WO2022092903A1 - Preservative for agent to be externally applied to skin, comprising alkanediol and caprylyl glyceryl ether or ethylhexylglycerin, and cosmetic composition comprising same - Google Patents

Preservative for agent to be externally applied to skin, comprising alkanediol and caprylyl glyceryl ether or ethylhexylglycerin, and cosmetic composition comprising same Download PDF

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Publication number
WO2022092903A1
WO2022092903A1 PCT/KR2021/015458 KR2021015458W WO2022092903A1 WO 2022092903 A1 WO2022092903 A1 WO 2022092903A1 KR 2021015458 W KR2021015458 W KR 2021015458W WO 2022092903 A1 WO2022092903 A1 WO 2022092903A1
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Prior art keywords
skin
preservative
external application
cosmetic composition
glyceryl ether
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PCT/KR2021/015458
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French (fr)
Korean (ko)
Inventor
김묘덕
조현정
이준학
조명찬
조세희
정성원
조윤기
Original Assignee
주식회사 엑티브온
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Priority to CN202180070941.0A priority Critical patent/CN116367812A/en
Publication of WO2022092903A1 publication Critical patent/WO2022092903A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52Stabilizers
    • A61K2800/524Preservatives

Definitions

  • the present invention relates to a preservative for external application to the skin comprising an alkanediol, caprylyl glyceryl ether or ethylhexyl glycerin, and a cosmetic composition comprising the same.
  • a preservative capable of improving the preservative power of the product is essential in manufacturing the cosmetic product.
  • Widely used as such preservatives include parabens preservatives, imidazolidinyl urea, phenoxyethanol, and the like.
  • the above-mentioned preservatives have a high antibacterial activity, so they have a very good preservative power, but the disadvantages of toxicity, skin irritation, allergies, etc. are also widely known. Therefore, there is a need to develop a safe preservative with high preservative power without causing skin irritation.
  • Korean Patent Application Laid-Open No. 2019-0035047 discloses the use of caprylyl glyceryl ether that can be used as a preservative, but the preservative effect of caprylyl glyceryl ether alone is incomplete and increases the amount of use. There is still a problem that may cause skin irritation, and may cause deterioration of stability such as precipitation when mixed with other ingredients other than caprylyl glyceryl ether to increase the preservative effect and applied to cosmetic products.
  • the present inventors are alkanediol; And a preservative for external application for skin containing caprylyl glyceryl ether or ethylhexyl glycerin was developed, and the present invention was completed by confirming the excellent antibacterial, antiseptic, safety, and stability of the preservative.
  • One object of the present invention is alkanediol (alkanediol); And to provide a preservative for external application to the skin comprising at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
  • Another object of the present invention is to provide a cosmetic composition comprising the preservative for external application for skin.
  • Another object of the present invention is alkanediol; And to provide a method for preparing a preservative for external use for skin comprising mixing at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
  • Another object of the present invention is to provide a method for preparing a cosmetic composition comprising the step of adding the preservative for external application to the skin.
  • Another object of the present invention is to provide a method for antibacterial, preserving, or antiseptic treatment of a cosmetic composition comprising the step of adding the preservative for external application to the skin.
  • Another object of the present invention is alkanediol; and caprylyl glyceryl ether and ethylhexyl glycerin to provide a use for antibacterial, preserving, or antiseptic treatment of a composition for external application for skin or a cosmetic composition comprising at least one compound selected from the group consisting of ethylhexyl glycerin.
  • alkanediol provides a preservative for external skin application comprising at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
  • the alkanediol may be an alkanediol having 3 to 12 carbon atoms.
  • the alkanediol may be octanediol, decanediol, propanediol, butanediol, pentanediol, hexanediol, heptanediol, undecanediol, dodecanediol, or a combination thereof, but is not limited thereto.
  • the preservative for external application for skin may contain about 10 to 65% by weight of the alkanediol based on the total weight.
  • the preservative for external application for skin contains about 10 to 60, 10 to 55, 10 to 50, 10 to 45, 10 to 40, 10 to 35, 10 to 30, 10 to 25, 10 to 20, 10 to 15, 15 to 65, 15 to 60, 15 to 55, 15 to 50, 15 to 45, 15 to 40, 15 to 35, 15 to 30, 15 to 25, 15 to 20, 20 to 65, 20 to 60, 20 to 55, 55 to 65, 50 to 60, or 55% by weight may be included.
  • the antibacterial or antiseptic effect may decrease, and when it contains more than about 65% by weight , solidification, occurrence of precipitation, reduction of dissolving power, reduction of emulsifying power or solubilizing power, etc. may cause stability degradation.
  • the alkanediol may be 1,2-octanediol, 1,10-decanediol, or a combination thereof, and most preferably, 1,2-octanediol and 1,10-decanediol.
  • the preservative for external application for skin may contain about 10 to 65% by weight of the 1,2-octanediol based on the total weight.
  • the preservative for external application for skin contains about 10 to 60, 10 to 55, 10 to 50, 10 to 45, 10 to 40, 10 to 35, 10 to 30, and 1,2-octanediol, based on the total weight.
  • 10 to 25, 10 to 20, 10 to 15, 15 to 65, 15 to 60, 15 to 55, 15 to 50, 15 to 45, 15 to 40, 15 to 35, 15 to 30, 15 to 25, 15 to 20, 20 to 65, 20 to 60, 20 to 55, 20 to 50, 30 to 50, 40 to 50, 45 to 55, or 50% by weight may be included.
  • the preservative for external application for skin may contain about 0.01 to 5% by weight of the 1,10-decanediol based on the total weight.
  • the preservative for external application for skin includes about 10 to 65% by weight of the 1,2-octanediol, and about 0.01 to 5% by weight of the 1,10-decanediol, based on the total weight
  • the preservative for external application for skin may include at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
  • the preservative for external application for skin may include one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
  • the preservative for external application for skin may include a total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin in an amount of about 35 to 90% by weight based on the total weight.
  • the preservative for external application for skin contains about 35 to 85, 35 to 80, 35 to 75, in a total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin, based on the total weight.
  • 40 to 50, 40 to 45, 45 to 90, 45 to 85, 45 to 80, 45 to 75, 45 to 70, 45 to 65, 45 to 60, 45 to 55, 45 to 50, 50 to 90, or 60 to 80% by weight may be included.
  • the preservative for external application for skin may cause a decrease in stability such as solidification, occurrence of precipitation, decrease in dissolving power, decrease in emulsification or solubilization, etc., and when it contains more than about 90% by weight, the alkane contained in the preservative for external application for skin Since the amount of diol is inevitably reduced, the antibacterial or antiseptic effect of the preservative for external application for skin may be reduced.
  • the preservative for external application for skin may include an alkanediol in an amount of about 10-65, 10-55, 20-55, or 55% by weight based on the total weight; And about 35 to 90, 45 to 90, 45 to 80, or 45 to 50% by weight of caprylyl glyceryl ether and ethylhexyl glycerin may include a total amount of one or more compounds selected from the group consisting of.
  • the preservative for external application to the skin is about 10 to 65, 10 to 55, 20 to 55, or 55 parts by weight of alkanediol; and about 35 to 90, 45 to 90, 45 to 80, or 45 to 50 parts by weight of the total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
  • the preservative for external application for skin may include 1,2-octanediol in an amount of about 10 to 65, 10 to 50, 20 to 50, or 50% by weight based on the total weight; about 0.01 to 5 weight percent of 1,10-decanediol; and about 35 to 90, 45 to 90, 45 to 80, or 45 to 50% by weight of caprylyl glyceryl ether or ethylhexyl glycerin.
  • the preservative for external application to the skin may include about 10 to 65, 10 to 50, 20 to 50, or 50 parts by weight of 1,2-octanediol; about 0.01 to 5 parts by weight of 1,10-decanediol; and about 35 to 90, 45 to 90, 45 to 80, or 45 to 50 parts by weight of caprylyl glyceryl ether or ethylhexyl glycerin.
  • the alkanediol contained in the preservative for external application for skin when the amount or ratio of the total amount of one or more compounds selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is out of the above weight % or parts by weight, the antibacterial or antiseptic effect of the preservative for external use for skin is significantly reduced Alternatively, solidification, precipitation, reduction in dissolving power, reduction in emulsifying or solubilizing power, etc. may occur, thereby significantly reducing the stability of the preservative for external use for skin.
  • the alkanediol contained in the preservative for external application for skin may be about 10 to 65: 35 to 90.
  • the alkanediol contained in the preservative for external application for skin may be about 10 to 55: 45 to 90; or 20 to 55: 45 to 80.
  • the alkanediol contained in the preservative for external application for skin when the weight ratio of the total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is out of the weight ratio, the antibacterial or antiseptic effect of the preservative for external use for skin is significantly reduced, or solidified, Precipitation, a decrease in dissolving power, a decrease in emulsifying power or solubilizing power, etc. may occur, so that the stability of the preservative for external use for skin may be significantly reduced.
  • the preservative for external application to the skin is 1,2-octanediol; 1,10-decanediol; And it may include one kind of compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
  • the 1,2-octanediol contained in the preservative for external application for skin; the 1,10-decanediol; And the weight ratio of one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin may be about 10 to 65: 0.01 to 5: 35 to 90.
  • the 1,2-octanediol included in the preservative for external application for skin; the 1,10-decanediol; and the weight ratio of one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is about 10 to 50: 0.01 to 5: 45 to 90, 20 to 50: 0.01 to 5: 45 to 80, 45 to 55: 0.01 to 5: 45 to 50, or 50: 0.01 to 5: 45 to 50.
  • the preservative for external application for skin may further include a glycol compound.
  • the glycol compound is ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, butylene glycol, pentylene glycol, hexylene glycol, and ethoxy diglycol. It may be at least one selected from the group consisting of. Preferably, the glycol compound may be dipropylene glycol.
  • the preservative for external application for skin may exhibit excellent antibacterial or antiseptic effect, and formulation stability.
  • the preservative for external application to the skin is the alkanediol; And when it contains at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin, it exhibits excellent antibacterial or antiseptic effect and discolors at various temperature conditions, specifically, room temperature and refrigeration conditions, It can exhibit excellent formulation stability that can stably maintain a liquid state without occurrence of odor, solidification, precipitation, reduction in dissolving power, reduction in emulsifying power or solubilizing power.
  • the preservative for external application to the skin is the 1,2-octanediol; the 1,10-decanediol; And when it contains one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin, it can exhibit a remarkably excellent antibacterial or antiseptic effect, and at the same time exhibit stable formulation stability.
  • the preservative for external application to the skin is the alkanediol;
  • the glycol compound is additionally included in addition to at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin, antibacterial or antiseptic effect, or formulation stability may be further increased.
  • the preservative for external application for skin may exhibit excellent antibacterial or antiseptic effect against various types of microorganisms (specifically, contaminating microorganisms).
  • the preservative for external application for skin may inhibit or kill the growth of Gram-positive bacteria, Gram-negative bacteria, and fungi (eg, yeast, mold, etc.).
  • the preservative for external application to the skin may exhibit an excellent antibacterial or antiseptic effect against Escherichia coli , Pseudomonas aeruginosa , Staphylococcus aureus , Candida albicans , and Aspergillus brasiliensis , but is not limited thereto.
  • the preservative for external application for skin is a preservative mainly used in conventional cosmetic products (paraben preservatives, imidazolidinyl urea, phenoxyethanol, etc.), or octanediol, caprylyl glyceryl Compared to the case of using ter or ethylhexyl glycerin alone, skin irritation is significantly lower, and excellent skin safety can be exhibited.
  • the term "external preparation for skin” is a concept that encompasses the overall 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 pharmaceutical compositions for topical administration including pharmaceuticals such as ointments, creams, and lotions, and quasi-drugs.
  • the term “preservative for external application to the skin” refers to "antibacterial agent”, “preservative agent”, “antibacterial preservative”, “preservative for antiseptic”, “antibacterial composition”, “preservative composition”, “antibacterial or antiseptic composition” , “antibacterial cosmetic composition”, “preservative cosmetic composition”, “antibacterial or antiseptic cosmetic composition”, etc. can be used interchangeably.
  • antibacterial means resistance to all contaminating microorganisms such as bacteria, mold, yeast, and "antibacterial activity” or “antibacterial effect” means a defense or protective effect against these contaminating microorganisms, "Preservative power” or “preservative effect” means a protective power or protective effect against decay by contamination by microorganisms, and is a concept including antibacterial power or antibacterial effect.
  • preservative means a substance that has preservative or antioxidant power to prevent deterioration of a product for a long period of time and maintain its original state
  • preservative means a substance that prevents deterioration of a product for a long period of time and maintains the original state It means the defense that can make it happen.
  • the preservatives for external use for skin include purified water, carriers, emulsifiers, moisturizers, skin conditioning agents, surfactants, chelating agents, antioxidants, preservatives, bactericides, stabilizers, preservatives, pH adjusters, lubricants, solubilizers, solvents, etc. It may be further included.
  • the preservative for external application for skin may further include a substance capable of providing essential nutrients to the skin or a substance improving the skin condition, for example, a functional substance having an effect of improving wrinkles or whitening.
  • the preservative for external application for skin may further include an auxiliary agent including, but not limited to, natural fragrance, cosmetic fragrance, or plant extract.
  • Another aspect provides a cosmetic composition comprising the preservative for external application to the skin.
  • the cosmetic composition may include the preservative for external application for skin in an amount of about 0.0001 to 50% by weight based on the total weight of the cosmetic composition.
  • the cosmetic composition contains about 0.0001 to 0.001, 0.001 to 0.01, 0.01 to 0.1, 0.1 to 1, 1 to 10, 10 to 20, 20 to 30, 30 based on the total weight of the cosmetic composition as the preservative for external application for skin. to 40, or 40 to 50% by weight may be included.
  • the cosmetic composition when the cosmetic composition contains the preservative for external application for skin in an amount of less than about 0.0001% by weight based on the total weight of the cosmetic composition, the antibacterial or antiseptic effect may be reduced, and the preservative for external application for skin is used as a cosmetic When it contains more than about 50% by weight based on the total weight of the composition, it may cause a decrease in stability such as solidification, occurrence of precipitation, reduction in dissolving power, reduction in emulsifying power or solubilizing power.
  • the cosmetic composition is composed of purified water, a carrier, an emulsifier, a moisturizer, a skin conditioning agent, a surfactant, a chelating agent, an antioxidant, a preservative, a bactericide, a stabilizer, a preservative, a pH adjuster, a lubricant, a solubilizer, a solvent, and combinations thereof It may further include an additive selected from the group, but is not limited thereto.
  • the cosmetic composition may further include a material capable of supplementally providing essential nutrients to the skin or a material improving the skin condition, for example, a functional material having effects such as wrinkle or whitening improvement.
  • the cosmetic composition may further include adjuvants including, but not limited to, natural fragrances, cosmetic fragrances, or plant extracts.
  • the cosmetic composition may be prepared in any formulation conventionally prepared in the art.
  • the formulation of the cosmetic composition is a solution, emulsion, suspension, softening lotion, nutrient lotion, massage cream, nutrient cream, pack, gel, skin adhesion type cosmetics, lipstick, powder, makeup base, foundation, shampoo , conditioner, scalp cleaner, scalp lotion, scalp cream, scalp pack, scalp gel, scalp ointment, scalp gel, body cleanser, soap, toothpaste, mouthwash, paste, lotion, ointment, gel, cream , a patch, a spray, or a spray, but is not limited thereto.
  • the carrier included in the cosmetic composition may be selectively used according to the formulation of the cosmetic.
  • cosmetics in the form of ointments, pastes, creams, or gels, wax, paraffin, starch, tracanth, cellulose derivatives, polyethylene glycol, silicone, bentonite, silica, talc, zinc oxide, etc. may be used alone or in combination.
  • lactose, talc, silica, aluminum hydroxide, calcium silicate, polyamide powder, chlorofluorohydrocarbon, propane/butane, dimethyl ether, etc. are used alone as carrier components. Or they can be used in combination.
  • Oil, corn germ oil, olive oil, castor oil, sesame oil, glycerol fatty ester, polyethylene glycol, or fatty acid ester of sorbitan may be used alone or in combination.
