WO2020004898A1 - Composition de baisse du point de congélation pour la conservation de produits cosmétiques et son procédé de préparation - Google Patents

Composition de baisse du point de congélation pour la conservation de produits cosmétiques et son procédé de préparation Download PDF

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Publication number
WO2020004898A1
WO2020004898A1 PCT/KR2019/007646 KR2019007646W WO2020004898A1 WO 2020004898 A1 WO2020004898 A1 WO 2020004898A1 KR 2019007646 W KR2019007646 W KR 2019007646W WO 2020004898 A1 WO2020004898 A1 WO 2020004898A1
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WO
WIPO (PCT)
Prior art keywords
composition
freezing point
cosmetics
sample
octanediol
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PCT/KR2019/007646
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English (en)
Korean (ko)
Inventor
한소원
한재찬
Original Assignee
주식회사 유니코스
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Filing date
Publication date
Priority claimed from KR1020180076052A external-priority patent/KR101953654B1/ko
Priority claimed from KR1020180169738A external-priority patent/KR102174743B1/ko
Application filed by 주식회사 유니코스 filed Critical 주식회사 유니코스
Priority to KR1020190126252A priority Critical patent/KR102304868B1/ko
Publication of WO2020004898A1 publication Critical patent/WO2020004898A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers
    • A61K2800/524—Preservatives

