WO2020138773A1 - 피씨에이 에틸 코코일 알지네이트를 포함하는 안정한 액상 상태의 화장료 보존용 조성물 - Google Patents

피씨에이 에틸 코코일 알지네이트를 포함하는 안정한 액상 상태의 화장료 보존용 조성물 Download PDF

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WO2020138773A1
WO2020138773A1 PCT/KR2019/017490 KR2019017490W WO2020138773A1 WO 2020138773 A1 WO2020138773 A1 WO 2020138773A1 KR 2019017490 W KR2019017490 W KR 2019017490W WO 2020138773 A1 WO2020138773 A1 WO 2020138773A1
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composition
cosmetic
cosmetics
ethyl cocoyl
preserving
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PCT/KR2019/017490
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English (en)
French (fr)
Korean (ko)
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동은수
손가영
권세나
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주식회사 명진뉴텍
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Priority to CN201980047380.5A priority Critical patent/CN112566619A/zh
Publication of WO2020138773A1 publication Critical patent/WO2020138773A1/ko

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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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/733Alginic acid; Salts thereof
    • 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
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier 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
    • A61Q17/005Antimicrobial preparations
    • 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
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Definitions

  • the present invention relates to a composition for preserving a cosmetic in a stable liquid state containing PCA ethyl cocoyl arginate, specifically C5 to 12 polyalcohols (polyol) of ethyl ethyl cocoyl alginate, and It relates to a composition for preserving cosmetics comprising at least one compound selected from the group consisting of organic acids.
  • Cosmetics are products that are used in a similar way, such as "cleaning and beautifying the human body, adding charm, changing the appearance brightly, or applying, rubbing, or spraying on the human body to maintain or promote health of the skin and hair. It is defined as “Minor” (Ministry of Food and Drug Safety, 2012), and thousands of substances are used as components of a complex of various chemicals. Among them, oil and water are the main components, and glycerine or sorbitol, which is a carbon source for microorganisms, and amino acid derivatives and proteins, which are nitrogen sources, are often mixed. There is a possibility (Judeok Kim, et al., 2004). Therefore, a preservative (preservative) is essential for long-term storage of cosmetics from deterioration and deodorization caused by microorganisms due to contamination by microorganisms while using cosmetics.
  • Preservatives are used in many consumer goods such as food, beverages, pharmaceuticals, and cosmetics to prevent physical and chemical changes such as decay and deterioration caused by the growth of microorganisms. Preservatives are usually used in combination of two or more to enhance their effect (Berke, P.A., et al., 1982; Jackson, E.M., 1995; Berke, P., et al., 1980). In Korea, the sterilizing and preserving agents that can be used in cosmetics are limited to about 50 types, such as parabens and phenoxyethanol, and these sterilizing and preserving ingredients have safety problems such as cytotoxicity and contact allergy. By inhalation, the type and amount of use are regulated by the standard of cosmetic ingredients (Ministry of Food and Drug Safety, 2009; Anselmi, C., et al., 2002).
  • Preservatives which are used as the most common antiseptic preservatives, are known to be non-toxic as parabens and have been used for a long time since 1920.
  • studies on paraben estrogen have been reported, such as parabens through cosmetic use due to paraben's estrogenicity (Routledge, EJ, et al., 1998; Derbre, PD , et al., 2002) and research reports that parabens tend to cause carcinogenesis by continuous UV exposure (Anhae Sun, et al., 2009). .
  • a preservative substitute is a substance that has an antiseptic effect without being subject to a raw material item that requires restrictions on the use of cosmetic ingredients prescribed by the Ministry of Food and Drug Safety.
  • a typical example is hexanediol. Hexanediol is currently used most in the preservative market, but it has a disadvantage that the antiseptic effect is remarkably lowered, so that an excessive amount must be added, and the usability and stability of the product are deteriorated due to excessive use. However, there is no substitute for it, and it is being used continuously.
  • ethylhexylglycerin Another antiseptic alternative is ethylhexylglycerin, but ethylhexylglycerin can be obtained by using at least 0.1% of the preservative, but is known to cause skin irritation when 0.05% or more is used.
  • Burkholderia is an aerobic gram-negative bacterium present in soil, water, etc., which is resistant to several antibacterial agents and is strong enough to be found in disinfectants that kill bacteria.