  • a cosmetic in the form of a suspension in the case of manufacturing a cosmetic in the form of a suspension, water, ethanol or propylene glycol, ethoxylated isostearyl alcohol, polyoxyethylene sorbitol ester, polyoxyethylene sorbitan ester, microcrystalline cellulose, aluminum metahydroxide , bentonite, agar, tracanth, and the like may be used alone or in combination.
  • soap-type cosmetics alkali metal salts of fatty acids, fatty acid hemiester salts, fatty acid protein hydrolyzates, isethionate, lanolin derivatives, aliphatic alcohols, vegetable oils, glycerol, sugar, etc. are used alone as carrier components. may be used alone or in combination.
  • alkanediol specifically, 1,2-octanediol and 1,10-decanediol
  • ethylhexyl glycerin specifically, caprylyl glyceryl ether or ethyl hexyl glycerin
  • Another aspect provides a method for preparing a cosmetic composition comprising the step of adding the preservative for external application to the skin.
  • Another aspect provides a method of antibacterial, preserving, or antiseptic treatment of a cosmetic composition comprising the step of adding the preservative for external application to the skin.
  • the mixing weight ratio, weight %, or weight part of each component is the same as mentioned in the description of the preservative for external use for skin.
  • alkanediol specifically, 1,2-octanediol and 1,10-decanediol
  • at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin specifically, caprylyl glyceryl ether or ethylhexyl glycerin. , preservation, or preservative treatment.
  • the alkanediol specifically, 1,2-octanediol and 1,10-decanediol
  • at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin specifically, caprylyl glyceryl ether or ethylhexyl glycerin. %, or parts by weight, are the same as mentioned in the description of the preservative for external application for skin.
  • the preservative for external application for skin has remarkably excellent antibacterial activity, antiseptic power, and safety, and when applied to a cosmetic composition, it may be used as a skin-safe preservative, preservative, or preservative adjuvant.
  • the preservative for external application for skin has excellent formulation stability capable of stably maintaining a liquid state without discoloration, discoloration, and precipitation under various temperature conditions, specifically, room temperature and refrigeration conditions, and thus alkanediol; And by solving the stability degradation problem that may occur in a mixture of caprylyl glyceryl ether or ethylhexyl glycerin, it can be stably applied to the cosmetic composition.
  • the preservative for external use for skin is a preservative mainly used in conventional cosmetic products (parabens preservatives, imidazolidinyl urea, phenoxyethanol, etc.), or octanediol, caprylyl glyceryl ether, or ethylhexyl glycerin.
  • conventional cosmetic products parabens preservatives, imidazolidinyl urea, phenoxyethanol, etc.
  • octanediol caprylyl glyceryl ether, or ethylhexyl glycerin.
  • 1,2-octanediol 1,10-decanediol
  • a preservative for external use for skin containing caprylyl glyceryl ether or ethylhexyl glycerin was prepared.
  • 1,2-octanediol; 1,10-decanediol; And caprylyl glyceryl ether or ethylhexyl glycerin was mixed at room temperature and stirred to prepare a preservative for external application for skin, and 16 types of preservative for external application for skin, varying in weight percent of each mixed raw material (Example 1) -8 and Comparative Examples 1-8) were obtained.
  • the results are shown in Tables 1 and 2 below.
  • Example 1 Example 2
  • Example 3 Example 4
  • Example 5 Example 6
  • Example 7 Example 8 1,2-octanediol 20 20 20 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 50 Ethylhexylglycerin 75 79.99 - - 45 49.99 - - caprylyl glyceryl ether - - 75 79.99 - - 45 49.99 1,10-decanediol 5 0.01 5 0.01 5 0.01 5 0.01
  • Examples 1 to 8 and Comparative Examples 1 to 4 containing preservatives for external application for skin comparison Compared with the preservatives for external application for skin of Examples 5 to 8, it was confirmed that the liquid state was stably maintained without solidification or precipitation under refrigeration and room temperature conditions, indicating significantly increased stability.
  • Example 1 Example 2
  • Example 3 Example 4
  • Example 5 Example 6
  • Example 7 Example 8
  • Example 8 Early ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ 1 week ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ 2 weeks ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ 4 weeks ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇
  • alkanediol specifically, about 10 to 50% by weight of 1,2-octanediol and about 0.01 to 5% by weight of 1,10-decanediol
  • caprylyl glyceryl ether or ethylhexyl glycerin in the case of a preservative for external use, alkanediol;
  • Escherichia coli ATCC 8739
  • Pseudomonas aeruginosa ATCC 9027
  • Staphylococcus aureus ATCC 6538
  • Candida albicans ATCC 10231
  • Aspergillus brasiliensis ATCC 16404
  • each of the preservatives for external application for skin of Examples 1 to 8 and Comparative Examples 1 to 8 prepared above were diluted to about 10%, and each of them was again diluted by 1/2 to 12 steps.
  • samples of various concentrations (about 0.01 to 10%) for each of the preservatives for external application for skin were prepared, and each obtained sample was independently added to tryptic soy medium (TSB) or potato agar medium (PDA).
  • TLB tryptic soy medium
  • PDA potato agar medium
  • the minimum concentration of the sample capable of inhibiting the growth of the bacteria by about 95% or more was determined as the MIC.
  • the growth of normal bacteria in a medium to which no sample was added was measured and used as a positive control.
  • alkanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 20 to 55: 45 to 80 specifically, 1,2-octanediol; 1,10-decanediol; and caprylyl glycerin
  • examples 1 to 8 containing reel ether or ethylhexylglycerin in a weight ratio of about 20 to 50: 0.01 to 5: 45 to 80
  • 1,2-octanediol did In particular, 1,2-octanediol; 1,10-decanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 50: 0.01 to 5: 45 to 50.
  • E. coli E. coli , P. aeruginosa , and It was confirmed that it showed the best antibacterial effect against S. aureus .
  • Example 1 For external use on the skin preservative MIC of the sample (%, w/w) E. coli P. aeruginosa S. aureus C. albicans A. brasiliensis
  • Example 2 0.3 1.0 0.3 0.15 0.25
  • Example 3 0.3 0.8 0.3 0.15 0.25
  • Example 4 0.3 0.8 0.3 0.1 0.2
  • Example 5 0.2 0.2 0.15 0.15 0.2
  • Example 6 0.2 0.2 0.15 0.15 0.2
  • Example 7 0.2 0.2 0.1 0.15 0.2
  • Example 8 0.2 0.2 0.1 0.15 0.2 Comparative Example 1 0.3 >10 0.4 0.1 0.3 Comparative Example 2 0.3 10 0.3 0.1 0.3 Comparative Example 3 0.3 >10 0.4 0.1 0.25 Comparative Example 4 0.3 10 0.3 0.1 0.2 Comparative Example 5 1.0 >10 1.0 0.4 1.0 Comparative Example 6 0.4 10 0.4 0.2 0.4 Comparative Example 7 0.8 >10 1.0 0.6 1.0 Comparative Example 8 0.4 10
  • alkanediol specifically, about 20 to 50% by weight of 1,2-octanediol and about 0.01 to 5% by weight of 1,10-decanediol
  • a preservative for external application for skin containing about 45 to 80% by weight of caprylyl glyceryl ether or ethylhexyl glycerin
  • an excellent antibacterial effect was exhibited at a significantly low concentration against both gram-positive bacteria, gram-negative bacteria, and fungi.
  • Example 9 Preparation of a cosmetic composition comprising a preservative for external application to the skin
  • a cosmetic composition including the preservative for external application for skin of Examples 1 to 8 prepared above, and further including other cosmetic raw materials was prepared.
  • any one of the preservatives for external application for skin of Examples 1 to 8 and cosmetic raw materials other than the preservative for external application for skin were mixed and stirred to obtain a cosmetic composition. More specifically, a cosmetic composition prepared by including any one of the preservatives for external application for skin of Examples 1 to 8 in an amount of about 1% by weight, and maintaining the same weight% of other cosmetic raw materials additionally included, was obtained, and the The results are shown in Table 6 below.
  • the preservatives for external use for skin of Comparative Examples 1 to 8 and about 20% by weight of 1,2-octanediol, about 10% by weight of 1,10-decanediol, and about 70% by weight of caprylyl glyceryl ether or ethylhexylglycerin. Included in about 1% by weight, and the weight% of other cosmetic raw materials included in addition was kept the same to obtain a cosmetic composition prepared and used as a control.
  • Escherichia coli ATCC 8739
  • Pseudomonas aeruginosa ATCC 9027
  • Staphylococcus aureus ATCC 6538
  • each of the cosmetic compositions of Examples 9 to 16 and Comparative Examples 9 to 18 inoculated and mixed with a bacterial culture solution of a fungus Aspergillus brasiliensis (ATCC 16404), the initial concentration of the bacteria per each sample is about 10 5 CFU / g. Thereafter, each sample was cultured in a thermostat at about 25° C. for about 4 weeks, and at about 7-day intervals, the presence or absence of odor and the presence or absence of mycelium and spores on the surface of the sample were observed.
  • ATCC 16404 fungus Aspergillus brasiliensis
  • alkanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 20 to 55: 45 to 80 specifically, 1,2-octanediol; 1,10-decanediol; and caprylyl glycerin
  • the cosmetic composition of Examples 9 to 16 including the preservative for external use for skin of Examples 1 to 8) (containing reel ether or ethylhexylglycerin in a weight ratio of about 20 to 50: 0.01 to 5: 45 to 80)
  • Comparative Examples 9 to 18 it was confirmed that both bacteria and fungi were completely killed to exhibit a remarkably excellent preservative power.
  • alkanediol specifically, about 20 to 50% by weight of 1,2-octanediol and about 0.01 to 5% by weight of 1,10-decanediol
  • a preservative for external application for skin containing about 45 to 80% by weight of caprylyl glyceryl ether or ethylhexyl glycerin is added to the cosmetic composition, it was confirmed that the antiseptic ability against bacteria and fungi is remarkably excellent, and for external application for skin alkanediol (specifically, 1,2-octanediol and 1,10-decanediol) contained in preservatives;
  • the weight % of each of caprylyl glyceryl ether or ethylhexyl glycerin is out of the above weight %, it was confirmed that the preservative power against bacteria and fungi in the cosmetic composition was significantly reduced.
  • the patch was attached to the upper part of the subject's back, and about 25% of the preservative for external use for skin, about 20 ⁇ l, was applied using IQ Chamber Chemotechnic (Sweden). The first reading was taken about 30 minutes after the patch was removed, and the second reading was taken after about 24 hours had elapsed.
  • weights were assigned according to the degree of positive skin reaction, and the Primary Cutaneous Irritation index (P.C.I) was obtained according to Equation 1 below. Skin irritation of preservatives was determined.
  • composition containing 1,2-octanediol, 1,10-decanediol, caprylyl glyceryl ether, or ethylhexyl glycerin alone and a preservative mainly used in conventional cosmetic products were used as controls.
  • each of 1,2-octanediol, 1,10-decanediol, caprylyl glyceryl ether, and ethylhexyl glycerin was dissolved in 100% 1,3-propanediol without skin irritation and skin irritation. was used for the test.
  • Example 1 0.01 sample 2
  • Example 2 0.02 sample 3
  • Example 3 0.01 sample 4
  • Example 4 0.02 sample 5
  • Example 5 0.00 sample 6
  • Example 6 0.02 sample 7
  • Example 7 0.00 sample 8
  • Example 8 0.02 control 100% 1,3-propanediol 0.00 control in 1,3-propanediol solution Contains 20% 1,2-octanediol 0.08 control in 1,3-propanediol solution Contains 80% ethylhexylglycerin 0.10 control in 1,3-propanediol solution Contains 80% caprylyl glyceryl ether 0.09 control in 1,3-propanediol solution Contains 5% 1,10-decanediol 0.00 control Contains 2% ethylparaben in distilled water 0.15 control Contains 1% ethylparaben and 1% phenoxyethanol in distilled water 0.15 0 ⁇
  • alkanediol specifically, 1,2-octanediol and 1,10-decanediol
  • caprylyl glyceryl ether or ethylhexyl glycerin do not cause skin irritation, so 1,2-octanediol, caprylyl glyceryl ether, or It was confirmed that the safety problem of ethylhexylglycerin alone or paraben preservatives can be solved.
  • alkanediol; and caprylyl glyceryl ether or ethylhexyl glycerin specifically, 1,2-octanediol; 1,10-decanediol;
  • a preservative for external application for skin containing caprylyl glyceryl ether or ethylhexyl glycerin it was confirmed that it can exhibit excellent antibacterial and antiseptic effects, and in addition, it has very low skin irritation and is safe for the skin, so it is suitable for cosmetic compositions. It was confirmed that it was suitable for use.
  • alkanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 20 to 55: 45 to 80 specifically, 1,2-octanediol; 1,10-decanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 20 to 50: 0.01 to 5: 45 to 80.
  • preservative for external application for skin, remarkably excellent antibacterial and antiseptic effects against not only bacteria but also fungi and at the same time exhibiting excellent formulation stability, it was confirmed that it can be stably applied to a cosmetic composition as a preservative, preservative, or preservative adjuvant.

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Abstract

The present application relates to a preservative comprising alkanediol and caprylyl glyceryl ether or ethylhexylglycerin, and a use therefor, and provides: a preservative for an agent to be externally applied to the skin, exhibiting excellent anti-bacterial and preservative effects against bacteria and fungus; and a cosmetic composition comprising same.

Description

알칸디올, 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 포함하는 피부 외용제용 보존제 및 이를 포함하는 화장료 조성물Preservative for external application for skin containing alkanediol, caprylyl glyceryl ether or ethylhexyl glycerin, and cosmetic composition comprising the same
본 발명은 알칸디올, 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 포함하는 피부 외용제용 보존제 및 이를 포함하는 화장료 조성물에 관한 것이다. 본 특허출원은 2020년 10월 30일에 대한민국 특허청에 제출된 대한민국 특허출원 제10-2020-0143892호에 대하여 우선권을 주장하며, 상기 특허출원의 개시 사항은 본 명세서에 참조로서 삽입된다.The present invention relates to a preservative for external application to the skin comprising an alkanediol, caprylyl glyceryl ether or ethylhexyl glycerin, and a cosmetic composition comprising the same. This patent application claims priority to Korean Patent Application No. 10-2020-0143892 filed with the Korean Intellectual Property Office on October 30, 2020, the disclosure of which is incorporated herein by reference.
화장료 제품은 제조 과정 또는 사용 과정에서 미생물에 의한 오염을 피할 수 없기 때문에, 화장료 제품을 제조함에 있어서, 제품의 보존력을 향상시킬 수 있는 보존제가 필수적으로 요구된다. 이러한 보존제로 널리 사용되는 것으로는, 파라벤류 보존제, 이미다졸리디닐유레아, 페녹시에탄올 등이 있다. 다만 상기 언급된 보존제는 항균력이 높아 보존력이 매우 우수한 장점이 있지만, 독성, 피부 자극, 알러지 등을 유발할 수 있다는 단점 또한 널리 알려져 있다. 따라서, 피부 자극을 유발하지 않으면서, 보존력이 높은 안전한 보존제의 개발이 필요한 실정이다.Since cosmetic products cannot avoid contamination by microorganisms during the manufacturing process or the use process, a preservative capable of improving the preservative power of the product is essential in manufacturing the cosmetic product. Widely used as such preservatives include parabens preservatives, imidazolidinyl urea, phenoxyethanol, and the like. However, the above-mentioned preservatives have a high antibacterial activity, so they have a very good preservative power, but the disadvantages of toxicity, skin irritation, allergies, etc. are also widely known. Therefore, there is a need to develop a safe preservative with high preservative power without causing skin irritation.
