmed that the crystals do not precipitate to complete the present invention.

The present invention may include 1,3-butylene glycol, dipropylene glycol or mixtures thereof as diols in caprylhydroxamic acid.

In the present invention, the capryl hydroxamic acid is a material having a structure as shown in Chemical Formula 1 below, which is a component based on palm oil, and is generally used to block metal ions.

[Formula 1]

The capryl hydroxamic acid is a soft and excellent antiseptic, which is effective at neutral pH and when combined with a cosmetic composition, exhibits excellent antiseptic effect, and a conventional antiseptic effect without adding chemical preservatives such as parabens such as paraoxybenzoic acid ester. Will appear. In addition, it is quickly absorbed into the body and moves quickly into the blood and is mostly excreted in the urine.

The capryl hydroxamic acid may include 1 to 50 parts by weight, more preferably 5 to 15 parts by weight, based on dipropylene glycol in the preservative, based on 100 parts by weight of dipropylene glycol. If the caprylhydroxamic acid is added below the range, the antimicrobial activity and preservation may be lowered, and if it is above the range, the stability of the formulation may be lowered.

The diol serves to impart antimicrobial activity to the composition, and is mixed with the capryl hydroxamic acid to remove bacteria, fungi and algae to prevent contamination of the cosmetic or medical composition, the capryl hydroxamic acid Na diols act as a preservative to increase the antimicrobial effect against bacteria and fungi, which is more excellent when used in combination than when used alone.

The diol should not precipitate crystals when mixed with the caprylhydroxamic acid, especially in solubilized formulations with water as solvent. Examples of such diols include 1,3-butylene glycol or dipropylene glycol, and these may be used alone or in combination.

In the present invention, the diol is not limited to the addition amount, but preferably added in about 1% by weight of the total composition 100% by weight, more preferably 0.01 to 0.99% by weight is included. If the diol is added less than 0.01% by weight, the antimicrobial activity against bacteria and fungi is lowered, if more than 0.99% by weight may also reduce the stability of the formulation.

In addition, the preservative according to the present invention, 1,2-hexanediol (1,2-hexanediol), 1,2-octanediol (1,2-octanediol), 1,2-decanediol (1,2-decanediol), 1 It may further include any one or a plurality of alkanediols selected from, 6-hexanediol (1,6-hexanediol) and 1,8-octanediol (1,8-octanediol).

Similar to the diols, the alkanediols increase antibacterial activity against bacteria and fungi when mixed with the capryl hydroxamic acid, and are uniformly mixed without causing precipitation of crystals in an aqueous solution. Application is possible with solubilized formulations.

Alkanediol added in the present invention is preferably 10 to 150 parts by weight, more preferably 50 to 120 parts by weight based on 100 parts by weight of dipropylene glycol in the preservative. If the alkanediol is added below the range may be less antimicrobial activity, if it is added above the range may lower the stability of the formulation.

The combination ratio of the preservative for external application for skin may vary depending on the specific compound of each component, and may include any ratio that exhibits effective antibacterial activity.

When mixing the capryl hydroxamic acid and dipropylene glycol may be included in a weight ratio of 0.01 to 10: 0.01 to 10, respectively, more specifically may be 0.01 to 0.5: 0.1 to 5.0 weight ratio. In one embodiment, the preservative for external application for skin may include caprylhydroxamic acid and dipropylene glycol in a weight ratio of about 0.15: 2.95.

When the capryl hydroxamic acid, alkanediol, and dipropylene glycol are mixed, they may each include 0.01 to 10: 0.01 to 10: 0.01 to 10 weight ratio, and more specifically 0.1 to 0.5: 0.1 to 3.0: 0.1 To 5 weight ratio. In one embodiment, the preservative for external application of the skin may include caprylhydroxamic acid: alkanediol: dipropylene glycol in a weight ratio of about 0.15: 0.9: 1.95.