  • a recovery action has been taken due to the contamination of cosmetics by Burkholderia, and control of Burkholderia is considered important in disinfectants and preservatives.
  • PCA ethyl cocoyl arginate is derived from L-arginine, DL-pyrrolidone carboxylate (DL-PCA) and fatty acid It is a cationic surfactant based on amino acids, and is safe from skin irritation because it is derived from amino acids.
  • DL-PCA DL-pyrrolidone carboxylate
  • P.C. ethyl cocoyl alginate is used as a hair conditioning agent, and is known to have a preservative effect on bacteria, but its preservative effect on fungi is weak when used alone. In particular, in the case of cosmetics, it is difficult to use it as a preservative because it is highly likely to be contaminated by fungi such as fungi and yeast as well as bacteria.
  • cosmetics since cosmetics contain water from as little as 5% to as much as 80% or more, depending on the solubility of the additive component in water, it may affect the usability and quality of the cosmetic. In addition, even if it dissolves, it can be an important factor for how long it maintains a stable shape under various temperature conditions. Cosmetics have a shelf life of up to three years, and the consumer's expiration date may be longer. Therefore, the importance of maintaining cosmetics in a stable state for a long time is a factor that is obviously accepted in the art. In particular, in Korea, the seasonal temperature difference is very large due to seasonal characteristics, so maintaining the stability of cosmetics is more important.
  • PQ ethyl cocoyl alginate is difficult to store after being diluted with a poorly soluble substance.
  • poorly soluble substances are made by adding emulsifiers such as polysorbate 80, polyethylene glycol (PEG) 40 stearate, and ceteth 10 to make diluents.
  • emulsifiers such as polysorbate 80, polyethylene glycol (PEG) 40 stearate, and ceteth 10 to make diluents.
  • P.C. ethyl cocoyl alginate has a solubility of less than 0.3% even when an emulsifier is used, and has the property of solidifying at low temperatures even when an emulsifier is added.
  • P.C.ethyl cocoyl alginate is in the form of fine powder, which may adversely affect health when inhaled by workers. .
  • the present inventors in the process of developing a cosmetic preservative containing a main component of P.C.ethyl cocoyl alginate, the P.C.ethyl cocoyl alginate solution made by mixing polyethyl alcohol or organic acids with P.C.ethyl cocoyl alginate continuously While maintaining a stable state, it was possible to complete the present invention by confirming that it is possible to compensate for the low antifungal effect due to the use of P.C. ethyl cocoyl alginate alone.
  • Korean Patent Publication No. 2003-0017358 which is a prior art, describes the antiseptic and bactericidal properties of N-cocoyl-L-arginine ethyl ester-DL-pyrrolidone carboxylate (PCA ethyl cocoyl alginate). Mixing with a polyhydric alcohol or an organic acid for preparing a solution in a stable state of the poorly soluble substance, P.C. ethyl cocoyl alginate, and the increased antibacterial effect thereof are not described.
  • 1779131 describes a preservative for external preparations for skin containing polyols of diols, but the mixed composition with polyalcohols for preparing a stable solution of PC ethyl ethyl cocoyl alginate Not stated and implied at all.
  • An object of the present invention is to provide a composition for preserving a cosmetic in a stable liquid state containing PCA ethyl cocoyl arginate.
  • the present invention a) PCA ethyl cocoyl alginate (PCA ethyl cocoyl arginate); b) at least one compound selected from the group consisting of C5-12 polyhydric alcohols and organic acids; It relates to a composition for preserving cosmetic comprising a.
  • the cosmetic composition for preservation is a) P.C. ethyl cocoyl alginate 0.001 ⁇ 10% by weight; And b) 0.01 to 40% by weight of at least one compound selected from the group consisting of polyhydric alcohols of C5 to 12 and organic acids.
  • the cosmetic composition for preservation is a) PC ethyl cocoyl alginate; And b) at least one compound selected from the group consisting of polyhydric alcohols of C5 to 12 and organic acids; these may be mixed at a weight ratio of 1:1 to 1000.
  • the polyhydric alcohols of C5 to 12 may preferably be one or more kinds selected from the group consisting of polyhydric alcohols of C6 to 10.
