WO2021200393A1 - Produit cosmétique - Google Patents

Produit cosmétique Download PDF

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Publication number
WO2021200393A1
WO2021200393A1 PCT/JP2021/011945 JP2021011945W WO2021200393A1 WO 2021200393 A1 WO2021200393 A1 WO 2021200393A1 JP 2021011945 W JP2021011945 W JP 2021011945W WO 2021200393 A1 WO2021200393 A1 WO 2021200393A1
Authority
WO
WIPO (PCT)
Prior art keywords
cosmetic
present
fatty acid
antiseptic
cosmetics
Prior art date
Application number
PCT/JP2021/011945
Other languages
English (en)
Japanese (ja)
Inventor
達也 川口
江利子 横田
チンエク アン
Original Assignee
株式会社 資生堂
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 株式会社 資生堂 filed Critical 株式会社 資生堂
Priority to CN202180018081.6A priority Critical patent/CN115209865A/zh
Publication of WO2021200393A1 publication Critical patent/WO2021200393A1/fr

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Classifications

    • 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
    • A61K8/35—Ketones, e.g. benzophenone
    • 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
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • 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

Definitions

  • the present invention relates to a cosmetic having a high antiseptic effect.
  • cosmetics are used for a long time after opening, it is indispensable to have an antiseptic effect to suppress the growth and reproduction of microorganisms. Therefore, it is common for cosmetics to contain parabens such as methylparaben and ethylparaben and preservatives such as phenoxyethanol.
  • parabens such as methylparaben and ethylparaben
  • preservatives such as phenoxyethanol.
  • additive-free cosmetics tend to be preferred as cosmetics, and cosmetics containing no preservatives are required as one of the additives. Therefore, a technique for imparting an antiseptic effect to cosmetics has been developed in place of the conventional preservatives for cosmetics.
  • Patent Document 1 (A) 0.2% by mass or more of n-hexyl 2,2-bis (hydroxymethyl) propionic acid, (B) a polyhydric alcohol having 3 to 9 carbon atoms, and 6 to 8 carbon atoms. It is described that a skin external preparation having an antiseptic and antibacterial effect can be obtained by combining one or more selected from alkyl glyceryl ether and fatty acid glyceryl ester having 8 to 12 carbon atoms in a specific ratio.
  • divalent glycols such as dipropylene glycol and 1,3-butylene glycol are highly safe moisturizers and are widely blended in cosmetics, but are known to have antibacterial activity.
  • divalent glycols such as dipropylene glycol and 1,3-butylene glycol
  • An object of the present invention is to provide a cosmetic having a high antiseptic effect against fungi and bacteria.
  • the present invention (A) Fatty acid glyceryl ester having 8 to 12 carbon atoms, and (B) Acetophenone derivative represented by the following formula (1).
  • R 1 and R 2 independently represent hydrogen, hydroxy group or methoxy group
  • the cosmetic of the present invention can obtain a cosmetic having a high antiseptic effect against fungi and bacteria. Since a sufficient antiseptic effect can be obtained from the components (A) and (B), it is not necessary to add a high amount of divalent glycol or lower alcohol in order to obtain the antiseptic effect, and it is sticky and irritating to the skin. It is possible to obtain a cosmetic having a good feeling of use. In addition, preservative-free cosmetics that do not contain preservatives that are usually used in cosmetics can be realized.
  • the cosmetic of the present invention is characterized by containing (A) a fatty acid glyceryl ester having 8 to 12 carbon atoms and (B) a specific acetophenone derivative.
  • the combination of the component (A) and the component (B) imparts an antiseptic effect to the cosmetic.
  • each component constituting the cosmetic of the present invention will be described in detail.
  • the (A) fatty acid glyceryl ester (hereinafter, may be simply referred to as “component (A)”) blended in the cosmetic of the present invention is a fatty acid glyceryl ester usually blended in cosmetics and has a carbon number of carbon. It is from 8 to 12. Examples include glyceryl caprylate, glyceryl 2-ethylhexanoate, glyceryl caproate, glyceryl undecylenate, glyceryl laurate and the like.
  • one or more of the above fatty acid glyceryl esters may be used as the component (A).
  • the lower limit of the amount of the component (A) is preferably 0.01% by mass or more or 0.05% by mass or more, and the upper limit is 0.4% by mass or less or 0. It is preferably 3% by mass or less. Therefore, preferred compounding amount ranges include 0.01 to 0.4% by mass, 0.01 to 0.3% by mass, 0.05 to 0.4% by mass, 0.05 to 0.3% by mass, and the like. .. If the blending amount is less than 0.01% by mass, sufficient antiseptic / antibacterial action may not be obtained, and if the blending amount exceeds 0.4% by mass, the skin may be irritated.
  • the (B) acetophenone derivative (hereinafter, may be simply referred to as “component (B)”) blended in the cosmetic of the present invention is an acetophenone derivative usually blended in cosmetics and has the following formula (1). ) Or a salt thereof.
  • R 1 and R 2 independently represent hydrogen, hydroxy group or methoxy group, and R 1 and R 2 are arranged at the ortho, meta or para position with respect to the acetyl group.
  • the compound is one or more selected from the group consisting of the following compounds.
  • 4-hydroxyacetophenone is more preferable in the present invention.
  • the salt of the compound represented by the above formula (1) may be a cosmetically acceptable salt or a pharmaceutically acceptable salt, and examples thereof include sodium salt, potassium salt, ammonium salt and the like.