In one embodiment, the preservative for external application for skin may include caprylhydroxamic acid, 1,2-hexanediol and dipropylene glycol in a weight ratio of about 0.01 to 10: 0.01-10: 0.01-10, more Specifically, the weight ratio may be 0.1 to 0.5: 0.1 to 3.0: 0.1 to 5.0. In one embodiment, the capryl hydroxamic acid, 1,2-hexanediol and dipropylene glycol may be included in a weight ratio of about 0.15: 0.9: 1.95.

In another aspect, the present invention can provide a cosmetic composition comprising the preservative for external application for skin. The content of the preservative for external application for skin to be used in the cosmetic composition is not particularly limited as long as it can secure the desired preservative power, and can be appropriately determined by those skilled in the art according to the degree of the desired preservative power. For example, it may be 0.01 to 20% by weight relative to the cosmetic composition. Specifically, it may be about 0.1 to 10% by weight, more specifically about 0.1 to 5% by weight, and more specifically about 0.1 to 2% by weight relative to the cosmetic composition.

The cosmetic composition may be any formulation known as a cosmetic composition, for example skin, emulsion, cream, sunscreen, foundation, essence, gel, pack, mask pack, foam cleanser, body cleanser, softening lotion, eyeliner, It may be, but is not limited to, a formulation selected from the group consisting of shampoo, rinse, soap, hair dressing agent, wool, hair cream, hair styling gel, lubricant, toothpaste, and wet wipes.

Another aspect of the present invention provides a pharmaceutical composition for external preparation for skin comprising the preservative for external application for skin.

The pharmaceutical composition for external application for skin may be provided as a pharmaceutical composition applicable as an external preparation to the skin having high preservative power and safety by including the preservative for external application for skin. The content of the preservative for external preparation for skin used in the pharmaceutical composition for external preparation for skin is not particularly limited as long as it can secure a desired preservative power, and a person skilled in the art can appropriately determine the desired preservative power. For example, it may be about 0.01 to 20% by weight based on the pharmaceutical composition for external application for skin. Specifically, it may be about 0.1 to 10% by weight, more specifically about 0.1 to 5% by weight, and more specifically about 0.1 to 2% by weight relative to the pharmaceutical composition for external preparation for skin.

The pharmaceutical composition for external application for skin may be any formulation known as an external preparation for skin, for example, a warning agent, a lining agent, an ointment, a pasta agent, a cataplasma agent, a suspension agent, an emulsion, a lotion agent, an aerosol agent, and It may be one formulation selected from the group consisting of suppositories, but is not limited thereto.

The pharmaceutical composition for external application for skin may be for systemic action of the active ingredient by skin application, or may be for local action of the active ingredient by skin application. In one embodiment, the pharmaceutical composition is for local action of the active ingredient by skin application.

The cosmetic composition and the pharmaceutical composition for external application for skin may further include various known additives in a range that does not impair the effect of the external preparation for external application, in addition to the preservative for external application for skin, in one embodiment. Carriers, solvents, surfactants, emulsifiers, hardeners, conditioners, emollients, skin protective ingredients, moisturizers, thickeners, lubricants, fillers, antioxidants, other preservatives, active ingredients, in particular dermatologically active ingredients and perfumes, It may further contain a mixture of.

The carrier includes animal fibers, vegetable fibers, waxes, paraffins, starches, tragacanths, cellulose derivatives, polyethylene glycols, silicones, bentonites, silicas, talc, zinc oxide, lactose, silicas, aluminum hydroxides, calcium silicates, poly Amide powder, water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1,3-butylglycol oil, glycerol aliphatic ester, polyethylene glycol, liquid diluent, ethoxylated isostearyl alcohol, Suspending agents such as polyoxyethylene sorbitol ester and polyoxyethylene sorbitan ester, microcrystalline cellulose, aluminum metahydroxide, bentonite, agar or tragacanth, aliphatic alcohol sulfate, aliphatic alcohol ether sulfate, sulfosuccinic acid monoester, ise Thionate Midazolinium derivatives, methyltaurate, sarcosinates, fatty acid amide ether sulfates, alkylamidobetaines, aliphatic alcohols, fatty acid glycerides, fatty acid diethanolamides, vegetable oils, linolin derivatives, or ethoxylated glycerol fatty acid esters It may include, but is not limited thereto.