  • the organic acid is ferulic acid, anisic acid, sodium anisate, levulinic acid, sodium levulinate, benzoic acid, sodium benzoate (sodium benzoate), sorbic acid, potassium sorbate, dehydroacetic acid, sodium dehydroacetate, propionic acid, sodium propionate, formic acid ( It may be one or more selected from the group consisting of formic acid and sodium formate.
  • the cosmetic preservation composition may maintain a liquid state by uniformly dissolving PCA ethyl cocoyl alginate at 20-25°C.
  • the cosmetic preservation composition is Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Aspergillus brasiliensis, Candida albicans, Burkholderia gladioli , Burkholderia lata and Burkholderia contaminans .
  • the present invention provides a cosmetic composition containing the cosmetic composition for preservation.
  • the cosmetics are made of lotion, skin softener, skin toner, astrigent, cream, foundation, essence, pack, soap, body cleanser, cleansing foam, shampoo, conditioner, hair treatment, hair mousse, hair colorase and makeup products It may consist of one or more formulations selected from the group.
  • the present invention is a) PC ethyl cocoyl alginate; And b) at least one compound selected from the group consisting of polyhydric alcohols of C5 to 12 and organic acids; and to a composition for preserving cosmetic.
  • the cosmetic composition for preservation is based on the total weight of the composition a) PC ethyl ethyl cocoyl alginate 0.001 to 10% by weight; And b) 0.01 to 40% by weight of at least one compound selected from the group consisting of polyhydric alcohols of C5 to 12 and organic acids.
  • the cosmetic composition for preservation is a) PC ethyl cocoyl alginate; And b) at least one compound selected from the group consisting of polyhydric alcohols of C5 to 12 and organic acids; these may be mixed at a weight ratio of 1:1 to 1000. It is preferably mixed at a weight ratio of 1:1 to 100, and more preferably mixed at a weight ratio of 1:1 to 10. If a) at least one compound selected from the group consisting of polyhydric alcohols and organic acids of C5 to 12 is contained in an amount of less than one-fold based on a) ethyl ethyl cocoyl alginate, the PC ethyl ethyl cocoyl alginate is completely dissolved. It is not desirable.
  • PCA ethyl cocoyl alginate PCA ethyl cocoyl arginate
  • L-arginine L-arginine
  • DL-pyrrolidone carboxylate DL-pyrrolidone carboxylate
  • fatty acids fatty acid-derived amino acid-based cationic surfactant, which is safe for skin irritation, has excellent antibacterial effects on bacteria, but has low antibacterial effects on fungi.
  • PCA ethyl cocoyl alginate is a poorly soluble substance, and even when dissolved with an emulsifier, its solubility is less than 0.3%, and may be solidified when the temperature decreases during storage, and when cooled below 15°C, insoluble semi-solid form It is converted to a liquid state only when it is heated to 45°C or higher, which makes it somewhat difficult to add it to cosmetics.
  • polyhydric alcohol is an aliphatic compound having two or more hydroxyl groups (-OH). If the hydroxyl group is two, it is called a dihydric alcohol, and if it is three, it is called a trihydric alcohol.
  • the dihydric alcohol is called glycol or diol, and typical dihydric alcohols include ethylene glycol and propylene glycol.
  • the trihydric alcohol is called glycerol, and representative examples thereof include glycerin, trimethylol propane, and hexane triol.
  • the polyhydric alcohols of C5 to 12 are pentanediol (C5), hexanediol (C6), heptanediol (C7), octanediol (C8), nonanediol (C9), decanediol It may be one or more selected from the group consisting of (decanediol, C10), undecanediol (C11), and dodecanediol (C12).
  • C6 to C10 polyhydric alcohols such as hexanediol, heptanediol, octanediol, nonanediol and decandiol.
  • C6 to C10 polyhydric alcohols such as hexanediol, heptanediol, octanediol, nonanediol and decandiol.
  • it is not limited thereto.
  • the hexanediol may be 1,2-hexanediol or 1,6-hexanediol, but is not limited thereto.
  • the heptanediol may be 1,7-heptanediol, but is not limited thereto.
  • the octanediol may be 1,2-octanediol or 1,8-octanediol, but is not limited thereto.
  • the nonanediol may be 1,2-nonanediol, 1,5-nonanediol or 1,9-nonanediol, but is not limited thereto.