  • the lower limit of the amount of the component (B) is preferably 0.06% by mass or more or 0.1% by mass or more, and the upper limit is 2.0% by mass or less or 1. It is preferably 0% by mass or less. Therefore, preferred compounding amount ranges include 0.06 to 2.0% by mass, 0.06 to 1.0% by mass, 0.1 to 2.0% by mass, 0.1 to 1.0% by mass, and the like. .. If the blending amount is less than 0.06% by mass, sufficient antiseptic / antibacterial action may not be obtained, and if the blending amount exceeds 2.0% by mass, the skin may be irritated.
  • antibacterial means suppressing the growth of bacteria on the surface of an object
  • antiseptic means suppressing the invasion, growth and growth of microorganisms, causing putrefaction and fermentation. Means not to. Therefore, the "antiseptic effect” or “antiseptic effect” in the present invention refers to an effect including both “antibacterial” and “antiseptic”, and when the object is a cosmetic, fungi, yeast and the like in the cosmetic. It means the effect of suppressing the growth of fungi such as molds, preventing the deterioration of cosmetics by bacteria, and improving the storage stability of cosmetics.
  • the fatty acid glyceryl ester has a strong antiseptic effect on yeast and bacteria and has a weak antiseptic effect on mold
  • the acetophenone derivative has a strong antiseptic effect on mold and against yeast and bacteria. It became clear that the antiseptic effect was weak.
  • phenoxyethanol which is usually used as an antiseptic in cosmetics, has a strong antiseptic effect on Pseudomonas aeruginosa, but is inferior in antiseptic effect on other bacteria, yeast and mold.
  • the combination of a fatty acid glyceryl ester and an acetophenone derivative provides a high antiseptic effect against all of molds, yeasts and bacteria without canceling each other's advantages, and is a novel combination having a broad antibacterial spectrum. Was able to be realized.
  • Patent Document 1 describes that the fatty acid glyceryl ester according to the present invention exhibits an antiseptic and antibacterial effect in combination with n-hexyl 2,2-bis (hydroxymethyl) propionic acid.
  • the acetphenone derivative according to the present invention is an acyl amino acid such as acylproline (eg, decanoylproline) and acylglycine (eg, octanoylglycine, undecilenoylglycine) in Patent Document 2 (Japanese Patent Laid-Open No. 2018-90579). It is described that the combination of and polyhydric alcohol has an antiseptic effect on bacteria and fungi.
  • the cosmetic of the present invention may contain various components that are usually blended as cosmetics.
  • hydrocarbon oils higher fatty acids, higher alcohols, synthetic ester oils, silicone oils, liquid fats and oils, solid fats and oils, oils such as wax, UV protective agents, oil phase thickeners, and surfactants that are usually used in cosmetics.
  • Water lower alcohol, polyhydric alcohol, water-soluble polymer, moisturizer, powder, coloring material, fragrance, neutralizer, chelating agent, pH adjuster, vitamins, antioxidants, chemicals, etc. as needed Including.
  • the (A) fatty acid glyceryl ester and the (B) acetophenone derivative provide a sufficient antiseptic effect, so that it is not necessary to add phenoxyethanol and parabens, which are usually used in cosmetics, as preservatives. Therefore, aspects of the present invention include aspects that do not contain phenoxyethanol and / or parabens. According to the present invention, a preservative-free cosmetic, that is, a "preservative-free" cosmetic can be realized.
  • divalent glycols such as dipropylene glycol and 1,3-butylene glycol may be blended in an amount of more than 10% by mass based on the total amount of cosmetics.
  • the blending amount of the divalent glycol can be reduced to 10% by mass or less. Therefore, the aspect of the present invention includes an aspect in which the blending amount of the divalent glycol is 10% by mass or less.
  • the amount of lower alcohol such as ethanol may be increased to obtain an antibacterial effect.
  • the blending amount of the lower alcohol can be set to 3% by mass or less. Therefore, the aspect of the present invention includes an aspect in which the blending amount of the lower alcohol such as ethanol is 10% by mass or less or 3% by mass or less, and a mode in which the lower alcohol is not blended. By reducing the amount of the lower alcohol blended, it is possible to obtain a cosmetic product in which irritation to the skin is sufficiently suppressed.
  • the blended object has excellent antiseptic activity against fungi such as bacteria, yeast and mold. show. Therefore, according to the present invention, by blending the components (A) and (B) according to the present invention with the antiseptic object, the antiseptic power of the antiseptic object against bacteria and fungi can be enhanced. can.
  • the antiseptic object is not limited to cosmetics, and examples thereof include skin external preparations such as ointments, fragrance products such as perfumes and colons, daily hygiene products such as sweat wipes, and baby hygiene products such as wipes. NS.
  • the present invention comprises (A) a fatty acid glyceryl ester having 8 to 12 carbon atoms, and (B) an acetophenone derivative represented by the following formula (1).
  • the present invention relates to a method for enhancing the antiseptic activity against fungi and bacteria, including the addition of the above into an antiseptic object.
  • the preservative object is a cosmetic.
  • the components (A) and (B) according to the present invention may be added to the finished product of the antiseptic object, or may be blended during the manufacturing process of the antiseptic object.
  • the component (A) and the component (B) may be blended at the same time or separately. When blended separately, either component (A) or component (B) may come first.