Definitions

  • the present invention relates to a cosmetic freezing drop preservation composition and a method for manufacturing the same, and more particularly, to maintain the chemical properties of the cosmetic composition to lower the freezing point to prevent the solidification according to the temperature drop in the winter and summer, liquid at room temperature
  • the present invention relates to a cosmetic freezing drop antiseptic composition and a method for producing the same.
  • the external preparation composition includes preservatives such as paraoxybenzoic acid ester (collectively referred to as parabens), and preservatives such as imidazolidinyl urea and phenoxyethanol in order to suppress the growth of the microorganisms or kill the microorganisms to improve the shelf life of the product. Is used in combination.
  • preservatives such as paraoxybenzoic acid ester (collectively referred to as parabens)
  • preservatives such as imidazolidinyl urea and phenoxyethanol
  • an external preparation composition which does not contain preservatives such as parabens and imidazolidinyl urea.
  • Complementary and complex means such as the use of small containers for small quantities or the use of small containers that cannot be refilled (such as backless tubes, dispenser containers, etc.), are required, which may result in limited use or increased costs.
  • 1,2-alkandiols have different characteristics depending on the carbon number of the constituents, and especially, there is a big difference in antibacterial activity and skin irritation. That is, when the carbon number is 6 or less, the liquid state at room temperature and the skin irritation is low, but the antimicrobial activity is weak.
  • 1,2-Alkanediol having a carbon number of 6 or less is widely used in general cosmetics that can be in direct contact with the skin, and 1,2-Alkanediol having a carbon number of 8 or more is used for washing- As it can be applied to off products (shampoo, rinse, etc.), the amount of use is increasing recently, but due to the solid state at room temperature, causing a great inconvenience in use is a problem.
  • the present inventors have diligently studied to solve the problems associated with the prior art as described above and to solve the problem of 1,2-alkanediol having 8 or more carbon atoms being solidified at room temperature, as described below; And a hydrocarbon-based material including a hydroxyl group, wherein the freezing point drop anticorrosive composition for cosmetics is characterized by a uniform liquid phase at 4 ° C. or higher while eliminating the solidification problem at room temperature of 1,2-octanediol 1 , 2-Alkanediol
  • the present invention has been found to maintain the original cosmetic properties, such as antiseptic, moisturizing and lubricating power to provide convenience for use by consumers, and to complete the present invention.
  • the present invention solves the problem of solidification at room temperature of 1,2-octanediol, which is widely used as a preservative, humectant, lubricant, etc. It is an object of the present invention to provide a freezing point lowering antiseptic composition of alkanediol and a method for producing the same.
  • Another object of the present invention is to provide an antifreezing anticorrosive composition of alkanediol, which can replace parabens, which is a preservative used in a conventional cosmetic or cleaning agent, and a method for preparing the same.
  • the above object of the present invention is alkanediol; And a hydrocarbon-based material including a hydroxyl group, and may be achieved by a cosmetic freezing point drop-preserving composition and a method for producing the same, which form a uniform liquid phase at 4 ° C. or higher.
  • the existing 1,2-octanediol can be preserved.
  • it can be a promising preservative that can replace parabens, phenoxyethanol, etc., which are harmful to the human body and cause skin irritation, allergy, etc., which have been used as preservatives in the cosmetic composition.
  • 1 is a graph schematically showing the freezing point drop of a solution.
  • the present invention in one aspect, alkanediol; And a hydrocarbon-based material comprising a hydroxyl group; provides a cosmetic freezing point drop antiseptic composition, characterized in that a uniform liquid phase at 4 °C or more.
  • the present invention provides a freezing point drop anticorrosive composition for cosmetics, wherein the alkanediol is 1,2-octanediol or 1,2-decanediol.
  • the hydrocarbon-based material comprising a hydroxyl group is composed of 1,2-propylene glycol, 1,3-butylene glycol, 1,3-propanediol, ethylhexylglycerine and ethanol It provides a cosmetic freezing point drop antiseptic composition, characterized in that at least one selected from the group.
  • the alkanediol provides a cosmetic freezing point antiseptic composition, characterized in that it performs the function of a preservative, moisturizer or lubricant.
  • the present invention in another additional aspect, prior to the step (a), if the alkanediol is in a solid state, the step of heating and liquefying it; a method for producing a cosmetic freezing point drop antiseptic composition, characterized in that it further comprises to provide.
  • the alkanediol provides a method for producing a cosmetic freezing preservative composition, characterized in that 1,2-octanediol or 1,2-decanediol.
  • the present invention provides a hydrocarbon-based material including the hydroxy group comprising 1,2-propylene glycol, 1,3-butylene glycol, 1,3-propanediol, ethylhexylglycerine, and ethanol. It provides a method for producing a freezing point drop antiseptic composition for cosmetics, characterized in that at least one selected from.
  • the present invention provides an external preparation composition comprising the above-mentioned freezing point lowering antiseptic composition according to the present invention as a main component of an antiseptic, a humectant, or a lubricant.
  • the external preparation composition provides an external preparation composition, characterized in that the base cosmetic, makeup cosmetics, hair cosmetics, ointment, personal care products or home care products.