이러한 연구의 일환으로, 항균력이 알려진 디올류 (diols)를 이용한 보존제의 개발이 계속되고 있으나, 알칸디올계 성분은 독성, 피부 자극, 또는 알러지 등을 유발하는 등의 단점이 있는 것으로 알려져 있기 때문에, 사용량을 최소화할 필요가 있고, 이 경우, 방부 효과가 감소할 수밖에 없다는 문제점이 있다. 또한, 대한민국 공개특허공보 제 2019-0035047 호는 보존제로서 사용될 수 있는 카프릴릴글리세릴에터의 용도에 대하여 개시하고 있으나, 카프릴릴글리세릴에터 단독의 방부 효과는 불완전하고, 사용량을 증가시키는 경우 피부 자극을 유발할 수 있으며, 방부 효과를 높이기 위하여 카프릴릴글리세릴에터 외의 다른 성분과 혼합하여 화장료 제품에 적용 시, 침전 발생 등의 안정성 저하를 야기할 수 있다는 문제점이 여전히 존재한다.As part of these studies, the development of preservatives using diols with known antibacterial activity continues, but alkanediol-based ingredients are known to have disadvantages such as toxicity, skin irritation, or allergy. It is necessary to minimize the amount used, and in this case, there is a problem in that the antiseptic effect is inevitably reduced. In addition, Korean Patent Application Laid-Open No. 2019-0035047 discloses the use of caprylyl glyceryl ether that can be used as a preservative, but the preservative effect of caprylyl glyceryl ether alone is incomplete and increases the amount of use. There is still a problem that may cause skin irritation, and may cause deterioration of stability such as precipitation when mixed with other ingredients other than caprylyl glyceryl ether to increase the preservative effect and applied to cosmetic products.
본 발명자들은 알칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 포함하는 피부 외용제용 보존제를 개발하였고, 상기 보존제의 우수한 항균력, 방부력, 안전성, 및 안정성을 확인함으로써, 본 발명을 완성하였다.The present inventors are alkanediol; And a preservative for external application for skin containing caprylyl glyceryl ether or ethylhexyl glycerin was developed, and the present invention was completed by confirming the excellent antibacterial, antiseptic, safety, and stability of the preservative.
본 발명의 일 목적은 알칸디올 (alkanediol); 및 카프릴릴글리세릴에터 (caprylyl glyceryl ether) 및 에틸헥실글리세린 (ethylhexyl glycerin)으로 이루어진 군으로부터 선택된 1 종 이상의 화합물을 포함하는 피부 외용제용 보존제를 제공하고자 한다.One object of the present invention is alkanediol (alkanediol); And to provide a preservative for external application to the skin comprising at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
본 발명의 다른 목적은 상기 피부 외용제용 보존제를 포함하는 화장료 조성물을 제공하고자 한다.Another object of the present invention is to provide a cosmetic composition comprising the preservative for external application for skin.
본 발명의 또 다른 목적은 알칸디올; 및 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물을 혼합하는 단계를 포함하는 피부 외용제용 보존제를 제조하는 방법을 제공하고자 한다.Another object of the present invention is alkanediol; And to provide a method for preparing a preservative for external use for skin comprising mixing at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
본 발명의 또 다른 목적은 상기 피부 외용제용 보존제를 투입하는 단계를 포함하는 화장료 조성물을 제조하는 방법을 제공하고자 한다.Another object of the present invention is to provide a method for preparing a cosmetic composition comprising the step of adding the preservative for external application to the skin.
본 발명의 또 다른 목적은 상기 피부 외용제용 보존제를 투입하는 단계를 포함하는 화장료 조성물을 항균, 보존, 또는 방부 처리하는 방법을 제공하고자 한다.Another object of the present invention is to provide a method for antibacterial, preserving, or antiseptic treatment of a cosmetic composition comprising the step of adding the preservative for external application to the skin.
본 발명의 또 다른 목적은 알칸디올; 및 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물을 포함하는 조성물의 피부 외용제 또는 화장료 조성물을 항균, 보존, 또는 방부 처리하기 위한 용도를 제공하고자 한다.Another object of the present invention is alkanediol; and caprylyl glyceryl ether and ethylhexyl glycerin to provide a use for antibacterial, preserving, or antiseptic treatment of a composition for external application for skin or a cosmetic composition comprising at least one compound selected from the group consisting of ethylhexyl glycerin.
그러나 본 발명이 이루고자 하는 기술적 과제는 이상에서 언급한 과제에 제한되지 않으며, 언급되지 않은 또 다른 과제들은 아래의 기재로부터 당업계에서 통상의 지식을 가진 자에게 명확하게 이해될 수 있을 것이다.However, the technical problem to be achieved by the present invention is not limited to the above-mentioned problems, and other problems not mentioned will be clearly understood by those of ordinary skill in the art from the following description.
일 양상은 알칸디올; 및 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물을 포함하는 피부 외용제용 보존제를 제공한다.One aspect is alkanediol; And it provides a preservative for external skin application comprising at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
상기 알칸디올은 탄소수 3 내지 12의 알칸디올일 수 있다. 구체적으로, 상기 알칸디올은 옥탄디올, 데칸디올, 프로판디올, 부탄디올, 펜탄디올, 헥산디올, 헵탄디올, 운데칸디올, 도데칸디올, 또는 이들의 조합일 수 있고, 이에 제한되는 것은 아니다. The alkanediol may be an alkanediol having 3 to 12 carbon atoms. Specifically, the alkanediol may be octanediol, decanediol, propanediol, butanediol, pentanediol, hexanediol, heptanediol, undecanediol, dodecanediol, or a combination thereof, but is not limited thereto.
상기 피부 외용제용 보존제는 전체 중량에 대하여 상기 알칸디올을 약 10 내지 65 중량%로 포함하는 것일 수 있다. 구체적으로, 상기 피부 외용제용 보존제는 전체 중량에 대하여 상기 알칸디올을 약 10 내지 60, 10 내지 55, 10 내지 50, 10 내지 45, 10 내지 40, 10 내지 35, 10 내지 30, 10 내지 25, 10 내지 20, 10 내지 15, 15 내지 65, 15 내지 60, 15 내지 55, 15 내지 50, 15 내지 45, 15 내지 40, 15 내지 35, 15 내지 30, 15 내지 25, 15 내지 20, 20 내지 65, 20 내지 60, 20 내지 55, 55 내지 65, 50 내지 60, 또는 55 중량%로 포함하는 것일 수 있다. 일 구체예에 따르면, 상기 피부 외용제용 보존제가 전체 중량에 대하여 상기 알칸디올을 약 10 중량% 미만으로 포함하는 경우, 항균 또는 방부 효과가 감소할 수 있고, 약 65 중량%를 초과하여 포함하는 경우, 고체화, 침전 발생, 용해력 감소, 유화력 또는 가용화력 감소 등의 안정성 저하를 야기할 수 있다.The preservative for external application for skin may contain about 10 to 65% by weight of the alkanediol based on the total weight. Specifically, the preservative for external application for skin contains about 10 to 60, 10 to 55, 10 to 50, 10 to 45, 10 to 40, 10 to 35, 10 to 30, 10 to 25, 10 to 20, 10 to 15, 15 to 65, 15 to 60, 15 to 55, 15 to 50, 15 to 45, 15 to 40, 15 to 35, 15 to 30, 15 to 25, 15 to 20, 20 to 65, 20 to 60, 20 to 55, 55 to 65, 50 to 60, or 55% by weight may be included. According to one embodiment, when the preservative for external application for skin contains less than about 10% by weight of the alkanediol based on the total weight, the antibacterial or antiseptic effect may decrease, and when it contains more than about 65% by weight , solidification, occurrence of precipitation, reduction of dissolving power, reduction of emulsifying power or solubilizing power, etc. may cause stability degradation.
상기 알칸디올은 1,2-옥탄디올, 1,10-데칸디올, 또는 이들의 조합일 수 있고, 가장 바람직하게는, 1,2-옥탄디올 및 1,10-데칸디올일 수 있다.The alkanediol may be 1,2-octanediol, 1,10-decanediol, or a combination thereof, and most preferably, 1,2-octanediol and 1,10-decanediol.
상기 피부 외용제용 보존제는 전체 중량에 대하여 상기 1,2-옥탄디올을 약 10 내지 65 중량%로 포함하는 것일 수 있다. 구체적으로, 상기 피부 외용제용 보존제는 전체 중량에 대하여 상기 1,2-옥탄디올 을 약 10 내지 60, 10 내지 55, 10 내지 50, 10 내지 45, 10 내지 40, 10 내지 35, 10 내지 30, 10 내지 25, 10 내지 20, 10 내지 15, 15 내지 65, 15 내지 60, 15 내지 55, 15 내지 50, 15 내지 45, 15 내지 40, 15 내지 35, 15 내지 30, 15 내지 25, 15 내지 20, 20 내지 65, 20 내지 60, 20 내지 55, 20 내지 50, 30 내지 50, 40 내지 50, 45 내지 55, 또는 50 중량%로 포함하는 것일 수 있다. The preservative for external application for skin may contain about 10 to 65% by weight of the 1,2-octanediol based on the total weight. Specifically, the preservative for external application for skin contains about 10 to 60, 10 to 55, 10 to 50, 10 to 45, 10 to 40, 10 to 35, 10 to 30, and 1,2-octanediol, based on the total weight. 10 to 25, 10 to 20, 10 to 15, 15 to 65, 15 to 60, 15 to 55, 15 to 50, 15 to 45, 15 to 40, 15 to 35, 15 to 30, 15 to 25, 15 to 20, 20 to 65, 20 to 60, 20 to 55, 20 to 50, 30 to 50, 40 to 50, 45 to 55, or 50% by weight may be included.
상기 피부 외용제용 보존제는 전체 중량에 대하여 상기 1,10-데칸디올을 약 0.01 내지 5 중량%로 포함하는 것일 수 있다.The preservative for external application for skin may contain about 0.01 to 5% by weight of the 1,10-decanediol based on the total weight.
일 구체예에 따르면, 상기 피부 외용제용 보존제가 전체 중량에 대하여 상기 1,2-옥탄디올을 약 10 내지 65 중량%로 포함하고, 상기 1,10-데칸디올을 약 0.01 내지 5 중량%로 포함하는 경우, 고체화, 침전, 용해력 감소, 유화력 또는 가용화력 감소 등의 발생 없이 안정적으로 액체 상태를 유지할 수 있는 우수한 제형 안정성을 가지면서, 현저히 증가된 항균 또는 방부 효과를 나타낼 수 있다.According to one embodiment, the preservative for external application for skin includes about 10 to 65% by weight of the 1,2-octanediol, and about 0.01 to 5% by weight of the 1,10-decanediol, based on the total weight In this case, it is possible to exhibit a significantly increased antibacterial or antiseptic effect while having excellent formulation stability that can stably maintain a liquid state without occurrence of solidification, precipitation, reduction in dissolution power, reduction in emulsification power or solubilization power.
상기 피부 외용제용 보존제는 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물을 포함하는 것일 수 있다. 바람직하게는, 상기 피부 외용제용 보존제는 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종의 화합물을 포함하는 것일 수 있다. The preservative for external application for skin may include at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin. Preferably, the preservative for external application for skin may include one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
상기 피부 외용제용 보존제는 전체 중량에 대하여 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량을 약 35 내지 90 중량%로 포함하는 것일 수 있다. 구체적으로, 상기 피부 외용제용 보존제는 전체 중량에 대하여 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량을 약 35 내지 85, 35 내지 80, 35 내지 75, 35 내지 70, 35 내지 65, 35 내지 60, 35 내지 55, 35 내지 50, 35 내지 45, 35 내지 40, 40 내지 90, 40 내지 85, 40 내지 80, 40 내지 75, 40 내지 70, 40 내지 65, 40 내지 60, 40 내지 55. 40 내지 50, 40 내지 45, 45 내지 90, 45 내지 85, 45 내지 80, 45 내지 75, 45 내지 70, 45 내지 65, 45 내지 60, 45 내지 55, 45 내지 50, 50 내지 90, 또는 60 내지 80 중량%로 포함하는 것일 수 있다. 일 구체예에 따르면, 상기 피부 외용제용 보존제가 전체 중량에 대하여 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량을 약 35 중량% 미만으로 포함하는 경우, 상기 피부 외용제용 보존제는 고체화, 침전 발생, 용해력 감소, 유화력 또는 가용화력 감소 등의 안정성 저하를 야기할 수 있고, 약 90 중량%를 초과하여 포함하는 경우, 상기 피부 외용제용 보존제에 포함된 상기 알칸디올의 양이 감소할 수 밖에 없어, 상기 피부 외용제용 보존제의 항균 또는 방부 효과가 감소할 수 있다.The preservative for external application for skin may include a total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin in an amount of about 35 to 90% by weight based on the total weight. Specifically, the preservative for external application for skin contains about 35 to 85, 35 to 80, 35 to 75, in a total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin, based on the total weight. 35 to 70, 35 to 65, 35 to 60, 35 to 55, 35 to 50, 35 to 45, 35 to 40, 40 to 90, 40 to 85, 40 to 80, 40 to 75, 40 to 70, 40 to 65, 40 to 60, 40 to 55. 40 to 50, 40 to 45, 45 to 90, 45 to 85, 45 to 80, 45 to 75, 45 to 70, 45 to 65, 45 to 60, 45 to 55, 45 to 50, 50 to 90, or 60 to 80% by weight may be included. According to one embodiment, when the total amount of the at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin based on the total weight of the preservative for external application for skin is less than about 35% by weight, The preservative for external application for skin may cause a decrease in stability such as solidification, occurrence of precipitation, decrease in dissolving power, decrease in emulsification or solubilization, etc., and when it contains more than about 90% by weight, the alkane contained in the preservative for external application for skin Since the amount of diol is inevitably reduced, the antibacterial or antiseptic effect of the preservative for external application for skin may be reduced.
상기 피부 외용제용 보존제는 전체 중량에 대하여 약 10 내지 65, 10 내지 55, 20 내지 55, 또는 55 중량%의 알칸디올; 및 약 35 내지 90, 45 내지 90, 45 내지 80, 또는 45 내지 50 중량%의 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량을 포함하는 것일 수 있다. 또는, 상기 피부 외용제용 보존제는 알칸디올 약 10 내지 65, 10 내지 55, 20 내지 55, 또는 55 중량부; 및 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량 약 35 내지 90, 45 내지 90, 45 내지 80, 또는 45 내지 50 중량부를 포함하는 것일 수 있다.The preservative for external application for skin may include an alkanediol in an amount of about 10-65, 10-55, 20-55, or 55% by weight based on the total weight; And about 35 to 90, 45 to 90, 45 to 80, or 45 to 50% by weight of caprylyl glyceryl ether and ethylhexyl glycerin may include a total amount of one or more compounds selected from the group consisting of. Alternatively, the preservative for external application to the skin is about 10 to 65, 10 to 55, 20 to 55, or 55 parts by weight of alkanediol; and about 35 to 90, 45 to 90, 45 to 80, or 45 to 50 parts by weight of the total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
상기 피부 외용제용 보존제는 전체 중량에 대하여 약 10 내지 65, 10 내지 50, 20 내지 50, 또는 50 중량%의 1,2-옥탄디올; 약 0.01 내지 5 중량%의 1,10-데칸디올; 및 약 35 내지 90, 45 내지 90, 45 내지 80, 또는 45 내지 50 중량%의 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 포함하는 것일 수 있다. 또는, 상기 피부 외용제용 보존제는 1,2-옥탄디올 약 10 내지 65, 10 내지 50, 20 내지 50, 또는 50 중량부; 1,10-데칸디올 약 0.01 내지 5 중량부; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린 약 35 내지 90, 45 내지 90, 45 내지 80, 또는 45 내지 50 중량부를 포함하는 것일 수 있다. 일 구체예에 따르면, 상기 피부 외용제용 보존제에 포함된 알칸디올; 및 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량의 양 또는 비율이 상기 중량% 또는 중량부를 벗어나는 경우, 상기 피부 외용제용 보존제의 항균 또는 방부 효과가 현저히 감소하거나, 고체화, 침전, 용해력 감소, 유화력 또는 가용화력 감소 등이 발생하여 상기 피부 외용제용 보존제의 안정성이 현저히 감소할 수 있다.The preservative for external application for skin may include 1,2-octanediol in an amount of about 10 to 65, 10 to 50, 20 to 50, or 50% by weight based on the total weight; about 0.01 to 5 weight percent of 1,10-decanediol; and about 35 to 90, 45 to 90, 45 to 80, or 45 to 50% by weight of caprylyl glyceryl ether or ethylhexyl glycerin. Alternatively, the preservative for external application to the skin may include about 10 to 65, 10 to 50, 20 to 50, or 50 parts by weight of 1,2-octanediol; about 0.01 to 5 parts by weight of 1,10-decanediol; and about 35 to 90, 45 to 90, 45 to 80, or 45 to 50 parts by weight of caprylyl glyceryl ether or ethylhexyl glycerin. According to one embodiment, the alkanediol contained in the preservative for external application for skin; And when the amount or ratio of the total amount of one or more compounds selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is out of the above weight % or parts by weight, the antibacterial or antiseptic effect of the preservative for external use for skin is significantly reduced Alternatively, solidification, precipitation, reduction in dissolving power, reduction in emulsifying or solubilizing power, etc. may occur, thereby significantly reducing the stability of the preservative for external use for skin.