The surfactants include alkyl sulfates (eg sodium lauryl sulfate, ammonium lauryl sulfate, sodium cetearyl sulfate); Alkyl sulfoacetates such as sodium lauryl sulfoacetate; Alkyl ether sulfates such as sodium laureth sulfate, sodium tridecetate sulfate, sodium oleate sulfate, ammonium laureth sulfate; Alkyl ether sulfosuccinates (eg disodium lauret sulfosuccinate); Alkyl glycosides (eg decyl glucoside, lauryl glucoside); Alkyl isethionate amphoteric compounds such as cocamidopropyl betaine, sodium coco ampoacetate, sodium lauroampoacetate, disodium lauroampodiacetate, disodium coco ampodiacetate, sodium lauroampopripionate, Disodium lauroampodipropionate, potassium or ammonium salts of the amphoteric compounds mentioned above, capryl / capramidopropyl betaine, undecyleneamidopropyl betaine, lauromidopropyl betaine) and fatty alcohol poly Glycol ethers; and the like.

The emulsifiers include salts of fatty acids such as sodium stearate or sodium palmitate, organic soaps such as mono-, di- or triethanolaminoleate, sulfided or sulfonated compounds such as sodium lauryl sulfate or sodium cetyl Anionic compounds such as sulfonates), saponins, lamepons; cationic compounds (such as quaternary ammonium salts); nonionic compounds (such as fatty alcohols, fatty acid esters with saturated or unsaturated fatty acids, polyoxyethylene esters of fatty acids Or polymers from polyoxyethylene ether, ethylene oxide and propylene oxide or propylene glycol), amphoteric compounds (such as phosphatides), proteins (such as gelatin, casein, alkylamidobetaines, alkyl betaines and ampoglycols) Cinates), alkyl phosphates, alkylpolyoxyethylene phosphates or the corresponding acids, silicone derivatives (e.g. alkyl dimethicones) Rheology) and the like.

The lighteners include fatty alcohols or fatty acid esters and mixtures thereof such as acetylated lanolin alcohols, aluminum stearate, carbomer, cetyl alcohol, glyceryl oleate, glyceryl stearate, glyceryl stearate (and) PEG 100 stearate, magnesium stearate, magnesium sulfate, oleic acid, stearic acid, stearyl alcohol, myristyl myristate, isopropyl palmitate, beeswax and its synthetic equivalents and carbomers.

The conditioners include alkylamido ammonium lactate, cetrimonium chloride and distearoylethyl hydroxyethylmonium methosulfate and cetearyl alcohol, cetyl dimethicone, cetyl ricinoleate, dimethicone, laureth-23, Lauret-4, polydecene, retinyl palmitate, quaternized protein hydrolysates, quaternized cellulose and starch derivatives, quaternized copolymers of acrylic acid or methacrylic acid or salts, quaternized silicon derivatives, and the like.

The softener may include cetearyl isononanoate, cetearyl octanoate, decyl oleate, isooctyl stearate, coco caprylate / caprate, ethylhexyl hydroxystearate, ethylhexyl isononanoate, Isopropyl isostearate, isopropyl myristate, oleyl oleate, hexyl laurate, paraffinum liquidum, PEG-75 lanolin, PEG-7 glyceryl cocoate, petrolatum, ozokerite cyclomethicone, dimethicone , Dimethicone copolyol, dicaprylyl ether, butyrosfermmumparki, buckus chinensis, canola, carnauba serra, copernicia serifera, oenoterra biennis, elrace genensis, prunus Dulcis, Squalane, Zea May, Glycine Soya, Helianthus Annus, Lanolin, Cured Castor Oil, Hydrogenated Polyisobutene, Sucrose Cocoate, Stearoxy Dimethicone, lanolin alcohol, isohexadecane and the like.