  • Preservatives are usually used in cosmetics, cleaning agents, and the like in order to preserve stable substances.
  • Parabens are the most commonly used as such preservatives.
  • Parabens are classified as carcinogens and have a drawback in that the use concentration range is limited because of high skin irritation. Therefore, the use concentration of parabens in cosmetics has been limited to 1% or less.
  • an increasing number of people are allergic to parabens. Since allergic people react to extremely low concentrations of parabens, there is an increasing demand for cosmetics that do not contain parabens.
  • diol compounds such as alkanediols and alkylglyceryl ethers. These compounds have good antiseptic properties and are characterized by relatively high safety for humans compared to parabens.
  • the present invention provides an excellent antiseptic effect by combining any one or more of alkanediol, more specifically 1,2-octanediol, 1,2-decanediol in a conventional external preparation composition.
  • 1,2-octanediol and 1,2-decanediol which are a kind of alkanediol, which can secure ordinary antiseptic power even if the amount of chemical preservatives such as parabens are greatly reduced so as not to be used.
  • At least one freezing point composition of the) can be provided.
  • one or more hydroxy (OH) may be used using any one or more of 1,2-octanediol and 1,2-decanediol (1,2-decanediol).
  • the 'external agent composition' is a concept encompassing the general composition used for external use, for example, a variety of basic cosmetics, makeup cosmetics, hair cosmetics, etc. It refers to a composition that can be widely applied to various medicines or quasi-drugs such as cosmetics and ointment. Moreover, this invention can be applied to the external preparation composition of these forms.
  • cosmetics include, but are not limited to, personal care products and home care products, and various products such as shampoos, rinses, wet wipes, bath articles, and the like.
  • 'preservation' means resistance to all of the contaminating microorganisms such as bacteria, fungi, yeast, etc. 'preservative' means the defense against these contaminating microorganisms.
  • Alkaline diols of 1,2-octanediol and 1,2-decanediol having 8 or more carbon atoms and 10 or less carbon atoms are included in the cosmetics to exhibit antibacterial activity. It functions as a preservative, humectant, lubricant and solubilizer.
  • 1,2-octanediol and 1,2-decanediol used in the composition for lowering the freezing point of alkanediol according to the present invention may be maintained in a liquid state at a high temperature above the melting point.
  • they are packaged in liquid containers (drums or drums), solidified at room temperature, and subsequently sold and distributed. The final consumer uses them to heat the temperature above the melting point and make it liquid again. It is cumbersome and inconvenient.
  • room temperature means a temperature of 4 °C to 35 °C.
  • a hydrocarbon-based material containing at least one hydroxyl group selected from the group consisting of 1,2-propylene glycol, 1,3-butylene glycol, 1,3-propanediol, ethylhexylglycerine, and ethanol is mixed.
  • the technical feature of the present invention is to continuously maintain the functionality such as the antiseptic force while maintaining the liquid state in a uniform state.
  • Hydrocarbon-based material comprising a hydroxy group preferably used in the composition for freezing-falling of the present invention is more preferably 1,2-propylene glycol, 1,3-butylene glycol, 1,3-propanediol, ethylhexylglycerine And one or more selected from the group consisting of ethanol can be used.
  • solutions having the same attraction force between solutes and solutes, between solvents and solvents, between solvents and solutes are referred to as ideal solutions, in which the collective properties of solution can be established.
  • ideal solutions in which the collective properties of solution can be established.
  • the properties of the solution are determined depending on the amount (concentration) of the solute regardless of the type of solute. That is, the properties are determined by the number regardless of the kind of molecules that make up the substance. These include vapor pressure lowering, boiling point rising, freezing point lowering, and osmotic pressure in a solution in which a non-volatile solute is dissolved in a pure solvent (these solutions are called ideal solutions that follow Raul's law).
  • the vapor pressure drop of the solution may occur. Evaporation occurs at the surface of the solvent or solution.
  • the vapor pressure is the pressure indicated by the evaporated solvent when the vaporization ⁇ liquefaction of the solvent at a certain temperature is in dynamic equilibrium. Since evaporation is a phenomenon in which the solvent is vaporized, the solution is less volatile than the pure solvent, and the solution in which the non-electrolyte solute is dissolved decreases as much as the solute particles are present on the surface.
  • the phenomenon of boiling point rise can be understood from the description of vapor pressure drop. Lowering the vapor pressure of a solution at a certain temperature may mean that the vapor pressure at boiling point in a pure solvent does not reach the atmospheric pressure of 1 atm.
  • Equation 2 The boiling point rise equation may be expressed as in Equation 2.
  • T b is the boiling point rise
  • K b is the boiling point rise constant
  • m s is the molar concentration of the solute.
  • freezing point is also chemically described as the moment when the vapor pressure of the solution and the vapor pressure of the solid state of the solution are equal.
  • FIG. 1 is a graph schematically showing the freezing point drop of a solution.
  • the vapor pressure curve according to the temperature remains the same, and the solution may have a shape in which the y-axis moves in the negative direction of the vapor pressure curve according to the temperature.
  • Equation (3) can express the freezing point of the solution as the molar concentration of the solution (m s ) and the freezing point lowering (Kf) of the solution.