상기 피부 외용제용 보존제에 포함된 상기 알칸디올; 및 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량의 중량비는 약 10 내지 65 : 35 내지 90인 것일 수 있다. 구체적으로, 상기 피부 외용제용 보존제에 포함된 상기 알칸디올; 및 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량의 중량비는 약 10 내지 55 : 45 내지 90; 또는 20 내지 55 : 45 내지 80인 것일 수 있다. 일 구체예에 따르면, 상기 피부 외용제용 보존제에 포함된 상기 알칸디올; 및 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량의 중량비가 상기 중량비를 벗어나는 경우, 상기 피부 외용제용 보존제의 항균 또는 방부 효과가 현저히 감소하거나, 고체화, 침전, 용해력 감소, 유화력 또는 가용화력 감소 등이 발생하여 상기 피부 외용제용 보존제의 안정성이 현저히 감소할 수 있다.the alkanediol contained in the preservative for external application for skin; And the weight ratio of the total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin may be about 10 to 65: 35 to 90. Specifically, the alkanediol contained in the preservative for external application for skin; And the weight ratio of the total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is about 10 to 55: 45 to 90; or 20 to 55: 45 to 80. According to one embodiment, the alkanediol contained in the preservative for external application for skin; And when the weight ratio of the total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is out of the weight ratio, the antibacterial or antiseptic effect of the preservative for external use for skin is significantly reduced, or solidified, Precipitation, a decrease in dissolving power, a decrease in emulsifying power or solubilizing power, etc. may occur, so that the stability of the preservative for external use for skin may be significantly reduced.
상기 피부 외용제용 보존제는 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종의 화합물을 포함하는 것일 수 있다.The preservative for external application to the skin is 1,2-octanediol; 1,10-decanediol; And it may include one kind of compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
상기 피부 외용제용 보존제에 포함된 상기 1,2-옥탄디올; 상기 1,10-데칸디올; 및 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종의 화합물의 중량비는 약 10 내지 65 : 0.01 내지 5 : 35 내지 90인 것일 수 있다. 구체적으로, 상기 피부 외용제용 보존제에 포함된 상기 1,2-옥탄디올; 상기 1,10-데칸디올; 및 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종의 화합물의 중량비는 약 10 내지 50 : 0.01 내지 5 : 45 내지 90, 20 내지 50 : 0.01 내지 5 : 45 내지 80, 45 내지 55 : 0.01 내지 5 : 45 내지 50, 또는 50 : 0.01 내지 5 : 45 내지 50인 것일 수 있다. 일 구체예에 따르면, 상기 피부 외용제용 보존제에 포함된 상기 1,2-옥탄디올; 상기 1,10-데칸디올; 및 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종의 화합물의 중량비가 상기 중량비를 벗어나는 경우, 상기 피부 외용제용 보존제의 항균 또는 방부 효과가 현저히 감소하거나, 고체화, 침전, 용해력 감소, 유화력 또는 가용화력 감소 등이 발생하여 상기 피부 외용제용 보존제의 안정성이 현저히 감소할 수 있다.the 1,2-octanediol contained in the preservative for external application for skin; the 1,10-decanediol; And the weight ratio of one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin may be about 10 to 65: 0.01 to 5: 35 to 90. Specifically, the 1,2-octanediol included in the preservative for external application for skin; the 1,10-decanediol; and the weight ratio of one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is about 10 to 50: 0.01 to 5: 45 to 90, 20 to 50: 0.01 to 5: 45 to 80, 45 to 55: 0.01 to 5: 45 to 50, or 50: 0.01 to 5: 45 to 50. According to one embodiment, the 1,2-octanediol contained in the preservative for external application for skin; the 1,10-decanediol; and when the weight ratio of one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is out of the weight ratio, the antibacterial or antiseptic effect of the preservative for external use for skin is significantly reduced, solidification, precipitation, A decrease in dissolving power, a decrease in emulsifying power or solubilizing power may occur, and thus the stability of the preservative for external use for skin may be significantly reduced.
상기 피부 외용제용 보존제는 글라이콜류 화합물을 추가로 포함하는 것일 수 있다.The preservative for external application for skin may further include a glycol compound.
상기 글라이콜류 화합물은 에틸렌글라이콜, 디에틸렌글라이콜, 프로필렌글라이콜, 디프로필렌글라이콜, 부틸렌글라이콜, 펜틸렌글라이콜, 헥실렌글라이콜, 및 에톡시디글라이콜으로 이루어진 군으로부터 선택된 1 종 이상인 것일 수 있다. 바람직하게는, 상기 글라이콜류 화합물은 디프로필렌글라이콜인 것일 수 있다.The glycol compound is ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, butylene glycol, pentylene glycol, hexylene glycol, and ethoxy diglycol. It may be at least one selected from the group consisting of. Preferably, the glycol compound may be dipropylene glycol.
일 구체예에 따르면, 상기 피부 외용제용 보존제는 우수한 항균 또는 방부 효과, 및 제형 안정성을 나타낼 수 있다. 구체적으로 상기 피부 외용제용 보존제가 상기 알칸디올; 및 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물을 포함하는 경우, 우수한 항균 또는 방부 효과를 나타냄과 동시에 다양한 온도 조건, 구체적으로, 실온 및 냉장 조건에서 변색, 변취, 고체화, 침전, 용해력 감소, 유화력 또는 가용화력 감소 등의 발생 없이 안정적으로 액체 상태를 유지할 수 있는 우수한 제형 안정성을 나타낼 수 있다. 구체적으로, 상기 피부 외용제용 보존제가 상기 1,2-옥탄디올; 상기 1,10-데칸디올; 및 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종의 화합물을 포함하는 경우, 현저히 우수한 항균 또는 방부 효과를 나타낼 수 있고, 동시에 안정적인 제형 안정성을 나타낼 수 있다. 또한, 상기 피부 외용제용 보존제가 상기 알칸디올; 및 상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물 외에 상기 글라이콜류 화합물을 추가로 포함하는 경우, 항균 또는 방부 효과, 또는 제형 안정성이 더욱 증가될 수 있다. According to one embodiment, the preservative for external application for skin may exhibit excellent antibacterial or antiseptic effect, and formulation stability. Specifically, the preservative for external application to the skin is the alkanediol; And when it contains at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin, it exhibits excellent antibacterial or antiseptic effect and discolors at various temperature conditions, specifically, room temperature and refrigeration conditions, It can exhibit excellent formulation stability that can stably maintain a liquid state without occurrence of odor, solidification, precipitation, reduction in dissolving power, reduction in emulsifying power or solubilizing power. Specifically, the preservative for external application to the skin is the 1,2-octanediol; the 1,10-decanediol; And when it contains one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin, it can exhibit a remarkably excellent antibacterial or antiseptic effect, and at the same time exhibit stable formulation stability. In addition, the preservative for external application to the skin is the alkanediol; And when the glycol compound is additionally included in addition to at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin, antibacterial or antiseptic effect, or formulation stability may be further increased.
또한, 일 구체예에 따르면, 상기 피부 외용제용 보존제는 다양한 종류의 미생물 (구체적으로는, 오염 미생물)에 대하여 우수한 항균 또는 방부 효과를 나타낼 수 있다. 구체적으로, 상기 피부 외용제용 보존제는 그람 양성균 (Gram-positive bacteria), 그람 음성균 (Gram-negative bacteria), 및 진균 (예컨대, 효모, 곰팡이 등)의 생장을 억제시키거나, 사멸시킬 수 있다. 상세하게는, 상기 피부 외용제용 보존제는 Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Candida albicans, 및 Aspergillus brasiliensis 등에 대하여 우수한 항균 또는 방부 효과를 나타낼 수 있고, 이에 제한되는 것은 아니다.In addition, according to one embodiment, the preservative for external application for skin may exhibit excellent antibacterial or antiseptic effect against various types of microorganisms (specifically, contaminating microorganisms). Specifically, the preservative for external application for skin may inhibit or kill the growth of Gram-positive bacteria, Gram-negative bacteria, and fungi (eg, yeast, mold, etc.). Specifically, the preservative for external application to the skin may exhibit an excellent antibacterial or antiseptic effect against Escherichia coli , Pseudomonas aeruginosa , Staphylococcus aureus , Candida albicans , and Aspergillus brasiliensis , but is not limited thereto.
또한, 일 구체예에 따르면, 상기 피부 외용제용 보존제는 기존의 화장료 제품에서 주로 사용되는 보존제 (파라벤류 보존제, 이미다졸리디닐유레아, 페녹시에탄올 등), 또는 옥탄디올, 카프릴릴글리세릴에터, 또는 에틸헥실글리세린의 단독 사용의 경우에 비해, 피부 자극이 현저히 낮아, 우수한 피부 안전성을 나타낼 수 있다.In addition, according to one embodiment, the preservative for external application for skin is a preservative mainly used in conventional cosmetic products (paraben preservatives, imidazolidinyl urea, phenoxyethanol, etc.), or octanediol, caprylyl glyceryl Compared to the case of using ter or ethylhexyl glycerin alone, skin irritation is significantly lower, and excellent skin safety can be exhibited.
본 명세서의 용어 "피부 외용제"란, 피부에 적용하는 조성물 전반을 포괄하는 개념이고, 예를 들어, 기초 화장료, 메이크업 화장료, 모발용 화장료 등 각종 화장료; 연고제, 크림제, 로션제 등 의약품 및 의약부외품을 포함한 국소 투여용 약학 조성물 등을 포함하는 개념이다.As used herein, the term "external preparation for skin" is a concept that encompasses the overall 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 pharmaceutical compositions for topical administration including pharmaceuticals such as ointments, creams, and lotions, and quasi-drugs.
본 명세서에서 용어 "피부 외용제용 보존제"는 "항균제", "방부제", "항균용 보존제", "방부용 보존제", "항균용 조성물", "방부용 조성물", "항균 또는 방부용 조성물", "항균용 화장료 조성물", "방부용 화장료 조성물", "항균 또는 방부용 화장료 조성물" 등과 상호 교환적으로 사용될 수 있다.As used herein, the term "preservative for external application to the skin" refers to "antibacterial agent", "preservative agent", "antibacterial preservative", "preservative for antiseptic", "antibacterial composition", "preservative composition", "antibacterial or antiseptic composition" , "antibacterial cosmetic composition", "preservative cosmetic composition", "antibacterial or antiseptic cosmetic composition", etc. can be used interchangeably.
본 명세서의 용어 "항균"이란, 세균, 곰팡이, 효모 등의 오염 미생물 전부에 대한 저항성을 의미하고, "항균력" 또는 "항균 효과"란, 이들 오염 미생물에 대한 방어력 또는 방어 효과를 의미하는 것이며, "방부력" 또는 "방부 효과"란, 미생물에 의한 오염에 의해 부패하는 것에 대한 방어력 또는 방어 효과를 의미하며, 항균력 또는 항균 효과를 포함하는 개념이다.As used herein, the term "antibacterial" means resistance to all contaminating microorganisms such as bacteria, mold, yeast, and "antibacterial activity" or "antibacterial effect" means a defense or protective effect against these contaminating microorganisms, "Preservative power" or "preservative effect" means a protective power or protective effect against decay by contamination by microorganisms, and is a concept including antibacterial power or antibacterial effect.
본 명세서의 용어 "보존제"란, 방부력 또는 항산화력을 가져 장기간 제품의 변질을 막고 원래 상태를 유지하도록 할 수 있는 물질을 의미하며, "보존력"이란, 장기간 제품의 변질을 막고 원래 상태를 유지하도록 할 수 있는 방어력을 의미한다.As used herein, the term "preservative" means a substance that has preservative or antioxidant power to prevent deterioration of a product for a long period of time and maintain its original state, and "preservative" means a substance that prevents deterioration of a product for a long period of time and maintains the original state It means the defense that can make it happen.
상기 피부 외용제용 보존제는 정제수, 담체, 유화제, 보습제, 피부 컨디셔닝제, 계면활성제, 킬레이팅제, 산화방지제, 방부제, 살균제, 안정화제, 보존제, pH 조절제, 윤활제, 가용화제, 용제 등의 첨가제를 추가로 포함하는 것일 수 있다. 또한, 상기 피부 외용제용 보존제는 피부에 필수 영양소를 보조적으로 제공할 수 있는 물질 또는 피부 상태를 개선시키는 물질 예컨대, 주름 또는 미백 개선 등의 효과를 갖는 기능성 물질을 더 포함할 수 있다. 또한 상기 피부 외용제용 보존제는 천연향, 화장품향, 또는 식물 추출물이 포함되지만 이들에 국한되지 않는 보조제를 더 포함할 수 있다.The preservatives for external use for skin include purified water, carriers, emulsifiers, moisturizers, skin conditioning agents, surfactants, chelating agents, antioxidants, preservatives, bactericides, stabilizers, preservatives, pH adjusters, lubricants, solubilizers, solvents, etc. It may be further included. In addition, the preservative for external application for skin may further include a substance capable of providing essential nutrients to the skin or a substance improving the skin condition, for example, a functional substance having an effect of improving wrinkles or whitening. In addition, the preservative for external application for skin may further include an auxiliary agent including, but not limited to, natural fragrance, cosmetic fragrance, or plant extract.
다른 양상은 상기 피부 외용제용 보존제를 포함하는 화장료 조성물을 제공한다.Another aspect provides a cosmetic composition comprising the preservative for external application to the skin.
상기 화장료 조성물은 상기 피부 외용제용 보존제를 화장료 조성물의 전체 중량에 대하여 약 0.0001 내지 50 중량%로 포함하는 것일 수 있다. 구체적으로, 상기 화장료 조성물은 상기 피부 외용제용 보존제를 화장료 조성물의 전체 중량에 대하여 약 0.0001 내지 0.001, 0.001 내지 0.01, 0.01 내지 0.1, 0.1 내지 1, 1 내지 10, 10 내지 20, 20 내지 30, 30 내지 40, 또는 40 내지 50 중량%로 포함하는 것일 수 있다. 일 구체예에 따르면, 상기 화장료 조성물이 상기 피부 외용제용 보존제를 화장료 조성물의 전체 중량에 대하여 약 0.0001 중량% 미만으로 포함하는 경우, 항균 또는 방부 효과가 감소할 수 있고, 상기 피부 외용제용 보존제를 화장료 조성물의 전체 중량에 대하여 약 50 중량%를 초과하여 포함하는 경우, 고체화, 침전 발생, 용해력 감소, 유화력 또는 가용화력 감소 등의 안정성 저하를 야기할 수 있다.The cosmetic composition may include the preservative for external application for skin in an amount of about 0.0001 to 50% by weight based on the total weight of the cosmetic composition. Specifically, the cosmetic composition contains about 0.0001 to 0.001, 0.001 to 0.01, 0.01 to 0.1, 0.1 to 1, 1 to 10, 10 to 20, 20 to 30, 30 based on the total weight of the cosmetic composition as the preservative for external application for skin. to 40, or 40 to 50% by weight may be included. According to one embodiment, when the cosmetic composition contains the preservative for external application for skin in an amount of less than about 0.0001% by weight based on the total weight of the cosmetic composition, the antibacterial or antiseptic effect may be reduced, and the preservative for external application for skin is used as a cosmetic When it contains more than about 50% by weight based on the total weight of the composition, it may cause a decrease in stability such as solidification, occurrence of precipitation, reduction in dissolving power, reduction in emulsifying power or solubilizing power.