  • the dosage form of the cosmetic according to the present invention is not particularly limited, and any dosage form of ordinary cosmetics can be used. That is, liquid, gel, paste, milky, cream, spray and the like can be used.
  • the cosmetics according to the present invention are not particularly limited, and include skin care cosmetics such as lotions and moisturizing creams, makeup cosmetics such as foundations, BB creams, eye shadows, and lipsticks, sunscreen cosmetics, and packs. Can be blended.
  • skin care cosmetics such as lotions and moisturizing creams
  • makeup cosmetics such as foundations, BB creams, eye shadows, and lipsticks
  • sunscreen cosmetics and packs. Can be blended.
  • the present invention exerts an antiseptic effect on fungi and bacteria by the combination of the (A) fatty acid glyceryl ester and the (B) acetphenone derivative, a wide range including fungi and bacteria is described in the present invention.
  • An antiseptic composition having an antibacterial spectrum can be obtained. That is, the present invention comprises (A) a fatty acid glyceryl ester having 8 to 12 carbon atoms, and (B) an acetophenone derivative represented by the following formula (1).
  • R 1 and R 2 independently represent hydrogen, hydroxy group or methoxy group
  • the present invention will be described in more detail with reference to examples below, but the present invention is not limited thereto.
  • the blending amount is shown in mass% with respect to the system in which the component is blended.
  • the lotions of Test Examples 1 to 5 having the compositions shown in Table 1 were prepared by a conventional method, and an antiseptic effect test and a use test were carried out.
  • Fungi to be tested Ps: Pseudomonas aeruginosa (strain name: Pseudomonas aeruginosa, ATCC15442)
  • E Escherichia coli (strain name: Escherichia coli, ATCC8739)
  • S Staphylococcus aureus (strain name: Staphylococcus aureus, ATCC6538)
  • Asp Black mold (strain name: Aspergillus brasiliensis, ATCC16404)
  • the antiseptic effect was evaluated according to the following criteria, and only those that were judged as A were judged to have sufficient antiseptic power. Evaluation Criteria for Antiseptic Effect on Ps, E, S A: LRV was 3 or higher after 7 days. B: It took 8 to 14 days for the LRV to show 3 or higher. C: The LRV was less than 3 even after 14 days or more. Evaluation Criteria for Antiseptic Effect on Can A: LRV was 1 or higher after 7 days. B: It took 8 to 14 days for the LRV to show 1 or higher. C: The LRV was less than 1 even after 14 days or more. Evaluation Criteria for Antiseptic Effect on ASP A: LRV was 1 or higher after 14 days. B: It took 15 to 28 days for the LRV to show 1 or higher. C: The LRV was less than 1 even after 28 days or more.
  • ⁇ Usability test> Ten panelists were asked to use the drug twice a day for a week, and they were asked to report the satisfaction of the feeling of use and the presence or absence of skin irritation. The evaluation of usability was classified into the following four criteria, and the number of people who complained of irritation was confirmed. A: 8 or more panelists who have no skin irritation and feel good to use B: 5 or more to less than 8 panelists who have no skin irritation and feel good to use C: No skin irritation and use 3 or more to less than 5 panelists who found it to be comfortable D: Less than 3 panelists who found it to be comfortable to use without skin irritation
  • Toners (Test Examples 1 to 5) having the compositions shown in Table 1 below were prepared by a conventional method. The antiseptic effect on each fungus was evaluated according to the above test and evaluation method.
  • a lotion containing phenoxyethanol which has been conventionally used as a preservative (Test Example 1), has a high antiseptic effect on Pseudomonas aeruginosa (Ps), and Escherichia coli (E) and Candida (Can). And the antiseptic effect on black mold (Asp) was moderate, and the antiseptic effect on Staphylococcus aureus (S) was weak.
  • the lotion containing 4-hydroxyacetophenone, which is an acetophenone derivative (Test Example 2), had a strong antiseptic effect on Ps, E and Asp, a moderate antiseptic effect on Can, and a weak antiseptic effect on S.
  • the lotion (Test Example 3 and Test Example 4) in which glyceryl monocaprate, which is a fatty acid glyceryl ester, and phenoxyethanol are combined is compared with the case of phenoxyethanol alone (Test Example 1), and E, S and While the antiseptic effect on Can was improved, the death rate of Asp was slowed down, and the antiseptic effect on mold was significantly reduced.
  • the combination of fatty acid glyceryl ester with phenoxyethanol counteracts some of the antiseptic effects of phenoxyethanol.
  • the lotion containing the fatty acid glyceryl ester of the present invention in combination with the acetophenone derivative (Test Example 5) showed a sufficient antiseptic effect on all of Ps, E, S, Can and Asp.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention vise à fournir un produit cosmétique qui a un effet de conservation élevé contre les champignons et les bactéries. De plus, la présente invention vise à fournir un produit cosmétique sans conservateur. Ce produit cosmétique est caractérisé en ce qu'il contient : (A) un ester de glycéryle d'acide gras en C8 à C12 et (B) un dérivé d'acétophénone spécifique. La présente invention concerne également un procédé d'amélioration de la puissance de conservation contre les champignons et les bactéries d'un produit cosmétique ou d'un autre produit à conserver, ledit procédé comprenant le mélange du composant (A) et du composant (B).
PCT/JP2021/011945 2020-03-31 2021-03-23 Produit cosmétique WO2021200393A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202180018081.6A CN115209865A (zh) 2020-03-31 2021-03-23 化妆品