  • the decanediol may be 1,1-decanediol, 1,2-decanediol or 1,10-decanediol, but is not limited thereto.
  • organic acid refers to an acid that is an organic compound, a variety of varieties such as tartaric acid, citric acid, lactic acid, food additives such as acidulants, seasonings, stabilizers, strengthening agents, preservatives, cosmetic ingredients and It is used for medicinal purposes.
  • the organic acid is ferulic acid, anisic acid, sodium anisate, levulinic acid, sodium levulinate, benzoic acid, sodium benzoate (sodium benzoate), sorbic acid, potassium sorbate, dehydroacetic acid, sodium dehydroacetate, propionic acid, sodium propionate, formic acid ( It may be one or more selected from the group consisting of formic acid and sodium formate. It is preferably one or more selected from the group consisting of levulinic acid, sodium levulinate, anise acid, sodium aniseate, benzoic acid and sodium benzoate. However, it is not limited thereto.
  • the cosmetic preservation composition is Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Aspergillus brasiliensis, Candida albicans, Burkholderia gladioli , Burkholderia lata and Burkholderia contaminans. However, it is not limited thereto.
  • composition for preserving cosmetics may be used as it is or diluted with a lotion.
  • Dilution of the composition for preserving the cosmetic may be diluted 1 to 1000 times based on the total weight of the diluent, but this may vary according to the judgment of those skilled in the art.
  • the present invention provides a cosmetic composition containing the cosmetic composition for preservation.
  • the cosmetic composition may contain 0.1 to 10% by weight based on the total weight of the cosmetic composition. It is preferably 0.1 to 5% by weight. However, it is not limited thereto.
  • the cosmetics are for lotions, skin softeners, skin toners, astrigents, creams, foundations, essences, packs, mask packs, soaps, body cleansers, cleansing foams, shampoos, conditioners, hair treatments, hair mousses, hair colorases and makeup It may be made of one or more formulations selected from the group consisting of products, but is not limited thereto.
  • the sheet used in the mask pack is a group consisting of cotton, rayon, polyester, viscose rayon, nylon, polypropylene, polyester, tencel, acrylic, vinylon, casein glass fiber, pulp, hydrogel and virocellulose
  • One or more fibers selected from can be used.
  • the present invention relates to a composition for the preservation of a cosmetic in a stable liquid state containing PCA ethyl cocoyl arginate, consisting of C5 to 12 polyalcohols (polyol) and organic acids in PC ethyl ethyl cocoyl alginate It was confirmed that P.C. ethyl cocoyl alginate is homogeneously dissolved in a liquid prepared by adding one or more selected from the group, and that the liquid state has excellent sterilizing ability against bacteria and fungi while maintaining a stable state.
  • PCA ethyl cocoyl arginate consisting of C5 to 12 polyalcohols (polyol) and organic acids in PC ethyl ethyl cocoyl alginate
  • the cosmetic preservation composition of the present invention can replace the cosmetic preservative currently used.
  • Figure 1 shows the results of confirming the stability in the liquid state of the cosmetic composition for preservation of the present invention.
  • Figure 2 shows the results confirming the antimicrobial activity of the cosmetic composition for preservation of the present invention.
  • Figure 3 shows the results confirming the stability of the cosmetic composition containing the cosmetic composition for preservation of the present invention.
  • the materials corresponding to the components and contents of Table 1 were put in purified water passed through an ion exchange resin and mixed to prepare a composition for preserving the cosmetic composition of the present invention.
  • a composition for preservation of a cosmetic composition for comparison was prepared by mixing substances corresponding to the components and contents of Table 2 below into purified water passed through an ion exchange resin and mixing them.
  • PS ethyl cocoyl alginate is a poorly soluble substance, and is difficult to store and use in a liquid state. Moreover, even if it is heated to form a liquid state, if the temperature during storage falls below 15°C, it becomes an insoluble semi-solid, and it must be heated to 45°C or more to make it a liquid state again. Thus, the stability in the liquid state of the composition for preserving the cosmetic of the present invention was confirmed.
  • compositions for preserving the cosmetic compositions of Example 1 and Comparative Example 1 were prepared and stored at 2°C for 3 days, then transferred to 25°C for 3 days, and then the presence or absence of dissolution of P.C. ethyl cocoyl alginate was confirmed. The results are shown in Figure 1 and Table 3 below. At this time, whether or not the dissolution of P.C. ethyl cocoyl alginate was determined by the precipitation of P.C.ethyl cocoyl alginate.