  • the degree of freezing point is proportional to the number of moles.
  • the molecular weight M of the solution may be expressed as in Equation 4.
  • M kW g / ⁇ T (In Equation 4, k is the melting point lowering constant of the solvent.)
  • Molar freezing point lowering is and weighing the material W g are trying to measure with determined usually having a molecular weight (solution) molar freezing point lowering (k) from the sample that knows to which can be calculated from the freezing point or a heat of fusion of the solvent, the ⁇ T By measuring, M can be obtained from equation (4).
  • a solvent water (H 2 O), acetic acid (CH 3 COOH) or benzene (C 6 H 6 ) can be used.
  • paraoxybenzoic acid ester and imidazolidinyl urea phenoxyethanol in the composition of external medicines of various pharmaceuticals or quasi-drugs such as basic cosmetics, makeup cosmetics, or hair cosmetics It does not mix
  • 1,2-octanediol it is a substance showing an antiseptic effect, but since it corresponds to a substance having skin irritation, a method of adding a very small amount to the cosmetic composition may be used.
  • 1,2-octanediol can be used as a preservative, antibacterial and moisturizer for products in contact with the human body, such as cosmetic raw materials and household goods.
  • 1,2-pentanediol and 1,2-hexanediol are weak preservatives, but despite their high price, their skin irritation is less and the amount of their use is gradually increasing.
  • the 1,2-octanediol and 1,2-decanediol according to an embodiment of the present invention are considered to be able to be further expanded in the future when the properties are liquefied.
  • step (a) when the alkali diol (eg, 1,2-octanediol) is in a solid state depending on the winter season or the surrounding environment, the alkali diol (eg, 1,2-octanediol) is heated by using hot water or steam at high temperature. To liquefy.
  • the alkali diol eg, 1,2-octanediol
  • a hydrocarbon-based material including a liquid alkanediol and a hydroxyl group is mixed at a weight ratio of 10: 2 to 10 to form a homogeneous liquid mixture.
  • the hydrocarbon-based material including the hydroxy group is preferably at least one selected from the group consisting of 1,2-propylene glycol, 1,3-butylene glycol, 1,3-propanediol, ethylhexylglycerine, and ethanol.
  • the homogeneous liquid phase mixture prepared in step (b) is stored at ambient temperature to prevent solidification.
  • Example 1 Preparation of freezing point drop composition using alkaldiol and 1,2-propylene glycol
  • 1,2-octanediol (OD) and 1,2-propylene glycol (PD) of the following formula (1) were mixed and dissolved at a weight ratio of 10: 0 to 10 to prepare various samples, followed by 2 days at 4 ° C. These were then used in subsequent test examples.
  • Example 1 The sample composition prepared in Example 1 was subjected to a freezing point drop test at 2 days at 4 ° C. and the results are shown in Table 1.
  • Table 1 is a result showing whether a solid material is formed after 2 days at 4 °C.
  • Example 2 Preparation of a composition for freezing point drop using alkaldiol and 1,3-butylene glycol
  • 1,2-octanediol (OD) and 1,3-butylene glycol (BG) as a solvent were mixed and dissolved in a weight ratio of 10: 0 to 10 to prepare various samples, and after 2 days at 4 ° C., they were subsequently tested. Used in the example.
  • Table 2 is a result showing whether a solid material is formed after 2 days at 4 °C.
  • Example 3 Preparation of freezing point drop composition using alkaldiol and ethanol
  • Table 3 is a result showing whether a solid material is formed after 2 days at 4 °C.
  • Table 4 is a result showing whether a solid material is formed after 2 days at 4 °C.
  • Example 5 The sample composition prepared in Example 5 was subjected to freezing point drop test at 4 ° C. over 2 days and the results are shown in Table 5. Table 5 is a result showing whether the solid material is formed after 2 days at 4 °C.
  • Example 6 Preparation of a composition for freezing point drop using alkaldiol and 1,3-propanediol
  • 1,2-octanediol (OD) and 1,3-propanediol (PD) were mixed and dissolved at a weight ratio of 10: 0 to 10 to prepare various samples, and after 2 days at 10 ° C., these were tested. Used in
  • Example 6 The sample composition prepared in Example 6 was subjected to a freezing point drop test at 10 ° C. over 2 days and the results are shown in Table 6. Table 6 shows the results of whether a solid material is formed after 2 days at 10 ° C.
  • Example 1 the sample composition prepared using 1,2-propylene glycol was subjected to a freezing point drop test at 10 ° C. over 2 days, and the results are shown in Table 7. Table 7 shows the results of whether a solid material is formed after 2 days at 10 ° C.
  • Table 8 is a result showing whether the solid material is formed after 2 days at 10 °C.
  • Table 9 is a result showing whether a solid material is formed after 2 days at 10 °C.
  • Example 4 the melting point was compared with respect to the freezing point drop composition of various concentrations prepared using a 1: 1 mixture of propylene glycol and 1,2-butylene glycol (BP), and the results are shown in the following table. 10 is shown. Table 10 is a result showing whether a solid material is formed after 2 days at 10 °C.
  • Table 11 is a result showing whether a solid material is formed after 2 days at 25 ⁇ 27 °C.
  • the antiseptic force was compared to the Korea Chemical Convergence Testing Institute (KTR) for the freezing point drop compositions of various concentrations prepared in Examples, and the results are shown in Table 11 below.
  • Table 10 shows the test results for the antiseptic force after 2 weeks at 10 ° C.
  • Sample name unit microbe % MIC result (v / v) Test Methods Sample 1-1 Sample 3-3 % (v / v) E. coli ATCC 8739 0.195 CLSI M07-A10: 2015 Sample 1-1.5 Sample 2-3 % (v / v) Staphylococcus aureus ATCC 6538 0.391 CLSI M07-A10: 2015 Sample 2-2 Sample 3-3 % (v / v) Pseudomonas aeruginosa ATCC 9027 0.0.391 CLSI M07-A10: 2015 Sample 3-2 Sample 4-3 % (v / v) Candida albicans ATCC 10231 0.156 CLSI M27-A3: 2008 Sample 4-2 Sample 5-3 % (v / v) Aspergillus brasiliensis ATCC16404 0.078 CLSI M38-A2: 2008