Examples of the skin protection ingredients include plant extracts, bisabolol, anti-inflammatory agents, urea, allantoin, panthenol and panthenol derivatives, phytantriol, vitamins A, E, C, D, ceramides and lecithins derived from animals or plants, and the like. .

The moisturizing agents include butylene glycol, cetyl alcohol, dimethicone, dimyristyl tartrate, glucose glycerine-26, glycerin, glyceryl stearate, hydrolyzed milk protein, lactic acid, lactose and other sugars, lauret-8, Lecithin, octoxyglycerin, PEG-12, PEG-135, PEG-150, PEG-20, PEG-8, pentylene glycol, hexylene glycol, pitanetriol, polyquaternium-39 PPG-20 methyl glucose ether, Propylene glycol, sodium hyaluronate, sodium lactate, sodium PCA, sorbitol, succinoglycan, synthetic beeswax, tri-C14-15 alkyl citrate, starch and the like.

The thickener includes acrylate / steares-20 methacrylate copolymer, carbomer, carboxymethyl starch, cera alba, dimethicone / vinyl dimethicone crosspolymer, propylene glycol alginate, hydroxyethylcellulose, hydroxypropylmethyl Cellulose, silica, silica dimethyl silylate, xanthan rubber, hydrogenated butylene / ethylene / styrene copolymer, and the like.

The lubricants include adipic acid, fumaric acid and salts thereof, benzoic acid and salts thereof, glycerin triacetate, sodium or magnesium lauryl sulfate, magnesium stearate, solid polyethylene glycols, polyvinylpyrrolidone, boric acid, mono-laurate or Mono-palmitate, myristyl alcohol, cetyl alcohol, cetylstearyl alcohol, talc, calcium or magnesium salts of higher fatty acids, mono-, di- or triglycerides of higher fatty acids, polytetrafluoroethylene, and the like.

The antioxidants include sulfites (e.g. sodium sulfite), tocopherol or derivatives thereof, ascorbic acid or derivatives thereof, citric acid, propyl gallate, chitosan glycolate, cysteine, N-acetyl cysteine + zinc sulfate, thiosulfate (e.g. Sodium thiosulfate), polyphenols, and the like.