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2020062613A JP2021161046A (ja) 2020-03-31 2020-03-31 化粧料
JP2020-062613 2020-03-31

Publications (1)

Publication Number Publication Date
WO2021200393A1 true WO2021200393A1 (fr) 2021-10-07

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PCT/JP2021/011945 WO2021200393A1 (fr) 2020-03-31 2021-03-23 Produit cosmétique

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JP (2) JP2021161046A (fr)
CN (1) CN115209865A (fr)
WO (1) WO2021200393A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000204039A (ja) * 1999-01-12 2000-07-25 Pola Chem Ind Inc 敏感肌に好適な化粧料
JP2014172908A (ja) * 2013-03-08 2014-09-22 Symrise Ag 抗菌組成物
JP2016222669A (ja) * 2015-06-02 2016-12-28 味の素株式会社 化粧料組成物

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2774604B1 (fr) * 2013-03-08 2017-08-30 Symrise AG Compositions cosmétiques
JP2015086159A (ja) * 2013-10-30 2015-05-07 株式会社コスモステクニカルセンター 抗菌・防腐剤組成物およびこれを配合した化粧料及び／又は皮膚外用剤
DE102014104258A1 (de) * 2014-03-26 2015-10-01 Beiersdorf Ag Wirkstoffkombinationen aus 4-Hydroxyacetophenon und einem oder mehreren Glycerin- und/oder Oligoglycerinester von verzweigtkettigen und/oder unverzweigtkettigen Alkancarbonsäuren, sowie kosmetische oder dermatologische Zubereitungen, diese Wirkstoffkombinationen enthaltend
EP2962678A1 (fr) * 2014-06-30 2016-01-06 Symrise AG Compositions d'aromes et de parfums contenant derivées d'acetophenone

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000204039A (ja) * 1999-01-12 2000-07-25 Pola Chem Ind Inc 敏感肌に好適な化粧料
JP2014172908A (ja) * 2013-03-08 2014-09-22 Symrise Ag 抗菌組成物
JP2016222669A (ja) * 2015-06-02 2016-12-28 味の素株式会社 化粧料組成物

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Publication number Publication date
CN115209865A (zh) 2022-10-18
JP2021161046A (ja) 2021-10-11
JP2024138105A (ja) 2024-10-07

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