Abstract

La présente invention concerne une composition de baisse de point de congélation pour la conservation de produits cosmétiques et son procédé de préparation et, plus particulièrement, une composition de baisse de point de congélation pour la conservation de produits cosmétiques, qui baisse les points de congélation de compositions cosmétiques tout en conservant les caractéristiques chimiques des compositions cosmétiques, moyennant quoi les compositions cosmétiques peuvent être empêchées de solidifier avec la diminution des températures extérieures en hiver et en été et peuvent ainsi être maintenues dans une phase liquide à température ambiante. L'invention concerne également un procédé de préparation associé. La composition de baisse de point de congélation pour produits cosmétiques selon la présente invention utilise du 1,2-octanediol et un matériau à base d'hydrocarbure portant un groupe hydroxy pour maintenir les produits cosmétiques en phase liquide grâce à l'effet de la baisse du point de congélation et pour présenter la puissance de conservation déjà obtenue par le 1,2-octanediol. De plus, la composition peut être un conservateur prometteur susceptible de remplacer les parabens, le phénoxyéthanol et analogues, qui ont été utilisés en tant que conservateurs de compositions cosmétiques classiques, mais qui sont nocifs pour le corps humain et provoquent une irritation de la peau, une allergie et analogues.
PCT/KR2019/007646 2018-06-29 2019-06-25 Composition de baisse du point de congélation pour la conservation de produits cosmétiques et son procédé de préparation WO2020004898A1 (fr)

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KR1020190126252A KR102304868B1 (ko) 2018-06-29 2019-10-11 화장품용 빙점강하 방부 조성물 및 그 제조 방법

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KR1020180076052A KR101953654B1 (ko) 2018-06-29 2018-06-29 알칸디올의 빙점강하 조성물 및 그 제조방법
KR10-2018-0076052 2018-06-29
KR10-2018-0169738 2018-12-26
KR1020180169738A KR102174743B1 (ko) 2018-12-26 2018-12-26 화장품용 빙점강하 방부 조성물 및 그 제조 방법

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KR102597745B1 (ko) * 2021-04-19 2023-11-03 코스맥스 주식회사 냉장 온도에서 어는 제형을 갖는 화장료 조성물

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Publication number Priority date Publication date Assignee Title
JP4091559B2 (ja) * 2003-03-24 2008-05-28 株式会社マンダム 防腐殺菌剤並びに該防腐殺菌剤を配合した化粧料、医薬品及び食品
KR100722676B1 (ko) * 2005-12-30 2007-05-29 주식회사 코리아나화장품 옥탄디올 및 소수성 다공성 파우더를 함유하는 화장료조성물
JP2008115121A (ja) * 2006-11-06 2008-05-22 Adeka Corp １，２−オクタンジオール組成物及びそれを用いた１，２−オクタンジオール含有化粧料の製造方法
KR20130010116A (ko) * 2010-03-23 2013-01-25 고조 인더스트리즈, 인크 항균성 조성물
KR20140062696A (ko) * 2012-11-13 2014-05-26 신에쓰 가가꾸 고교 가부시끼가이샤 실리콘유중수형 매크로에멀젼 화장료 조성물

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