The composition may also contain various active ingredients depending on the site of application of the skin. Examples of such active ingredients include antimicrobial agents, anti-inflammatory agents, plant extracts, bisabolol, panthenol, tocopherols, anti-irritants, anti-irritants or anti-dandruff active agents, or anti-aging agents (e.g., retinol and melibiose, etc.). It may contain. Other suitable active agents are, for example, Medigo officinalis, Actinidia chinensis, Allantoin, Aloe barbadensis, Anona cherimolia , Anthemis nobilis, Arachis hypogaea, Arnica Montana, Avena sativa, Beta-carotene, Bisabolol, Borago Fininalis (Borago) officinalis, butylene glycol, Calendula officinalis, Camellia sinensis, camphor, Candida bombicola, capryloyl glycine, Carica papaya, Centaurea cyanus, cetylpyridinium chloride, chamomile recutita, chenopodium quinoa, chinchona succirubra, chondrus crispu (Chondrus crispus), Citrus aurantium dulcis, Citrus grandis, Citrus limonum, Cocos nucifera, Copea Arabica ), Crataegus monogina, Cucumis melo, Dichlorophenyl imidazoldioxolane, Enteromorpha compressa, Equsetum arvense, Ethoxydiglycol, Ethyl Panthenol, Farnesol, Ferulic Acid, Fragaria chiloensis, Gentian lutea, Ginkgo biloba, Glycerin, Glyceryl laurate, Glycyrrhiza Glabra glabra), Hamamelis virginiana, heliotropin, hydrogenated palm glycerides, citrate, hydrolyzed castor oil, hydrolyzed wheat protein, Hypericum perforum (Hypericum perf) oratum, Iris florentina, Juniferus communis, Lactis proteinum, Lactose, Lausonia inermis, linalul, linum usi Tatisimmum (Linum usitatissimum), Lysine, Magnesium Aspartate, Magnifera indica, Malva sylvestris, Mannitol, Mel Melaleuca alternifolia, Menta pipepe Mentha piperita, menthol, methyl lactate, Mimosa tenuiflora, Nymphaea alba, olaflu, Oryza sativa, panthenol, paraffinum liquidum, PEG -20M, PEG-26 jojoba acid, PEG-26 jojoba alcohol, PEG-35 castor oil, PEG-40 hydrogenated castor oil, PEG-60 hydrogenated castor oil, PEG-8 capryl / capric acid, Persia gratisima ( Persea gratissima), Petrolatum, Potassium Aspartate, Potassium Bovine Bates, Propylene Glycol, Prunus amygdalus dulcis, Prunus armeniaca, Prunus persica, Retinyl Palmitate, Ricinus communis, Rosa canina, Rosemarinus officinalis, Rubus idaeus, Salicylic acid, Sambucus nigra, Sarcosine, Serenoa serrulata ), Simmondsia chinensis, sodium carboxymethyl betaglucan, sodium cocoyl amino acid, sodium hyaluronate, sodium palmitoyl praline, stearoxytrimethylsilane, stearyl alcohol, sulfa TEA-ricinoleate, talc , Thymus vulgaris, Tilia cordata, tocopherol, tocopheryl acetate, trideset-9, triticum vulgare, tyrosine, undecyle One glycine, urea, Park Sihoo titanium MIR butyl Ruth (Vaccinium myrtillus), valine, there may be mentioned zinc oxide, zinc sulfate and the like.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. However, the following Examples and Comparative Examples are only examples for describing the present invention in detail, and the present invention is not limited by the following Examples.

The physical properties of the specimens prepared through the following examples and comparative examples were measured as follows.

Test Example 1 Preparation of Preservative and Antimicrobial Activity Test

According to the ingredients and contents shown in Table 1 below, a preservative for external application of skin was prepared. Next, the antimicrobial activity was tested using the prepared preservative. Specifically, the antimicrobial activity of bacteria such as Escherichia coli (ATCC 8739), Pseudomonas aeruginosa (ATCC 9027), Staphylococcus aureus (ATCC 6538), and Candida albicans (ATCC 10231) were measured. 10% of each sample was prepared by diluting the sample to 12 steps in 12 steps, and then prepared in samples of various concentrations (0.01 to 10%), and then added to the tryptic soy medium (TSB) in 10 ml of the liquid culture solution. Bacteria and yeast were each inoculated at a concentration of 106 / ml of bacteria and then incubated at 32 ° C for 24 hours. By observing the status of bacteria and yeast, the concentrations that significantly inhibit the number of bacteria of the initial strains inoculated are shown in Table 2 below as the minimum growth inhibition concentration (MIC). For comparison, the capryl hydroxamic acid, 1,2-hexanediol, and dipropylene glycol were treated alone, and MIC was measured in the same manner as described above.

TABLE 1

(CHA: caprylhydroxamic acid, DPG: dipropylene glycol, HD: 1,2-hexanediol)

TABLE 2

As shown in Table 2, the preservatives of Examples 1 to 4 and Comparative Examples 1 to 3 were significantly lower than the case where the capryl hydroxamic acid, 1,2-hexanediol and dipropylene glycol were treated alone. Shows excellent antimicrobial activity.