상기 화장료 조성물은 정제수, 담체, 유화제, 보습제, 피부 컨디셔닝제, 계면활성제, 킬레이팅제, 산화방지제, 방부제, 살균제, 안정화제, 보존제, pH 조절제, 윤활제, 가용화제, 용제, 및 이의 조합으로 이루어진 군에서 선택되는 첨가제를 추가로 포함하는 것일 수 있고, 이에 제한되지 않는다. 또한, 상기 화장료 조성물은 피부에 필수 영양소를 보조적으로 제공할 수 있는 물질 또는 피부 상태를 개선시키는 물질 예컨대, 주름 또는 미백 개선 등의 효과를 갖는 기능성 물질을 더 포함할 수 있다. 상기 화장료 조성물은 천연향, 화장품향, 또는 식물 추출물이 포함되지만 이들에 국한되지 않는 보조제를 더 포함할 수 있다.The cosmetic composition is composed of purified water, a carrier, an emulsifier, a moisturizer, a skin conditioning agent, a surfactant, a chelating agent, an antioxidant, a preservative, a bactericide, a stabilizer, a preservative, a pH adjuster, a lubricant, a solubilizer, a solvent, and combinations thereof It may further include an additive selected from the group, but is not limited thereto. In addition, the cosmetic composition may further include a material capable of supplementally providing essential nutrients to the skin or a material improving the skin condition, for example, a functional material having effects such as wrinkle or whitening improvement. The cosmetic composition may further include adjuvants including, but not limited to, natural fragrances, cosmetic fragrances, or plant extracts.
상기 화장료 조성물은 당업계에서 통상적으로 제조되는 어떠한 제형으로도 제조될 수 있다. 구체적으로, 상기 화장료 조성물은 그 제형이 용액, 유탁액, 현탁액, 유연화장수, 영양화장수, 마사지크림, 영양크림, 팩, 젤, 피부 점착 타입의 화장료, 립스틱, 파우더, 메이컵 베이스, 파운데이션, 샴푸, 린스, 두피용 세정제, 두피용 화장수, 두피용 크림, 두피용 팩, 두피용 젤, 두피용 연고, 두피용 겔, 바디클렌저, 비누, 치약, 구강청정제, 페이스트, 로션, 연고, 겔, 크림, 패취, 스프레이, 또는 분무제인 것일 수 있고, 이에 제한되는 것은 아니다.The cosmetic composition may be prepared in any formulation conventionally prepared in the art. Specifically, the formulation of the cosmetic composition is a solution, emulsion, suspension, softening lotion, nutrient lotion, massage cream, nutrient cream, pack, gel, skin adhesion type cosmetics, lipstick, powder, makeup base, foundation, shampoo , conditioner, scalp cleaner, scalp lotion, scalp cream, scalp pack, scalp gel, scalp ointment, scalp gel, body cleanser, soap, toothpaste, mouthwash, paste, lotion, ointment, gel, cream , a patch, a spray, or a spray, but is not limited thereto.
상기 화장료 조성물에 포함되는 담체는 화장품의 제형에 따라 선택적으로 사용될 수 있다. 예를 들어, 연고, 페이스트, 크림, 또는 젤 형태의 화장품을 제조할 경우에는, 담체 성분으로서 왁스, 파라핀, 전분, 트라칸트, 셀룰로오스 유도체, 폴리에틸렌 글리콜, 실리콘, 벤토나이트, 실리카, 탈크, 산화 아연 등을 단독으로 또는 조합하여 사용할 수 있다. 파우더 또는 스프레이 형태의 화장품을 제조할 경우에는, 담체 성분으로서 락토스, 탈크, 실리카, 알루미늄 히드록사이드, 칼슘 실케이트, 폴리아미드 파우더, 클로로플루오로하이드로카본, 프로판/부탄, 디메틸 에테르 등을 단독으로 또는 조합하여 사용할 수 있다. 용액 또는 유탁액 형태의 화장품을 제조할 경우에는, 담체 성분으로서 물, 에탄올, 이소프로판올, 에틸 카보네이트, 에틸 아세테이트, 벤질 알코올, 벤질 벤조에이트, 프로필렌 글리콜, 1,3-부틸글리콜 오일, 목화씨 오일, 땅콩 오일, 옥수수 배종 오일, 올리브 오일, 피마자 오일, 참깨 오일, 글리세롤 지방족 에스테르, 폴리에틸렌 글리콜, 또는 소르비탄의 지방산 에스테르 등을 단독으로 또는 조합하여 사용할 수 있다. 현탁액 형태의 화장품을 제조할 경우에는, 담체 성분으로서 물, 에탄올 또는 프로필렌 글리콜, 에톡실화 이소스테아릴 알코올, 폴리옥시에틸렌 소르비톨 에스테르, 폴리옥시에틸렌 소르비탄 에스테르, 미소결정성 셀룰로오스, 알루미늄 메타하이드록시드, 벤토나이트, 아가, 트라칸트 등을 단독으로 또는 조합하여 사용할 수 있다. 비누 형태의 화장품을 제조할 경우에는, 담체 성분으로서 지방산의 알칼리 금속 염, 지방산 헤미에스테르 염, 지방산 단백질 히드롤리제이트, 이세티오네이트, 라놀린 유도체, 지방족 알코올, 식물성 유, 글리세롤, 당 등을 단독으로 또는 조합하여 사용할 수 있다.The carrier included in the cosmetic composition may be selectively used according to the formulation of the cosmetic. For example, when manufacturing cosmetics in the form of ointments, pastes, creams, or gels, wax, paraffin, starch, tracanth, cellulose derivatives, polyethylene glycol, silicone, bentonite, silica, talc, zinc oxide, etc. may be used alone or in combination. When manufacturing powder or spray-type cosmetics, lactose, talc, silica, aluminum hydroxide, calcium silicate, polyamide powder, chlorofluorohydrocarbon, propane/butane, dimethyl ether, etc. are used alone as carrier components. Or they can be used in combination. When preparing cosmetics in the form of solutions or emulsions, water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1,3-butyl glycol oil, cottonseed oil, peanuts as carrier ingredients Oil, corn germ oil, olive oil, castor oil, sesame oil, glycerol fatty ester, polyethylene glycol, or fatty acid ester of sorbitan may be used alone or in combination. In the case of manufacturing a cosmetic in the form of a suspension, as a carrier component, water, ethanol or propylene glycol, ethoxylated isostearyl alcohol, polyoxyethylene sorbitol ester, polyoxyethylene sorbitan ester, microcrystalline cellulose, aluminum metahydroxide , bentonite, agar, tracanth, and the like may be used alone or in combination. In the case of manufacturing soap-type cosmetics, alkali metal salts of fatty acids, fatty acid hemiester salts, fatty acid protein hydrolyzates, isethionate, lanolin derivatives, aliphatic alcohols, vegetable oils, glycerol, sugar, etc. are used alone as carrier components. may be used alone or in combination.
상기 화장료 조성물에서 언급된 용어 또는 요소 중 상기 피부 외용제용 보존제에 대한 설명에서 언급된 것과 같은 것은, 앞에서 상기 피부 외용제용 보존제에 대한 설명에서 언급된 바와 같은 것으로 이해된다.Among the terms or elements mentioned in the cosmetic composition, those mentioned in the description of the preservative for external application for skin are understood to be the same as those mentioned in the description of the preservative for external application for skin above.
또 다른 양상은 알칸디올 (구체적으로는, 1,2-옥탄디올 및 1,10-데칸디올); 및 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물 (구체적으로는, 카프릴릴글리세릴에터 또는 에틸헥실글리세린)을 혼합하는 단계를 포함하는 피부 외용제용 보존제를 제조하는 방법을 제공한다.Another aspect is alkanediol (specifically, 1,2-octanediol and 1,10-decanediol); And caprylyl glyceryl ether and at least one compound selected from the group consisting of ethylhexyl glycerin (specifically, caprylyl glyceryl ether or ethyl hexyl glycerin) a preservative for external use for skin comprising mixing A method of manufacturing is provided.
또 다른 양상은 상기 피부 외용제용 보존제를 투입하는 단계를 포함하는 화장료 조성물을 제조하는 방법을 제공한다. Another aspect provides a method for preparing a cosmetic composition comprising the step of adding the preservative for external application to the skin.
또 다른 양상은 상기 피부 외용제용 보존제를 투입하는 단계를 포함하는 화장료 조성물을 항균, 보존, 또는 방부 처리하는 방법을 제공한다.Another aspect provides a method of antibacterial, preserving, or antiseptic treatment of a cosmetic composition comprising the step of adding the preservative for external application to the skin.
상기 방법에 있어서, 상기 각 구성의 혼합 중량비, 중량%, 또는 중량부는 상기 피부 외용제용 보존제에 대한 설명에서 언급된 바와 같다.In the method, the mixing weight ratio, weight %, or weight part of each component is the same as mentioned in the description of the preservative for external use for skin.
상기 방법에서 언급된 용어 또는 요소 중 상기 피부 외용제용 보존제 또는 화장료 조성물에 대한 설명에서 언급된 것과 같은 것은, 앞에서 상기 피부 외용제용 보존제 또는 화장료 조성물에 대한 설명에서 언급된 바와 같은 것으로 이해된다.Among the terms or elements mentioned in the method, those mentioned in the description of the preservative or cosmetic composition for external application for skin are understood as the same as those mentioned in the description of the preservative or cosmetic composition for external application for skin above.
또 다른 양상은 알칸디올 (구체적으로는, 1,2-옥탄디올 및 1,10-데칸디올); 및 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물 (구체적으로는, 카프릴릴글리세릴에터 또는 에틸헥실글리세린)을 포함하는 조성물의 피부 외용제 또는 화장료 조성물을 항균, 보존, 또는 방부 처리하기 위한 용도를 제공한다.Another aspect is alkanediol (specifically, 1,2-octanediol and 1,10-decanediol); And at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin (specifically, caprylyl glyceryl ether or ethylhexyl glycerin). , preservation, or preservative treatment.
상기 알칸디올 (구체적으로는, 1,2-옥탄디올 및 1,10-데칸디올); 및 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물 (구체적으로는, 카프릴릴글리세릴에터 또는 에틸헥실글리세린)을 포함하는 조성물의 각 구성의 혼합 중량비, 중량%, 또는 중량부는 상기 피부 외용제용 보존제에 대한 설명에서 언급된 바와 같다.the alkanediol (specifically, 1,2-octanediol and 1,10-decanediol); And at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin (specifically, caprylyl glyceryl ether or ethylhexyl glycerin). %, or parts by weight, are the same as mentioned in the description of the preservative for external application for skin.
상기 용도에서 언급된 용어 또는 요소 중 상기 피부 외용제용 보존제, 화장료 조성물, 또는 방법에 대한 설명에서 언급된 것과 같은 것은, 앞에서 상기 피부 외용제용 보존제, 화장료 조성물, 또는 방법에 대한 설명에서 언급된 바와 같은 것으로 이해된다.Among the terms or elements mentioned in the above use, those mentioned in the description of the preservative for external application for skin, cosmetic composition, or method are the same as those mentioned in the description of the preservative for external application for skin, cosmetic composition, or method it is understood that
일 양상에 따른 피부 외용제용 보존제는 항균력, 방부력, 및 안전성이 현저히 우수하여, 화장료 조성물에 적용될 경우, 피부에 안전한 보존제, 방부제, 또는 방부 보조제 등으로 사용될 수 있다.The preservative for external application for skin according to an aspect has remarkably excellent antibacterial activity, antiseptic power, and safety, and when applied to a cosmetic composition, it may be used as a skin-safe preservative, preservative, or preservative adjuvant.
구체적으로, 상기 피부 외용제용 보존제는 다양한 온도 조건, 구체적으로, 실온 및 냉장 조건에서 변색, 변취, 및 침전 없이 안정적으로 액체 상태를 유지할 수 있는 우수한 제형 안정성을 가지므로, 알칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린의 혼합물에서 발생할 수 있는 안정성 저하 문제를 해소하여, 화장료 조성물에 안정적으로 적용될 수 있다. 또한, 상기 피부 외용제용 보존제는 기존의 화장료 제품에서 주로 사용되는 보존제 (파라벤류 보존제, 이미다졸리디닐유레아, 페녹시에탄올 등), 또는 옥탄디올, 카프릴릴글리세릴에터, 또는 에틸헥실글리세린의 단독 사용의 경우에 비해, 피부 자극이 현저히 낮아, 우수한 피부 안전성을 나타낼 수 있다.Specifically, the preservative for external application for skin has excellent formulation stability capable of stably maintaining a liquid state without discoloration, discoloration, and precipitation under various temperature conditions, specifically, room temperature and refrigeration conditions, and thus alkanediol; And by solving the stability degradation problem that may occur in a mixture of caprylyl glyceryl ether or ethylhexyl glycerin, it can be stably applied to the cosmetic composition. In addition, the preservative for external use for skin is a preservative mainly used in conventional cosmetic products (parabens preservatives, imidazolidinyl urea, phenoxyethanol, etc.), or octanediol, caprylyl glyceryl ether, or ethylhexyl glycerin. Compared to the case of single use of
이하 본 발명을 실시예를 통하여 보다 상세하게 설명한다. 그러나, 이들 실시예는 본 발명을 예시적으로 설명하기 위한 것으로 본 발명의 범위가 이들 실시예에 한정되는 것은 아니다.Hereinafter, the present invention will be described in more detail through examples. However, these examples are for illustrative purposes only, and the scope of the present invention is not limited to these examples.
1. 피부 외용제용 보존제의 제조 및 평가1. Preparation and evaluation of preservatives for external use on the skin
실시예 1. - 실시예 8. 피부 외용제용 보존제의 제조Example 1. - Example 8. Preparation of preservative for external application for skin
본 실시예에서는 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 포함하는 피부 외용제용 보존제를 제조하였다.In this embodiment, 1,2-octanediol; 1,10-decanediol; And a preservative for external use for skin containing caprylyl glyceryl ether or ethylhexyl glycerin was prepared.
구체적으로, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 상온에서 혼합한 후 교반하여 피부 외용제용 보존제를 제조하였고, 혼합된 각 원료의 중량%를 달리하는, 16 종류의 피부 외용제용 보존제 (실시예 1-8 및 비교예 1-8)를 수득하였다. 그 결과를 하기 표 1 및 2에 나타내었다.Specifically, 1,2-octanediol; 1,10-decanediol; And caprylyl glyceryl ether or ethylhexyl glycerin was mixed at room temperature and stirred to prepare a preservative for external application for skin, and 16 types of preservative for external application for skin, varying in weight percent of each mixed raw material (Example 1) -8 and Comparative Examples 1-8) were obtained. The results are shown in Tables 1 and 2 below.
원료명
(단위: 중량%)
Raw material name
(Unit: % by weight)
실시예 1Example 1 실시예 2Example 2 실시예 3Example 3 실시예 4Example 4 실시예 5Example 5 실시예 6Example 6 실시예 7Example 7 실시예 8Example 8
1,2-옥탄디올1,2-octanediol 2020 2020 2020 2020 5050 5050 5050 5050
에틸헥실글리세린Ethylhexylglycerin 7575 79.9979.99 -- -- 4545 49.9949.99 -- --
카프릴릴글리세릴에터caprylyl glyceryl ether -- -- 7575 79.9979.99 -- -- 4545 49.9949.99
1,10-데칸디올1,10-decanediol 55 0.010.01 55 0.010.01 55 0.010.01 55 0.010.01
원료명
(단위: 중량%)
Raw material name
(Unit: % by weight)
비교예 1Comparative Example 1 비교예 2Comparative Example 2 비교예 3Comparative Example 3 비교예 4Comparative Example 4 비교예 5Comparative Example 5 비교예 6Comparative Example 6 비교예 7Comparative Example 7 비교예 8Comparative Example 8
1,2-옥탄디올1,2-octanediol 1010 1010 1010 1010 7070 7070 7070 7070
에틸헥실글리세린Ethylhexylglycerin 8585 89.9989.99 -- -- 2525 29.9929.99 -- --
카프릴릴글리세릴에터caprylyl glyceryl ether -- -- 8585 89.9989.99 -- -- 2525 29.9929.99
1,10-데칸디올1,10-decanediol 55 0.010.01 55 0.010.01 55 0.010.01 55 0.010.01
실험예 1. 안정성 평가Experimental Example 1. Stability evaluation
상기 제조된 실시예 1 내지 8의 피부 외용제용 보존제의 안정성을 평가하였다.The stability of the preservatives for external application for skin of Examples 1 to 8 prepared above was evaluated.