  • composition for preserving the cosmetic composition of the present invention maintains a stable liquid state because P.C.ethyl cocoyl alginate does not precipitate even when stored at a low temperature in a liquid state.
  • PCA ethyl cocoyl alginate When PCA ethyl cocoyl alginate is used as a preservative, it has an antibacterial effect on bacteria, but has a low antibacterial effect on fungi, so it is not only used as a preservative for cosmetics that are highly likely to be contaminated by fungi such as fungi, yeast, etc., as well as bacteria. There are difficulties. Thus, the antibacterial activity of the composition for preservation of cosmetics of the present invention against bacteria and fungi was confirmed.
  • Example 1 The antimicrobial activity was confirmed using the cosmetic preservation compositions of Example 1 and Comparative Example 1, wherein the bacteria used a mixture of Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. Burkholderia gladioli, Burkholderia lata, Burkholderia contaminans as a fungus, and black fungus ( Aspergillus brasiliensis) as a fungus. And Candida albicans mixed bacteria.
  • the antibacterial activity experiment was performed according to US Pharmacopoeia standards. Specifically, in order to confirm the reduction and killing rate of the bacteria, the experiment was conducted by a plate culture method, and 10 7-8 CFU/mL of the bacterial mixed bacteria in the cosmetic preservative composition of Example 1 and Comparative Example 1, 10 5-6 CFU/ After inoculating each of the ml fungi mixed bacteria or 10 7-8 CFU/ml of Burkholderia mixed bacteria and applying them to the plate medium, the bacteria were cultivated at 30-35° C. for 24 hours, and the Burkholderia bacteria were 30-35° C. At 48 hours, the fungus was cultured at 27°C for 5 days.
  • a bacterial mixed bacterium, a fungal mixed bacterium, or a Burkholderia mixed bacterium not treated with a cosmetic preservative composition was used as a control group. After culturing each bacteria, after counting the number of colonies of bacteria produced on the plate medium, the mortality rate of the bacteria was calculated using the following Equation 1, and the results are shown in FIG. 2 and Table 4 below. Did.
  • the criterion for mortality of bacteria for use as a composition for preserving cosmetics is 99.9% or more, and in the case of less than 99.9%, it is not suitable for application to a composition for preserving cosmetics.
  • Example 1-1 in the case of the composition for cosmetic preservation of Example 1-1, some bacteria form colonies in a plate medium coated with bacteria, bacteria, or fungi, but compared with a control group without preservative treatment Thus, more than 99.9% of the bacteria were killed, and Examples 1-4 and 1-24 confirmed that the bacteria did not grow at all.
  • the preservation activity was significantly increased by increasing the low antibacterial activity against bacteria and Burkholderia as well as fungi caused by the use of P. ethyl ethyl cocoyl alginate alone, and It was also found that stability increased.
  • an essence solution for a mask sheet was prepared according to Table 5 below. After the prepared essence solution was left in a refrigerator at 2° C. for 24 hours, the formation or precipitation of precipitates in the solution was observed, and the results are shown in FIG. 3.

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PCT/KR2019/017490 2018-12-28 2019-12-11 피씨에이 에틸 코코일 알지네이트를 포함하는 안정한 액상 상태의 화장료 보존용 조성물 WO2020138773A1 (ko)

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CN201980047380.5A CN112566619A (zh) 2018-12-28 2019-12-11 含有pca椰油酰精氨酸乙酯盐的用于保存化妆品的稳定的液体组合物

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KR1020180171910A KR102049844B1 (ko) 2018-12-28 2018-12-28 피씨에이 에틸 코코일 알지네이트를 포함하는 안정한 액상 상태의 화장료 보존용 조성물
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KR20170009702A (ko) * 2016-03-02 2017-01-25 주식회사 명진뉴텍 트로폴론을 포함하는 방부 조성물 및 이를 포함하는 물티슈
KR102049844B1 (ko) * 2018-12-28 2019-11-28 주식회사 명진뉴텍 피씨에이 에틸 코코일 알지네이트를 포함하는 안정한 액상 상태의 화장료 보존용 조성물

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