In particular, the composition of Example 1, including a combination of caprylhydroxamic acid and dipropylene glycol, was shown to have a significant synergistic effect compared to the case of using them alone. In addition, Comparative Example 1, which combines caprylhydroxamic acid and 1,2-hexanediol, has crystal precipitation in aqueous solution, whereas Examples 3 and 4, in which dipropylene glycol is additionally mixed, do not crystallize in aqueous solution. Applicability in the formulation is likely. Example 1 Combining Caprylhydroxamic Acid and Dipropylene Glycol There is also no possibility of crystal precipitation in aqueous solution, which may be applicable to cosmetic formulations.

(Test Example 2)-Crystal precipitation and antiseptic test of the cosmetic composition

Using the preservatives of Examples 1 and 4 and the preservatives of Comparative Example 1 to prepare an emulsion formulation as shown in Table 3. As an additional comparative, no other chemical preservative was used (Comparative Example 5), or an emulsion using a combination of paraben and phenoxyethanol as the chemical preservative was added (Comparative Example 6).

In addition, 50 g of the emulsion formulation of Table 3 was added to the bacterium solution of E. coli (ATCC 8739), Pseudomonas aruginosa (ATCC 9027), Staphylococcus aureus (ATCC 6538) at an initial concentration of 10 ⁶ cfu (colony forming unit) for each sample. And colony forming units) / g or more and mixed. Subsequently, 1 g of each cosmetic composition was taken at intervals of 0, 7, 14, 21 and 28 days while incubating for 4 weeks in a 30-32 ° C. thermostat to measure the number of viable cells. In addition, the fungus is mixed by adding an anisepergillus niger (ATCC 16404), Candida albicans (ATCC 10231) to each of the samples to an initial concentration of 10 ⁵ cfu / g or more, and then incubated in a 25 ℃ thermostat bath 7 days By measuring the number of viable cells of yeast, the presence of odor and the presence of mycelia and spores on the surface of the sample was measured according to the following evaluation method and the results are shown in Table 4 below.

-: No bad smell, mycelia and spores for 8 weeks

+: Mold on the walls or lids within 4 weeks

++: Odor and mold on the surface within 4 weeks

+++: Odor and mold on the entire surface within 4 weeks

TABLE 3

TABLE 4

Test Example 3 Antiseptic Test of Cosmetic Composition

Body wash formulations were prepared by using the preservatives of Examples 1 and 4 and the preservatives of Comparative Example 1 as shown in Table 5 below. As an additional comparative, no other chemical preservative was used (Comparative Example 8), or an emulsion using a combination of paraben and phenoxyethanol as the chemical preservative was added (Comparative Example 9).

In addition, the antiseptic force was measured for the composition. Evaluation of the antiseptic force was carried out in the same manner as the antiseptic test of the emulsion, the results are shown in Table 6 below.

TABLE 5

TABLE 6

(Test Example 4)-Antiseptic test of non-alcoholic skin formulation

Using the preservatives of Examples 1 and 4 and the preservative of Comparative Example 1 to prepare an alcohol-free skin formulation as shown in Table 7. As an additional comparative, no other chemical preservative was used (Comparative Example 11), or an emulsion using a combination of paraben and phenoxyethanol as the chemical preservative was added (Comparative Example 12). In addition, the antiseptic force was measured for the composition. Evaluation of the antiseptic force was carried out in the same manner as the antiseptic test of the emulsion, the results are shown in Table 8 below.

TABLE 7

TABLE 8

(Test Example 5)-Antiseptic test of the sunscreen formulation

Using the preservatives of Examples 1 and 4 and the preservative of Comparative Example 1 to prepare a sunscreen formulation as shown in Table 9. As an additional comparative, no other chemical preservatives were used (Comparative Example 14), or an emulsion using a combination of parabens and phenoxyethanol as the chemical preservatives (Comparative Example 15) was added. In addition, the antiseptic force was measured for the composition. Evaluation of the antiseptic force was carried out in the same manner as the antiseptic test of the emulsion, the results are shown in Table 10 below.