구체적으로, 실시예 1 내지 8 및 비교예 1 내지 8의 피부 외용제용 보존제를 온도 Cycling Chamber에서 (4℃↔25℃, 24 시간 간격) 보관한 후 성상 변화를 관찰하였다.Specifically, the changes in properties were observed after storing the preservatives for external application for skin of Examples 1 to 8 and Comparative Examples 1 to 8 in a temperature cycling chamber (4° C.↔25° C., every 24 hours).
그 결과, 표 3 및 4에 나타낸 바와 같이, 알칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 10 내지 55 : 45 내지 90의 중량비로 포함하는 실시예 1 내지 8 및 비교에 1 내지 4의 피부 외용제용 보존제의 경우, 비교예 5 내지 8의 피부 외용제용 보존제와 비교하여 냉장 및 상온 조건에서 고체화 또는 침전 현상의 발생 없이 액상 상태가 안정적으로 유지되어, 현저히 증가된 안정성을 나타냄을 확인하였다. As a result, as shown in Tables 3 and 4, alkanediol; And Caprylyl glyceryl ether or ethylhexyl glycerin in the case of Examples 1 to 8 and Comparative Examples 1 to 4, which contain a weight ratio of about 10 to 55: 45 to 90 of ethylhexyl glycerin, for preservatives for external application for skin, Comparative Examples 5 to 8 It was confirmed that the liquid state was stably maintained without solidification or precipitation under refrigeration and room temperature conditions compared to preservatives for external application for skin, indicating significantly increased stability.
더욱 구체적으로는, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 10 내지 50 : 0.01 내지 5 : 45 내지 90의 중량비로 포함하는 실시예 1 내지 8 및 비교에 1 내지 4의 피부 외용제용 보존제의 경우, 비교예 5 내지 8의 피부 외용제용 보존제와 비교하여 냉장 및 상온 조건에서 고체화 또는 침전 현상의 발생 없이 액상 상태가 안정적으로 유지되어, 현저히 증가된 안정성을 나타냄을 확인하였다.More specifically, 1,2-octanediol; 1,10-decanediol; And Caprylyl glyceryl ether or ethylhexyl glycerin about 10 to 50: 0.01 to 5: 45 to 90 In the case of Examples 1 to 8 and Comparative Examples 1 to 4 containing preservatives for external application for skin, comparison Compared with the preservatives for external application for skin of Examples 5 to 8, it was confirmed that the liquid state was stably maintained without solidification or precipitation under refrigeration and room temperature conditions, indicating significantly increased stability.
반면, 비교예 5 내지 8과 같이, 피부 외용제용 보존제에 포함된 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린의 조성비가 약 10 내지 50 : 0.01 내지 5 : 45 내지 90의 중량비를 벗어나는 경우, 고체화 또는 침전 현상 등이 발생 되어, 안정성이 현저히 감소함을 확인하였다.On the other hand, as in Comparative Examples 5 to 8, 1,2-octanediol included in the preservative for external application for skin; 1,10-decanediol; And when the composition ratio of caprylyl glyceryl ether or ethylhexyl glycerin is out of the weight ratio of about 10 to 50: 0.01 to 5: 45 to 90, solidification or precipitation occurs, and it was confirmed that stability is significantly reduced. .
실온 및 냉장 조건Room temperature and refrigerated conditions 실시예 1Example 1 실시예 2Example 2 실시예 3Example 3 실시예 4Example 4 실시예 5Example 5 실시예 6Example 6 실시예 7Example 7 실시예 8Example 8
초기Early
1 주1 week
2 주2 weeks
4 주4 weeks
(○: 액체 상태 유지; △: 약간의 석출 및 침전; X: 고체화)(○: liquid state maintenance; △: slight precipitation and precipitation; X: solidification)
실온 및 냉장 조건Room temperature and refrigerated conditions 비교예 1Comparative Example 1 비교예 2Comparative Example 2 비교예 3Comparative Example 3 비교예 4Comparative Example 4 비교예 5Comparative Example 5 비교예 6Comparative Example 6 비교예 7Comparative Example 7 비교예 8Comparative Example 8
초기Early
1 주1 week
2 주2 weeks
4 주4 weeks
(○: 액체 상태 유지; △: 약간의 석출 및 침전; X: 고체화)(○: liquid state maintenance; △: slight precipitation and precipitation; X: solidification)
본 실시예를 통해, 알칸디올 약 10 내지 55 중량% (구체적으로는, 1,2-옥탄디올 약 10 내지 50 중량% 및 1,10-데칸디올 약 0.01 내지 5 중량%); 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린 약 45 내지 90 중량%를 포함하는 피부 외용제용 보존제의 경우, 알칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린 혼합물에서 발생할 수 있는 고체화 또는 침전 현상의 문제를 해소할 수 있고, 현저히 증가된 안정성을 나타낼 수 있음을 확인하였다.Through this example, about 10 to 55% by weight of alkanediol (specifically, about 10 to 50% by weight of 1,2-octanediol and about 0.01 to 5% by weight of 1,10-decanediol); and about 45 to 90% by weight of caprylyl glyceryl ether or ethylhexyl glycerin, in the case of a preservative for external use, alkanediol; And it was confirmed that it can solve the problem of solidification or precipitation that may occur in a mixture of caprylyl glyceryl ether or ethylhexyl glycerin, and can exhibit significantly increased stability.
실험예 2. 항균 효과 확인Experimental Example 2. Confirmation of antibacterial effect
상기 제조된 실시예 1 내지 8 및 비교예 1 내지 8의 피부 외용제용 보존제의 항균 효과를 확인하기 위하여, Escherichia coli (ATCC 8739), Pseudomonas aeruginosa (ATCC 9027), Staphylococcus aureus (ATCC 6538), Candida albicans (ATCC 10231), 및 Aspergillus brasiliensis (ATCC 16404) 등의 박테리아 또는 진균에 대한 상기 각 피부 외용제용 보존제의 최소생장저지농도 (minimum inhibitory concentration, MIC)를 측정하였다.In order to confirm the antibacterial effect of the preservatives for external application for skin of Examples 1 to 8 and Comparative Examples 1 to 8 prepared above, Escherichia coli (ATCC 8739), Pseudomonas aeruginosa (ATCC 9027), Staphylococcus aureus (ATCC 6538), Candida albicans (ATCC 10231), and Aspergillus brasiliensis (ATCC 16404), the minimum growth inhibitory concentration (MIC) of each of the above-mentioned preservatives for external application to the skin against bacteria or fungi was measured.
구체적으로, 상기 제조된 실시예 1 내지 8 및 비교예 1 내지 8의 피부 외용제용 보존제 각각을 약 10%로 희석하였고, 이들 각각을 다시 1/2로 12 단계까지 희석하였다. 이를 통해, 상기 피부 외용제용 보존제 각각에 대한 다양한 농도 (약 0.01 내지 10%)의 시료를 제조하였고, 얻어진 각 시료를 각각 독립적으로 트립틱소이배지 (TSB) 또는 감자한천배지 (PDA)에 첨가하였다. 각 시료가 첨가된 배지 약 10 ml에, 최종적으로 균의 농도가 약 106 CFU/ml가 되도록, 상기 박테리아 또는 진균 각각을 접종한 후, 약 32℃ 또는 약 25℃에서 약 24 내지 48 시간 동안 배양하였다. 그 후, 균 배양액의 상태를 관찰하여 균의 생장을 약 95% 이상 저해시킬 수 있는 시료의 최소 농도를 MIC로 결정하였다. 시료를 전혀 첨가하지 않은 배지에서의 정상적인 균의 생장을 측정하여 양성 대조군으로 사용하였다.Specifically, each of the preservatives for external application for skin of Examples 1 to 8 and Comparative Examples 1 to 8 prepared above were diluted to about 10%, and each of them was again diluted by 1/2 to 12 steps. Through this, samples of various concentrations (about 0.01 to 10%) for each of the preservatives for external application for skin were prepared, and each obtained sample was independently added to tryptic soy medium (TSB) or potato agar medium (PDA). . In about 10 ml of the medium to which each sample is added, after inoculating each of the bacteria or fungi so that the final concentration of the bacteria is about 10 6 CFU / ml, at about 32 ° C. or about 25 ° C. for about 24 to 48 hours cultured. Thereafter, by observing the state of the bacterial culture, the minimum concentration of the sample capable of inhibiting the growth of the bacteria by about 95% or more was determined as the MIC. The growth of normal bacteria in a medium to which no sample was added was measured and used as a positive control.
그 결과, 표 5에 나타낸 바와 같이, 알칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 20 내지 55 : 45 내지 80의 중량비로 포함하는 (구체적으로는, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 20 내지 50 : 0.01 내지 5 : 45 내지 80의 중량비로 포함하는) 실시예 1 내지 8의 피부 외용제용 보존제의 경우 모두 현저히 낮은 농도에서 우수한 항균 효과를 나타냄을 확인하였다. 특히, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 50 : 0.01 내지 5 : 45 내지 50의 중량비로 포함하는 실시예 5 내지 8의 피부 외용제용 보존제의 경우, E. coli, P. aeruginosa, 및 S. aureus에 대하여 가장 우수한 항균 효과를 나타냄을 확인하였다.As a result, as shown in Table 5, alkanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 20 to 55: 45 to 80 (specifically, 1,2-octanediol; 1,10-decanediol; and caprylyl glycerin) It was confirmed that all of the preservatives for external application for skin of Examples 1 to 8 (containing reel ether or ethylhexylglycerin in a weight ratio of about 20 to 50: 0.01 to 5: 45 to 80) exhibit excellent antibacterial effects at remarkably low concentrations. did In particular, 1,2-octanediol; 1,10-decanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 50: 0.01 to 5: 45 to 50. In the case of the preservative for external application for skin of Examples 5 to 8, E. coli , P. aeruginosa , and It was confirmed that it showed the best antibacterial effect against S. aureus .
반면, 비교예 1 내지 8과 같이, 피부 외용제용 보존제에 포함된 알칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린의 조성비가 약 20 내지 55 : 45 내지 80의 중량비 (구체적으로는, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린의 조성비가 약 20 내지 50 : 0.01 내지 5 : 45 내지 80의 중량비)를 벗어나는 경우, 그람 음성균인 P. aeruginosa에 대한 항균 효과가 현저히 감소함을 확인하였다.On the other hand, as in Comparative Examples 1 to 8, alkanediol contained in a preservative for external application for skin; And the composition ratio of caprylyl glyceryl ether or ethylhexyl glycerin is about 20 to 55: 45 to 80 by weight (specifically, 1,2-octanediol; 1,10-decanediol; and caprylyl glyceryl) When the composition ratio of ether or ethylhexylglycerin is about 20 to 50: 0.01 to 5: 45 to 80), it was confirmed that the antibacterial effect against P. aeruginosa , a gram-negative bacterium, was significantly reduced.
피부 외용제용
보존제
For external use on the skin
preservative
시료의 MIC (%, w/w)MIC of the sample (%, w/w)
E. coliE. coli P. aeruginosaP. aeruginosa S. aureusS. aureus C. albicansC. albicans A. brasiliensisA. brasiliensis
실시예 1Example 1 0.30.3 1.01.0 0.30.3 0.150.15 0.250.25
실시예 2Example 2 0.30.3 1.01.0 0.30.3 0.10.1 0.20.2
실시예 3Example 3 0.30.3 0.80.8 0.30.3 0.150.15 0.250.25
실시예 4Example 4 0.30.3 0.80.8 0.30.3 0.10.1 0.20.2
실시예 5Example 5 0.20.2 0.20.2 0.150.15 0.150.15 0.20.2
실시예 6Example 6 0.20.2 0.20.2 0.150.15 0.150.15 0.20.2
실시예 7Example 7 0.20.2 0.20.2 0.10.1 0.150.15 0.20.2
실시예 8Example 8 0.20.2 0.20.2 0.10.1 0.150.15 0.20.2
비교예 1Comparative Example 1 0.30.3 >10>10 0.40.4 0.10.1 0.30.3
비교예 2Comparative Example 2 0.30.3 1010 0.30.3 0.10.1 0.30.3
비교예 3Comparative Example 3 0.30.3 >10>10 0.40.4 0.10.1 0.250.25
비교예 4Comparative Example 4 0.30.3 1010 0.30.3 0.10.1 0.20.2
비교예 5Comparative Example 5 1.01.0 >10>10 1.01.0 0.40.4 1.01.0
비교예 6Comparative Example 6 0.40.4 1010 0.40.4 0.20.2 0.40.4
비교예 7Comparative Example 7 0.80.8 >10>10 1.01.0 0.60.6 1.01.0
비교예 8Comparative Example 8 0.40.4 1010 0.40.4 0.20.2 0.40.4
본 실험예를 통해, 알칸디올 약 20 내지 55 중량% (구체적으로는, 1,2-옥탄디올 약 20 내지 50 중량% 및 1,10-데칸디올 약 0.01 내지 5 중량%); 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린 약 45 내지 80 중량%를 포함하는 피부 외용제용 보존제의 경우, 그람 양성균, 그람 음성균, 및 진균 모두에 대하여 현저히 낮은 농도에서 우수한 항균 효과를 나타냄을 확인하였다. Through this experimental example, about 20 to 55% by weight of alkanediol (specifically, about 20 to 50% by weight of 1,2-octanediol and about 0.01 to 5% by weight of 1,10-decanediol); And in the case of a preservative for external application for skin containing about 45 to 80% by weight of caprylyl glyceryl ether or ethylhexyl glycerin, it was confirmed that an excellent antibacterial effect was exhibited at a significantly low concentration against both gram-positive bacteria, gram-negative bacteria, and fungi. did
특히, 1,2-옥탄디올 약 50 중량%; 1,10-데칸디올 약 0.01 내지 5 중량%; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린 약 45 내지 50 중량%를 포함하는 피부 외용제용 보존제의 경우, E. coli, P. aeruginosa, 및 S. aureus에 대하여 가장 우수한 항균 효과를 나타냄을 확인하였다.In particular, about 50% by weight of 1,2-octanediol; about 0.01 to 5% by weight of 1,10-decanediol; And in the case of a preservative for external application for skin containing about 45 to 50% by weight of caprylyl glyceryl ether or ethylhexyl glycerin, it was confirmed that it exhibits the best antibacterial effect against E. coli , P. aeruginosa , and S. aureus . did
2. 피부 외용제용 보존제를 포함하는 화장료 조성물의 제조 및 평가2. Preparation and evaluation of a cosmetic composition containing a preservative for external application for skin
실시예 9. - 실시예 16. 피부 외용제용 보존제를 포함하는 화장료 조성물의 제조Example 9. - Example 16. Preparation of a cosmetic composition comprising a preservative for external application to the skin
본 실시예에서는, 상기 제조된 실시예 1 내지 8의 피부 외용제용 보존제를 포함하고, 그 외 화장료 원료를 추가로 더 포함하는 화장료 조성물을 제조하였다.In this example, a cosmetic composition including the preservative for external application for skin of Examples 1 to 8 prepared above, and further including other cosmetic raw materials was prepared.