TABLE 9

TABLE 10

Test Example 6 Antiseptic Test of Cream Formulation

Using the preservatives of Examples 1 and 4 and the preservative of Comparative Example 1 to prepare a cream formulation as shown in Table 11. As an additional comparative, no other chemical preservatives were used (Comparative Example 17), or an emulsion using a combination of parabens and phenoxyethanol as the chemical preservatives (Comparative Example 18) was added. In addition, the antiseptic force was measured for the composition. Evaluation of the antiseptic force was carried out in the same manner as the antiseptic test of the emulsion, the results are shown in Table 12 below.

TABLE 11

TABLE 12

Test Example 7-Antiseptic Test of Mask Pack Formulation

Using the preservatives of Examples 1 and 4 and the preservatives of Comparative Example 1 to prepare a cream formulation as shown in Table 13. As an additional comparative, no other chemical preservatives were used (Comparative Example 20), or an emulsion using a combination of parabens and phenoxyethanol as the chemical preservatives (Comparative Example 21) was added. In addition, the antiseptic force was measured for the composition. Evaluation of the antiseptic force was carried out in the same manner as the antiseptic test of the emulsion, the results are shown in Table 14 below.

TABLE 13

TABLE 14

Test Example 8 Antiseptic Test of Foundation Formulation

Using the preservatives of Examples 1 and 4 and the preservatives of Comparative Example 1 to prepare a cream formulation as shown in Table 15 below. As an additional comparative, no other chemical preservative was used (Comparative Example 23), or an emulsion using a combination of paraben and phenoxyethanol as the chemical preservative was added (Comparative Example 24). In addition, the antiseptic force was measured for the composition. Evaluation of the antiseptic force was carried out in the same manner as the antiseptic test of the emulsion, the results are shown in Table 16 below.

TABLE 15

TABLE 16

Test Example 9 Antiseptic Test of Shampoo Formulations

Using the preservatives of Examples 1 and 4 and the preservatives of Comparative Example 1 to prepare a cream formulation as shown in Table 17 below. As an additional comparative, no other chemical preservative was used (Comparative Example 23), or an emulsion using a combination of paraben and phenoxyethanol as the chemical preservative was added (Comparative Example 24). In addition, the antiseptic force was measured for the composition. Evaluation of the antiseptic force was carried out in the same manner as the antiseptic test of the emulsion, the results are shown in Table 18 below.

TABLE 17

TABLE 18

(Test Example 10)-Antiseptic test of wet tissue formulation

Cream formulations were prepared as shown in Table 19, using the preservatives of Examples 1 and 4 and the preservatives of Comparative Example 1. As an additional comparative, no other chemical preservatives were used (Comparative Example 29), or an emulsion using a combination of parabens and phenoxyethanol as the chemical preservatives (Comparative Example 30) was added. In addition, the antiseptic force was measured for the composition. Evaluation of the antiseptic force was carried out in the same manner as the antiseptic test of the emulsion, the results are shown in Table 20 below.

TABLE 19

TABLE 20

As a result of the antiseptic test, the cosmetic composition of the embodiment including dipropylene glycol in addition to the combination of capryl hydroxyxamic acid and 1,2-hexanediol is only a combination of capryl hydroxyxamic acid and 1,2-hexanediol. It can be seen that the preservatives are remarkably excellent in all the above formulations when compared to the case. Cosmetics of the examples comprising a combination of caprylhydroxamic acid and dipropylene glycol showed better antiseptic properties in all formulations compared to cosmetics comprising a combination of caprylhydroxamic acid and 1,2-hexanediol. In all examples, it was confirmed that the antiseptic properties were remarkably excellent even when using ethyl parabens and phenoxyethanol which are conventionally used cosmetic preservatives.

Test Example 11 Preparation of Preservative and Skin Irritation Test

In order to confirm the skin irritation, according to the composition shown in Table 21, a preservative for external application for skin was prepared (unit: wt%). The patch was attached to the upper back of the subject, and 20 µl of 25% preservative was patched using IQ chamber chemotechnic (Sweden). The first reading was tested 30 minutes after the patch was removed and a second reading was taken after 24 hours. To determine the intensity of skin irritation of each preservative, weights were assigned according to the degree of positive reaction of the skin, and the primary cutaneous stimulation index (PCI) was calculated according to the following formula 1 to evaluate skin irritation of the sample. The results are shown in Table 21 below.

[Calculation 1]

TABLE 21

Example 23 comprising a combination of caprylhydroxamic acid, 1,2-hexanediol and dipropylene glycol and Example 24 comprising a combination of caprylhydroxamic acid and dipropylene glycol as shown in Table 21 Skin irritation compared to Comparative Example 31 comprising a combination of roxamic acid, 1,2-hexanediol, 1,2-pentanediol mainly used in conventional cosmetics or Comparative Examples 32 or 33 containing methylparaben and phenoxyethanol It was confirmed that the index appeared 9 times lower than the maximum.

Test Example 12-Sensory Test

For 20 panelists, the wet tissue formulations of Examples 15, 16 and Comparative Examples 19, 21 were applied to the skin by rubbing 1.5 ml of the wet tissue formulations of the face and the right and left sides of the cheek area, respectively, and then rubbing. And a sense of irritation of 'hot' was evaluated according to the following criteria, and the results are described in Table 22.

Irritation

×: 0.39 or less

△: 0.4 or more, 1.0 or less

○: 1.1 or more, 2.0 or less

◎: 2.1 or more, 3.0 or less

Table 22

As shown in Table 22, the preservative composition according to the present invention was found that the degree of irritation such as stinging and burninginess was lower than up to 5 times lower than that of the comparative example, and thus it could be safely applied to the skin without causing irritation.

According to the above results, the preservative for external application for skin according to the present invention not only has excellent antiseptic and antibacterial properties, but also has good usability and does not cause toxicity, skin irritation, irritation and allergy due to the use of chemical preservatives, and the like. It has been found to be very desirable as an external preparation for skin.

So far I looked at the center of the preferred embodiment for the present invention. Those skilled in the art will appreciate that the present invention can be implemented in a modified form without departing from the essential features of the present invention. Therefore, the disclosed embodiments should be considered in descriptive sense only and not for purposes of limitation. The scope of the present invention is shown in the claims rather than the foregoing description, and all differences within the scope will be construed as being included in the present invention.

Claims (11)

To 1,2-hexanediol and dipropylene glycol with respect to the capryl hydroxamic acid of the following formula (1), the mixing ratio of the capryl hydroxamic acid, 1,2-hexanediol and dipropylene glycol is 0.15: 0.9 1.5 to 1.35 to 1.95 weight ratio of the preservative for external application for skin, characterized in that.
[Formula 1]

delete delete delete delete Cosmetic composition containing a preservative for external application for skin according to claim 1.
The method of claim 6,
The preservative for external application for skin is to be included in the cosmetic composition 0.01 to 20% by weight of the total cosmetic composition.
The method of claim 6,
The cosmetic composition is a skin, emulsion, cream, sun cream, foundation, essence, gel, pack, mask pack, foam cleanser, body cleanser, softening lotion, eyeliner, shampoo, rinse, soap, hair dresser, wool, hair cream, hair Cosmetic composition, which is a formulation of any one selected from the group consisting of styling gel, lubricant, toothpaste and wet wipes.
A pharmaceutical composition for external application for skin, comprising a preservative for external application for skin according to claim 1.
The method of claim 9,
The preservative for external application for skin is contained in the pharmaceutical composition of 0.11 to 20% by weight.
The method of claim 9,
The pharmaceutical composition is a pharmaceutical composition for external application for skin, which is a formulation selected from the group consisting of a warning agent, lining agent, ointment, pasta, cataplasm, suspension, emulsion, lotion, aerosol and suppository.