구체적으로, 실시예 1 내지 8의 피부 외용제용 보존제 중 어느 하나와 피부 외용제용 보존제 외의 화장료 원료들을 혼합한 후 교반하여 화장료 조성물을 수득하였다. 더욱 구체적으로, 실시예 1 내지 8의 피부 외용제용 보존제 중 어느 하나를 약 1 중량%로 포함하고, 추가적으로 포함된 그 외 화장료 원료의 중량%는 동일하게 유지하여 제조된 화장료 조성물을 수득하였고, 그 결과를 하기 표 6에 나타내었다. 또한, 하기 표 7에 나타낸 바와 같이, 비교예 1 내지 8의 피부 외용제용 보존제; 및 1,2-옥탄디올 약 20 중량%, 1,10-데칸디올 약 10 중량%, 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린 약 70 중량%를 포함하는 피부 외용제용 보존제 중 어느 하나를 약 1 중량%로 포함하고, 추가적으로 포함된 그 외 화장료 원료의 중량%는 동일하게 유지하여 제조된 화장료 조성물을 수득하였고, 대조군으로 사용하였다.Specifically, any one of the preservatives for external application for skin of Examples 1 to 8 and cosmetic raw materials other than the preservative for external application for skin were mixed and stirred to obtain a cosmetic composition. More specifically, a cosmetic composition prepared by including any one of the preservatives for external application for skin of Examples 1 to 8 in an amount of about 1% by weight, and maintaining the same weight% of other cosmetic raw materials additionally included, was obtained, and the The results are shown in Table 6 below. In addition, as shown in Table 7 below, the preservatives for external use for skin of Comparative Examples 1 to 8; and about 20% by weight of 1,2-octanediol, about 10% by weight of 1,10-decanediol, and about 70% by weight of caprylyl glyceryl ether or ethylhexylglycerin. Included in about 1% by weight, and the weight% of other cosmetic raw materials included in addition was kept the same to obtain a cosmetic composition prepared and used as a control.
원료명
(단위: 중량%)
Raw material name
(Unit: % by weight)
제형예
Formulation example
실시예
9
Example
9
실시예
10
Example
10
실시예
11
Example
11
실시예
12
Example
12
실시예
13
Example
13
실시예
14
Example
14
실시예
15
Example
15
실시예
16
Example
16
정제수Purified water UP TO 100UP TO 100 UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
다이소듐라우레스
설포석시네이트
Disodium Laureth
sulfosuccinate
2525 2525 2525 2525 2525 2525 2525 2525
데실글루코사이드
Decyl Glucoside
55 55 55 55 55 55 55 55
코코글루코사이드
cocoglucoside
33 33 33 33 33 33 33 33
글리세린
glycerin
33 33 33 33 33 33 33 33
글루카메이트
glucamate
1One 1One 1One 1One 1One 1One 1One 1One
소듐클로라이드
sodium chloride
0.90.9 0.90.9 0.90.9 0.90.9 0.90.9 0.90.9 0.90.9 0.90.9
잔탄검
xanthan gum
0.40.4 0.40.4 0.40.4 0.40.4 0.40.4 0.40.4 0.40.4 0.40.4
에틸렌다이아민
테트라아세트산 (EDTA)
Ethylenediamine
tetraacetic acid (EDTA)
0.20.2 0.20.2 0.20.2 0.20.2 0.20.2 0.20.2 0.20.2 0.20.2
토코페릴아세테이트Tocopheryl Acetate 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02
피부
외용제용
보존제
skin
For external use
preservative
실시예 1Example 1 1One -- -- -- -- -- -- --
실시예 2Example 2 -- 1One -- -- -- -- -- --
실시예 3Example 3 -- -- 1One -- -- -- -- --
실시예 4Example 4 -- -- -- 1One -- -- -- --
실시예 5Example 5 -- -- -- -- 1One -- -- --
실시예 6Example 6 -- -- -- -- -- 1One -- --
실시예 7Example 7 -- -- -- -- -- -- 1One --
실시예 8Example 8 -- -- -- -- -- -- -- 1One
원료명
(단위: 중량%)
Raw material name
(Unit: % by weight)
제형예
Formulation example
비교예
9
comparative example
9
비교예
10
comparative example
10
비교예
11
comparative example
11
비교예
12
comparative example
12
비교예
13
comparative example
13
비교예
14
comparative example
14
비교예
15
comparative example
15
비교예
16
comparative example
16
비교예
17
comparative example
17
비교예
18
comparative example
18
정제수
Purified water
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
UP TO
100
다이소듐라우레스
설포석시네이트
Disodium Laureth
sulfosuccinate
2525 2525 2525 2525 2525 2525 2525 2525 2525 2525
데실글루코사이드
Decyl Glucoside
55 55 55 55 55 55 55 55 55 55
코코글루코사이드
cocoglucoside
33 33 33 33 33 33 33 33 33 33
글리세린
glycerin
33 33 33 33 33 33 33 33 33 33
글루카메이트
glucamate
1One 1One 1One 1One 1One 1One 1One 1One 1One 1One
소듐클로라이드
sodium chloride
0.90.9 0.90.9 0.90.9 0.90.9 0.90.9 0.90.9 0.90.9 0.90.9 0.90.9 0.90.9
잔탄검
xanthan gum
0.40.4 0.40.4 0.40.4 0.40.4 0.40.4 0.40.4 0.40.4 0.40.4 0.40.4 0.40.4
에틸렌다이아민
테트라아세트산
(EDTA)
Ethylenediamine
tetraacetic acid
(EDTA)
0.20.2 0.20.2 0.20.2 0.20.2 0.20.2 0.20.2 0.20.2 0.20.2 0.20.2 0.20.2
토코페릴아세테이트tocopheryl acetate 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02 0.020.02
피부
외용제용
보존제
skin
For external use
preservative
비교예 1Comparative Example 1 1One -- -- -- -- -- -- -- -- --
비교예 2Comparative Example 2 -- 1One -- -- -- -- -- -- -- --
비교예 3Comparative Example 3 -- -- 1One -- -- -- -- -- -- --
비교예 4Comparative Example 4 -- -- -- 1One -- -- -- -- -- --
비교예 5Comparative Example 5 -- -- -- -- 1One -- -- -- -- --
비교예 6Comparative Example 6 -- -- -- -- -- 1One -- -- -- --
비교예 7Comparative Example 7 -- -- -- -- -- -- 1One -- -- --
비교예 8Comparative Example 8 -- -- -- -- -- -- -- 1One -- --
1,2-옥탄디올: 1,10-데칸디올: 에틸헥실글리세린
(20 : 10 : 70)
1,2-octanediol: 1,10-decanediol: ethylhexylglycerin
(20:10:70)
-- -- -- -- -- -- -- -- 1One --
1,2-옥탄디올: 1,10-데칸디올: 카프릴릴글리세릴에터
(20 : 10 : 70)
1,2-octanediol: 1,10-decanediol: caprylyl glyceryl ether
(20:10:70)
-- -- -- -- -- -- -- -- -- 1One
실험예 3. 피부 외용제용 보존제를 포함하는 화장료 조성물의 방부력 확인Experimental Example 3. Confirmation of preservative power of cosmetic composition containing preservative for external application for skin
상기 제조된 실시예 1 내지 8의 피부 외용제용 보존제의 방부력을 평가하기 위하여, 상기 피부 외용제용 보존제를 포함하는 화장료 조성물인, 상기 제조된 실시예 9 내지 16의 화장료 조성물에 일정 수의 균을 접종한 후 잔존하는 생균수를 확인하였다. 상기 제조된 비교예 9 내지 18의 화장료 조성물을 비교군으로 사용하였다.In order to evaluate the preservative power of the prepared preservative for external application for skin of Examples 1 to 8, a certain number of bacteria were added to the cosmetic composition of Examples 9 to 16, which is a cosmetic composition including the preservative for external application for skin. After inoculation, the number of remaining viable cells was confirmed. The cosmetic compositions of Comparative Examples 9 to 18 prepared above were used as a comparative group.
구체적으로, 상기 실시예 9 내지 16 및 비교예 9 내지 18의 화장료 조성물 각각에, Escherichia coli (ATCC 8739), Pseudomonas aeruginosa (ATCC 9027), 또는 Staphylococcus aureus (ATCC 6538)의 균 배양액을 각각 독립적으로 접종하여 혼합하였고, 이때, 각 시료 당 박테리아의 초기 농도가 약 106 CFU/g이 되도록 하였다. 그 후, 각 시료를 약 30℃ 내지 약 32℃ 항온조에서 약 4 주간 배양하면서, 약 7 일 간격으로 각 시료의 약 1 g을 취하여 잔존하는 생균수를 측정하였다.Specifically, in each of the cosmetic compositions of Examples 9 to 16 and Comparative Examples 9 to 18, Escherichia coli (ATCC 8739), Pseudomonas aeruginosa (ATCC 9027), or Staphylococcus aureus (ATCC 6538) each independently inoculated with a bacterial culture medium and mixed, and at this time, the initial concentration of bacteria per each sample was about 10 6 CFU/g. Thereafter, while each sample was cultured in a thermostat at about 30° C. to about 32° C. for about 4 weeks, about 1 g of each sample was taken at intervals of about 7 days to measure the number of remaining viable cells.
또한, 상기 실시예 9 내지 16 및 비교예 9 내지 18의 화장료 조성물 각각에, 진균류인 Aspergillus brasiliensis (ATCC 16404)의 균 배양액을 접종 및 혼합하여, 각 시료 당 균의 초기 농도가 약 105 CFU/g이 되도록 하였다. 그 후, 각 시료를 약 25℃ 항온조에서 약 4 주간 배양하면서, 약 7 일 간격으로, 각 시료에 대하여 변취 유무와 시료 표면의 균사 및 포자 발생 유무를 관찰하였다. In addition, in each of the cosmetic compositions of Examples 9 to 16 and Comparative Examples 9 to 18, inoculated and mixed with a bacterial culture solution of a fungus Aspergillus brasiliensis (ATCC 16404), the initial concentration of the bacteria per each sample is about 10 5 CFU / g. Thereafter, each sample was cultured in a thermostat at about 25° C. for about 4 weeks, and at about 7-day intervals, the presence or absence of odor and the presence or absence of mycelium and spores on the surface of the sample were observed.
그 결과, 표 8에 나타낸 바와 같이, 알칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 20 내지 55 : 45 내지 80의 중량비로 포함하는 (구체적으로는, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 20 내지 50 : 0.01 내지 5 : 45 내지 80의 중량비로 포함하는) 실시예 1 내지 8의 피부 외용제용 보존제를 포함하는 상기 실시예 9 내지 16의 화장료 조성물의 경우, 상기 비교예 9 내지 18의 화장료 조성물과 비교하여, 박테리아 및 진균 모두를 완전히 사멸시켜 현저히 우수한 방부력을 나타냄을 확인하였다. As a result, as shown in Table 8, alkanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 20 to 55: 45 to 80 (specifically, 1,2-octanediol; 1,10-decanediol; and caprylyl glycerin) In the case of the cosmetic composition of Examples 9 to 16, including the preservative for external use for skin of Examples 1 to 8) (containing reel ether or ethylhexylglycerin in a weight ratio of about 20 to 50: 0.01 to 5: 45 to 80) , Compared with the cosmetic compositions of Comparative Examples 9 to 18, it was confirmed that both bacteria and fungi were completely killed to exhibit a remarkably excellent preservative power.
반면, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 10 : 0.01 내지 5 : 85 내지 90의 중량비로 포함하는 비교예 1 내지 4의 피부 외용제용 보존제를 포함하는 상기 비교예 9 내지 12의 화장료 조성물의 경우, 박테리아에 대하여 방부 효과를 나타내지 못함을 확인하였다.On the other hand, 1,2-octanediol; 1,10-decanediol; And the cosmetic composition of Comparative Examples 9 to 12, comprising the preservative for external use for skin of Comparative Examples 1 to 4 comprising caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 10: 0.01 to 5: 85 to 90 In the case of , it was confirmed that it did not exhibit a preservative effect on bacteria.
또한, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 70 : 0.01 내지 5 : 25 내지 30의 중량비로 포함하는 비교예 5 내지 8의 피부 외용제용 보존제를 포함하는 상기 비교예 13 내지 16의 화장료 조성물의 경우, 박테리아 및 진균 모두에 대하여 방부 효과를 나타내지 못함을 확인하였다.Also, 1,2-octanediol; 1,10-decanediol; And the cosmetic composition of Comparative Examples 13 to 16, comprising the preservative for external use for skin of Comparative Examples 5 to 8 comprising caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 70: 0.01 to 5: 25 to 30 In the case of , it was confirmed that it did not exhibit an antiseptic effect against both bacteria and fungi.
더하여, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 20 : 10 : 70의 중량비로 포함하는 피부 외용제용 보존제를 포함하는 상기 비교예 17 또는 18의 화장료 조성물의 경우, 진균에 대하여 방부 효과를 나타내지 못함을 확인하였다. In addition, 1,2-octanediol; 1,10-decanediol; And in the case of the cosmetic composition of Comparative Examples 17 or 18 comprising a preservative for external application for skin comprising caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 20: 10: 70, it does not exhibit an antiseptic effect against fungi. confirmed that it is not.
화장료
조성물
cosmetics
composition
박테리아 (cfu/g)
Bacteria (cfu/g)
진균fungus
0 일차Day 0 7 일차Day 7 14 일차Day 14 21 일차Day 21 28 일차Day 28
실시예 9Example 9 2.2 x 106 2.2 x 10 6 00 00 00 00 --
실시예 10Example 10 2.2 x 106 2.2 x 10 6 <100<100 00 00 00 --
실시예 11Example 11 2.2 x 106 2.2 x 10 6 00 00 00 00 --
실시예 12Example 12 2.2 x 106 2.2 x 10 6 <100<100 00 00 00 --
실시예 13Example 13 2.2 x 106 2.2 x 10 6 <10<10 00 00 00 --
실시예 14Example 14 2.2 x 106 2.2 x 10 6 <100<100 <10<10 00 00 --
실시예 15Example 15 2.2 x 106 2.2 x 10 6 <10<10 00 00 00 --
실시예 16Example 16 2.2 x 106 2.2 x 10 6 <100<100 <10<10 00 00 --
비교예 9Comparative Example 9 2.2 x 106 2.2 x 10 6 2.0 x 106 2.0 x 10 6 5.0 x 104 5.0 x 10 4 3.3 x 104 3.3 x 10 4 4.1 x 103 4.1 x 10 3 --
비교예 10Comparative Example 10 2.2 x 106 2.2 x 10 6 1.8 x 106 1.8 x 10 6 6.1 x 105 6.1 x 10 5 2.9 x 105 2.9 x 10 5 8.0 x 104 8.0 x 10 4 --
비교예 11Comparative Example 11 2.2 x 106 2.2 x 10 6 2.1 x 104 2.1 x 10 4 1.9 x 103 1.9 x 10 3 2.8 x 103 2.8 x 10 3 2.7 x 103 2.7 x 10 3 --
비교예 12Comparative Example 12 2.2 x 106 2.2 x 10 6 1.1 x 106 1.1 x 10 6 5.4 x 105 5.4 x 10 5 4.4 x 103 4.4 x 10 3 1.2 x 104 1.2 x 10 4 --
비교예 13Comparative Example 13 2.2 x 106 2.2 x 10 6 1.0 x 105 1.0 x 10 5 6.6 x 104 6.6 x 10 4 4.8 x 104 4.8 x 10 4 4.1 x 104 4.1 x 10 4 ++++++
비교예 14Comparative Example 14 2.2 x 106 2.2 x 10 6 7.3 x 104 7.3 x 10 4 3.5 x 104 3.5 x 10 4 3.6 x 104 3.6 x 10 4 1.1 x 103 1.1 x 10 3 ++++++
비교예 15Comparative Example 15 2.2 x 106 2.2 x 10 6 1.2 x 106 1.2 x 10 6 2.2 x 105 2.2 x 10 5 3.7 x 104 3.7 x 10 4 9.8 x 102 9.8 x 10 2 ++++++
비교예 16Comparative Example 16 2.2 x 106 2.2 x 10 6 5.1 x 104 5.1 x 10 4 1.7 x 104 1.7 x 10 4 3.4 x 103 3.4 x 10 3 1.0 x 103 1.0 x 10 3 ++++++
비교예 17Comparative Example 17 2.2 x 106 2.2 x 10 6 00 00 00 00 ++++
비교예 18Comparative Example 18 2.2 x 106 2.2 x 10 6 00 00 00 00 ++++
(-: 4 주 동안 변취, 균사, 및 포자의 발생이 없는 정상 상태; +: 4 주 이내에 기벽 또는 뚜껑에 곰팡이 발생; ++: 4 주 이내에 변취 발생 및 시료 표면 일부에 곰팡이 발생; +++: 4 주 이내에 변취 발생 및 시료 표면 전체에 곰팡이 발생)(-: Normal state without the occurrence of odor, mycelium, and spores for 4 weeks; +: Mold on the wall or lid within 4 weeks; ++: Bad odor and mold on part of the sample surface within 4 weeks; +++ : Odor occurs within 4 weeks and mold develops on the entire surface of the sample)
본 실험예를 통해, 알칸디올 약 20 내지 55 중량% (구체적으로는, 1,2-옥탄디올 약 20 내지 50 중량% 및 1,10-데칸디올 약 0.01 내지 5 중량%); 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린 약 45 내지 80 중량%를 포함하는 피부 외용제용 보존제를 화장료 조성물에 첨가하는 경우, 박테리아 및 진균에 대한 방부력이 현저히 우수함을 확인하였고, 피부 외용제용 보존제에 포함된 알칸디올 (구체적으로는, 1,2-옥탄디올 및 1,10-데칸디올); 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린 각각의 중량%가 상기 중량%를 벗어나는 경우, 화장료 조성물에 있어서 박테리아 및 진균에 대한 방부력이 현저히 감소함을 확인하였다. Through this experimental example, about 20 to 55% by weight of alkanediol (specifically, about 20 to 50% by weight of 1,2-octanediol and about 0.01 to 5% by weight of 1,10-decanediol); And when a preservative for external application for skin containing about 45 to 80% by weight of caprylyl glyceryl ether or ethylhexyl glycerin is added to the cosmetic composition, it was confirmed that the antiseptic ability against bacteria and fungi is remarkably excellent, and for external application for skin alkanediol (specifically, 1,2-octanediol and 1,10-decanediol) contained in preservatives; And when the weight % of each of caprylyl glyceryl ether or ethylhexyl glycerin is out of the above weight %, it was confirmed that the preservative power against bacteria and fungi in the cosmetic composition was significantly reduced.
3. 피부 외용제용 보존제의 안전성 평가3. Safety evaluation of preservatives for external application to the skin
실험예 4. 피부 외용제용 보존제의 피부 자극 시험Experimental Example 4. Skin irritation test of preservatives for external application for skin
상기 제조된 실시예 1 내지 8의 피부 외용제용 보존제의 안전성을 평가하기 위하여, 피부 자극 시험을 수행하였다. In order to evaluate the safety of the prepared preservatives for external application for skin of Examples 1 to 8, a skin irritation test was performed.
구체적으로, 첩포는 피험자의 등 상부에 부착하였으며, 약 25%의 상기 피부 외용제용 보존제 약 20 ㎕를 IQ 챔버 케모테크닉 (스웨덴)을 이용하여 첩포하였다. 첩포를 제거하고 약 30 분 후에 첫 판독을 시험하였고, 약 24 시간이 경과한 후에 2차 판독을 시행하였다. 각 피부 외용제용 보존제의 피부 자극의 강도를 알아보기 위해 피부의 양성 반응의 정도에 따라 가중치를 부여하였으며, 하기 계산식 1에 따라 1차 피부 자극 지수 (Primary Cutaneous Irritation index, P.C.I)를 구하여 각 피부 외용제용 보존제의 피부 자극을 판정하였다. 또한, 1,2-옥탄디올, 1,10-데칸디올, 카프릴릴글리세릴에터, 또는 에틸헥실글리세린을 단독으로 포함하는 조성물 및 기존의 화장료 제품에서 주로 사용되는 보존제를 대조군으로 사용하였다. 대조군인, 1,2-옥탄디올, 1,10-데칸디올, 카프릴릴글리세릴에터, 및 에틸헥실글리세린 각각은 피부 자극이 없는 100% 1,3-프로판디올에 용해된 상태로 피부 자극 시험에 사용되었다. Specifically, the patch was attached to the upper part of the subject's back, and about 25% of the preservative for external use for skin, about 20 μl, was applied using IQ Chamber Chemotechnic (Sweden). The first reading was taken about 30 minutes after the patch was removed, and the second reading was taken after about 24 hours had elapsed. In order to determine the skin irritation intensity of each preservative for external application, weights were assigned according to the degree of positive skin reaction, and the Primary Cutaneous Irritation index (P.C.I) was obtained according to Equation 1 below. Skin irritation of preservatives was determined. In addition, a composition containing 1,2-octanediol, 1,10-decanediol, caprylyl glyceryl ether, or ethylhexyl glycerin alone and a preservative mainly used in conventional cosmetic products were used as controls. As a control group, each of 1,2-octanediol, 1,10-decanediol, caprylyl glyceryl ether, and ethylhexyl glycerin was dissolved in 100% 1,3-propanediol without skin irritation and skin irritation. was used for the test.
<계산식 1><Formula 1>
1차 피부 자극 지수 = ∑ 각 개체의 점수 / 개체수 * 판독수Primary skin irritation index = ∑ each subject's score / number of subjects * number of readings
그 결과, 하기 표 9에 나타낸 바와 같이, 상기 실시예 1 내지 8의 피부 외용제용 보존제는, 대조군에 비해 피부 자극 지수가 현저히 낮음을 확인하였다. 이를 통해, 상기 실시예 1 내지 8의 피부 외용제용 보존제는 피부 자극을 야기하지 않는 안전한 피부 외용제용 보존제임을 확인하였다.As a result, as shown in Table 9 below, it was confirmed that the preservatives for external application for skin of Examples 1 to 8 had significantly lower skin irritation index than the control group. Through this, it was confirmed that the preservatives for external application for skin of Examples 1 to 8 are safe preservatives for external application for skin that do not cause skin irritation.
피부 외용제용
보존제 시료
For external use on the skin
preservative sample
조성Furtherance 1차 피부 자극 지수* (P.C.I.)Primary Skin Irritation Index * (PCI)
시료 1sample 1 실시예 1Example 1 0.010.01
시료 2sample 2 실시예 2Example 2 0.020.02
시료 3sample 3 실시예 3Example 3 0.010.01
시료 4sample 4 실시예 4Example 4 0.020.02
시료 5sample 5 실시예 5Example 5 0.000.00
시료 6sample 6 실시예 6Example 6 0.020.02
시료 7sample 7 실시예 7Example 7 0.000.00
시료 8sample 8 실시예 8Example 8 0.020.02
대조군control 100% 1,3-프로판디올100% 1,3-propanediol 0.000.00
대조군control 1,3-프로판디올 용액 중에
20% 1,2-옥탄디올 함유
in 1,3-propanediol solution
Contains 20% 1,2-octanediol
0.080.08
대조군control 1,3-프로판디올 용액 중에
80% 에틸헥실글리세린 함유
in 1,3-propanediol solution
Contains 80% ethylhexylglycerin
0.100.10
대조군control 1,3-프로판디올 용액 중에
80% 카프릴릴글리세릴에터 함유
in 1,3-propanediol solution
Contains 80% caprylyl glyceryl ether
0.090.09
대조군control 1,3-프로판디올 용액 중에
5% 1,10-데칸디올 함유
in 1,3-propanediol solution
Contains 5% 1,10-decanediol
0.000.00
대조군control 증류수 중에 2% 에틸파라벤 함유Contains 2% ethylparaben in distilled water 0.150.15
대조군control 증류수 중에 1% 에틸파라벤 및 1% 페녹시에탄올 함유Contains 1% ethylparaben and 1% phenoxyethanol in distilled water 0.150.15
0 ≤ P.C.I. ≤ 0.05: 무자극 (no irritation);
0.05 < P.C.I. ≤ 0.15: 경자극 (slight irritation);
0.15 < P.C.I. ≤ 0.5: 중자극 (moderate irritation);
P.C.I. > 0.5: 강자극 (strong irritation)
0 ≤ PCI ≤ 0.05: no irritation;
0.05 < PCI ≤ 0.15: mild irritation;
0.15 < PCI ≤ 0.5: moderate irritation;
PCI > 0.5: strong irritation
본 실험예를 통해, 알칸디올 (구체적으로는, 1,2-옥탄디올 및 1,10-데칸디올); 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 포함하는 상기 실시예 1 내지 8의 피부 외용제용 보존제는 피부 자극을 유발하지 않으므로, 1,2-옥탄디올, 카프릴릴글리세릴에터, 또는 에틸헥실글리세린 단독의 보존제 또는 파라벤류 보존제가 가지는 안전성 문제를 해소할 수 있음을 확인하였다.Through this experimental example, alkanediol (specifically, 1,2-octanediol and 1,10-decanediol); and caprylyl glyceryl ether or ethylhexyl glycerin, as the preservatives for external application for skin of Examples 1 to 8 do not cause skin irritation, so 1,2-octanediol, caprylyl glyceryl ether, or It was confirmed that the safety problem of ethylhexylglycerin alone or paraben preservatives can be solved.
상기 실시예 및 실험예를 통해, 알칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린, 구체적으로는, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 포함하는 피부 외용제용 보존제의 경우, 우수한 항균 및 방부 효과를 나타낼 수 있음을 확인하였고, 더하여, 피부 자극이 매우 낮아 피부에 안전하므로, 화장료 조성물에 사용되기에 적합함을 확인하였다.Through the above examples and experimental examples, alkanediol; and caprylyl glyceryl ether or ethylhexyl glycerin, specifically, 1,2-octanediol; 1,10-decanediol; And in the case of a preservative for external application for skin containing caprylyl glyceryl ether or ethylhexyl glycerin, it was confirmed that it can exhibit excellent antibacterial and antiseptic effects, and in addition, it has very low skin irritation and is safe for the skin, so it is suitable for cosmetic compositions. It was confirmed that it was suitable for use.
특히, 알칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 20 내지 55 : 45 내지 80의 중량비, 구체적으로는, 1,2-옥탄디올; 1,10-데칸디올; 및 카프릴릴글리세릴에터 또는 에틸헥실글리세린을 약 20 내지 50 : 0.01 내지 5 : 45 내지 80의 중량비로 포함하는 피부 외용제용 보존제의 경우, 박테리아뿐만 아니라 진균에 대해서도 현저히 우수한 항균 및 방부 효과를 나타내며, 동시에 우수한 제형 안정성을 나타내므로, 보존제, 방부제, 또는 방부 보조제로서 화장료 조성물에 안정적으로 적용될 수 있음을 확인하였다.In particular, alkanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 20 to 55: 45 to 80, specifically, 1,2-octanediol; 1,10-decanediol; and caprylyl glyceryl ether or ethylhexyl glycerin in a weight ratio of about 20 to 50: 0.01 to 5: 45 to 80. In the case of a preservative for external application for skin, remarkably excellent antibacterial and antiseptic effects against not only bacteria but also fungi and at the same time exhibiting excellent formulation stability, it was confirmed that it can be stably applied to a cosmetic composition as a preservative, preservative, or preservative adjuvant.
이상으로 본 발명의 특정한 부분을 상세히 기술하였는 바, 당업계의 통상의 지식을 가진 자에게 있어서 이러한 구체적인 기술은 단지 바람직한 구현예일 뿐이며, 이에 본 발명의 범위가 제한되는 것이 아닌 점은 명백하다. 따라서, 본 발명의 실질적인 범위는 첨부된 청구항과 그의 등가물에 의하여 정의된다고 할 것이다.As the specific parts of the present invention have been described in detail above, for those of ordinary skill in the art, these specific descriptions are only preferred embodiments, and it is clear that the scope of the present invention is not limited thereto. Accordingly, the substantial scope of the present invention will be defined by the appended claims and their equivalents.

Claims (8)

  1. 탄소수 3 내지 12의 알칸디올; 및alkanediol having 3 to 12 carbon atoms; and
    카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물을 포함하는 피부 외용제용 보존제. A preservative for external application to the skin comprising at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
  2. 청구항 1에 있어서,The method according to claim 1,
    상기 탄소수 3 내지 12의 알칸디올; 및the alkanediol having 3 to 12 carbon atoms; and
    상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종 이상의 화합물의 합계량의 중량비는 10 내지 65 : 35 내지 90인 것인, 피부 외용제용 보존제.The weight ratio of the total amount of at least one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is 10 to 65: 35 to 90, a preservative for external application for skin.
  3. 청구항 1에 있어서,The method according to claim 1,
    상기 피부 외용제용 보존제는 1,2-옥탄디올; 1,10-데칸디올; 및The preservative for external application to the skin is 1,2-octanediol; 1,10-decanediol; and
    카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종의 화합물을 포함하는 것인, 피부 외용제용 보존제.A preservative for external use for skin, comprising one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin.
  4. 청구항 3에 있어서,4. The method according to claim 3,
    상기 1,2-옥탄디올; 상기 1,10-데칸디올; 및the 1,2-octanediol; the 1,10-decanediol; and
    상기 카프릴릴글리세릴에터 및 에틸헥실글리세린으로 이루어진 군으로부터 선택된 1 종의 화합물의 중량비는 10 내지 65 : 0.01 내지 5 : 35 내지 90인 것인, 피부 외용제용 보존제.The weight ratio of one compound selected from the group consisting of caprylyl glyceryl ether and ethylhexyl glycerin is 10 to 65: 0.01 to 5: 35 to 90, which is a preservative for external application for skin.
  5. 청구항 1 내지 4 중 어느 한 항의 피부 외용제용 보존제를 포함하는 화장료 조성물.A cosmetic composition comprising the preservative for external application for skin according to any one of claims 1 to 4.
  6. 청구항 5에 있어서,6. The method of claim 5,
    상기 화장료 조성물은 전체 중량에 대하여 상기 피부 외용제용 보존제를 0.0001 중량% 내지 50 중량%로 포함하는 것인, 화장료 조성물.The cosmetic composition comprises 0.0001% to 50% by weight of the preservative for external application for skin with respect to the total weight, the cosmetic composition.
  7. 청구항 5에 있어서,6. The method of claim 5,
    상기 화장료 조성물은 그 제형이 용액, 유탁액, 현탁액, 유연화장수, 영양화장수, 마사지크림, 영양크림, 팩, 젤, 피부 점착 타입의 화장료, 립스틱, 파우더, 메이컵 베이스, 파운데이션, 샴푸, 린스, 두피용 세정제, 두피용 화장수, 두피용 크림, 두피용 팩, 두피용 젤, 두피용 연고, 두피용 겔, 바디클렌저, 비누, 치약, 구강청정제, 페이스트, 로션, 연고, 겔, 크림, 패취, 스프레이, 또는 분무제인 것인, 화장료 조성물.The cosmetic composition is formulated in a solution, emulsion, suspension, softening lotion, nutrient lotion, massage cream, nutrient cream, pack, gel, skin adhesion type cosmetics, lipstick, powder, makeup base, foundation, shampoo, conditioner, Scalp cleanser, scalp lotion, scalp cream, scalp pack, scalp gel, scalp ointment, scalp gel, body cleanser, soap, toothpaste, mouthwash, paste, lotion, ointment, gel, cream, patch, A cosmetic composition that is a spray, or a spray.
  8. 청구항 5에 있어서,6. The method of claim 5,
    상기 화장료 조성물은 정제수, 담체, 유화제, 보습제, 피부 컨디셔닝제, 계면활성제, 킬레이팅제, 산화방지제, 방부제, 살균제, 안정화제, 보존제, pH 조절제, 윤활제, 가용화제, 용제, 및 이의 조합으로 이루어진 군에서 선택되는 첨가제를 추가로 포함하는 것인, 화장료 조성물.The cosmetic composition is composed of purified water, a carrier, an emulsifier, a moisturizer, a skin conditioning agent, a surfactant, a chelating agent, an antioxidant, a preservative, a bactericide, a stabilizer, a preservative, a pH adjuster, a lubricant, a solubilizer, a solvent, and combinations thereof The cosmetic composition further comprising an additive selected from the group.
PCT/KR2021/015458 2020-10-30 2021-10-29 Preservative for agent to be externally applied to skin, comprising alkanediol and caprylyl glyceryl ether or ethylhexylglycerin, and cosmetic composition comprising same WO2022092903A1 (en)

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