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WO2019027221A2 - Composition pour stabiliser un composant sensible au ph - Google Patents

Composition pour stabiliser un composant sensible au ph Download PDF

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Publication number
WO2019027221A2
WO2019027221A2 PCT/KR2018/008669 KR2018008669W WO2019027221A2 WO 2019027221 A2 WO2019027221 A2 WO 2019027221A2 KR 2018008669 W KR2018008669 W KR 2018008669W WO 2019027221 A2 WO2019027221 A2 WO 2019027221A2
Authority
WO
WIPO (PCT)
Prior art keywords
alcohol
composition
sensitive component
cationic surfactant
vitamin
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/KR2018/008669
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English (en)
Korean (ko)
Other versions
WO2019027221A3 (fr
Inventor
남미희
피봉수
황윤균
안지혜
박성일
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Amorepacific Corp
Original Assignee
Amorepacific Corp
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 Amorepacific Corp filed Critical Amorepacific Corp
Publication of WO2019027221A2 publication Critical patent/WO2019027221A2/fr
Publication of WO2019027221A3 publication Critical patent/WO2019027221A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • A61K8/67—Vitamins
    • A61K8/676—Ascorbic acid, i.e. vitamin C
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/042—Gels
    • 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
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/416—Quaternary ammonium compounds
    • 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
    • A61K8/67—Vitamins
    • 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
    • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin

Definitions

  • a composition for stabilizing a pH sensitive component is disclosed herein.
  • Vitamin C also known as ascorbic acid, helps reduce skin's active oxygen due to the strong reducing power of vitamin C resulting from the double bond between carbons 2 and 3, It is easily oxidized by oxygen or the like in the atmosphere, whereby the stability is impaired. Since the degradation of the oxidation stability is particularly serious in the aqueous solution in which hydrogen ions are dissociated, cosmetic formulations prepared by dissolving a high content of vitamin C in water phase have problems of deterioration such as deterioration or separation.
  • the vitamin C derivative contained in the whitening cosmetic preparation is generally used in the form of a mixture of the carbon chain of vitamin C so as not to be easily oxidized in a raw material state or in a dissolved or dispersed state while maintaining the activity level indicated when the original vitamin C is applied to the skin ≪ / RTI > to which various molecules are attached chemically.
  • These chemically bonded molecules act as steric hindrances that physically protect the double bonds between carbon 2 and 3 of vitamin C from being easily broken by external stimuli and not losing activity.
  • the vitamin C derivatives differ in their physical properties such as dissolution characteristics depending on the type of the bound molecules.
  • derivatives such as ascorbyl palmitate or ascorbyl stearate formed through esterification reaction with molecules such as palmitic acid or stearic acid can be prepared by converting vitamin C, which is water-soluble, It is possible to cut off the contact with moisture to some extent to increase the oxidation stability.
  • general functional cosmetics require consideration of feeling and ease of use, they are made into an oil-in-water dispersion formulation requiring a small amount of oily solvent and having a large amount of purified water, and its application is limited.
  • one of the changes in the physical properties of the formulations which is most prominently exhibited by the addition of vitamin C derivatives, is a decrease in viscosity.
  • the water-soluble vitamin C derivatives to which water-soluble molecules are bound have high solubility in purified water and are stable without precipitation, but have problems such as a decrease in the viscosity of the formulation and a deterioration in the stability over time.
  • vitamin C is derived from a saccharide precursor such as glucose, it is converted into a derivative, so that even when the oxidation stability is enhanced, the problem of being sticky and pushed when applied to skin is not greatly improved.
  • the vitamin C derivative is bound to a sugar such as glucose, problems such as stickiness and jarring become more prominent.
  • the present disclosure is directed to providing a composition for stabilizing a pH sensitive component, such as a vitamin C derivative.
  • the techniques disclosed herein include cationic surfactants; And a composition for stabilizing a pH-sensitive component comprising a higher alcohol.
  • the pH sensitive component may be stable at a pH of less than or equal to 5.5.
  • the pH sensitive component may be comprised between 1 and 2 wt% based on the total weight of the composition.
  • the pH sensitive component may be a vitamin C or a vitamin C derivative.
  • the vitamin C derivative may be ethyl ascorbyl ether.
  • the cationic surfactant may be included in an amount of 1 to 3% by weight based on the total weight of the composition.
  • the cationic surfactant may be a quaternary ammonium cationic surfactant.
  • the quaternary ammonium cationic surfactant is selected from the group consisting of didecyldimethylammonium chloride, behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride and dicetyldimethylammonium chloride And the like.
  • the higher alcohol may be comprised between 3 and 9 wt% based on the total weight of the composition.
  • the higher alcohol is selected from the group consisting of cetyl alcohol, cetearyl alcohol, stearyl alcohol, cetostearyl alcohol, behenyl alcohol, decyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, , Heptadecyl alcohol, palmitiol rail alcohol, oleyl alcohol, linoleyl alcohol, linoleyl alcohol, arachidonyl alcohol, cetearyl alcohol, erucyl alcohol, and arachidyl alcohol .
  • the cationic surfactant and the higher alcohol may be contained in a weight ratio of 1: 1 to 1: 5.
  • the cationic surfactant and the higher alcohol may be one that forms a gel structure.
  • the composition may have a hardness of at least 10 N.
  • the composition may have a pH of less than or equal to 5.5.
  • the composition may be a cosmetic composition.
  • the cosmetic composition may be one that has improved skin jerks and stickiness.
  • the cosmetic composition may be one for skin whitening.
  • the technique disclosed herein forms a low pH gel structure using a cationic surfactant and a higher alcohol, which are not affected by pH, so that a component having stability at low pH through the gel structure without using a pH buffer There is an effect of providing a stabilized composition.
  • the techniques disclosed herein have the effect of preventing the viscosity from dropping and forming the desired viscosity through the gel structure formulation without the use of thickeners using cationic surfactants and higher alcohols.
  • Example 1 is an optical microscope photograph of the cosmetic composition of Example 1 according to the present invention.
  • Example 2 shows a polarized microscope photograph of the cosmetic composition of Example 1 according to the present invention.
  • the techniques disclosed herein comprise a pH sensitive component; Cationic surfactants; And a composition for stabilizing a pH-sensitive component comprising a higher alcohol.
  • the composition has the effect of stabilizing a pH-sensitive component in a formulation through the formation of a gel structure with a cationic surfactant and a higher alcohol.
  • the techniques disclosed herein provide a method of stabilizing pH-sensitive components contained in a composition.
  • the method includes mixing a pH sensitive component with a cationic surfactant and a higher alcohol.
  • the techniques disclosed herein provide cationic surfactants and higher alcohols for the stabilization of pH-sensitive components contained in the composition.
  • the techniques disclosed herein provide for the use of cationic surfactants and higher alcohols to prepare compositions for stabilizing pH-sensitive components.
  • Stabilization in the present specification may mean inhibiting or minimizing the deterioration of the composition such as discoloration, breaking, foreign matter generation, drop in viscosity, separation of formulations, and the like.
  • the pH-sensitive component may have a pH-sensitive component of 5.5 or less, 5.3 or less, 5.0 or less, 4.8 or less, 4.5 or less , 4.3 or less, 4.0 or less, 3.8 or less, or 3.5 or less.
  • the pH sensitive component may be stable at a pH of 2.0 or higher, 2.5 or higher, 3.0 or higher, 3.5 or higher, or 4.0 or higher.
  • the pH sensitive component may have a pH of 3.0 to 4.5, or a pH of 3.5 to 4.0, or a pH of 4.0 to 5.0.
  • the stability may mean that there is no deterioration of physical properties or chemical denaturation or a very slight property.
  • the pH sensitive component may be comprised between 1 and 2 wt% based on the total weight of the composition.
  • the pH sensitive component may be a vitamin C or a vitamin C derivative.
  • the vitamin C derivative may be ethyl ascorbyl ether.
  • the cationic surfactant may be included in an amount of 1 to 3% by weight based on the total weight of the composition. In another aspect, the cationic surfactant is present in an amount of at least 1 wt%, at least 1.5 wt%, at least 2 wt%, or at least 2.5 wt% but no more than 3 wt%, no more than 2.5 wt%, no more than 2 wt% By weight or less.
  • the cationic surfactant may be a quaternary ammonium cationic surfactant.
  • the quaternary ammonium cationic surfactant is selected from the group consisting of didecyldimethylammonium chloride, behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride and dicetyldimethylammonium chloride And the like.
  • the higher alcohol may be comprised between 3 and 9 wt% based on the total weight of the composition.
  • the higher alcohol is present in an amount of at least 3 wt%, at least 4 wt%, at least 5 wt%, at least 6 wt%, at least 7 wt%, or at least 8 wt% Or less, 7 wt% or less, 6 wt% or less, 5 wt% or less, or 4 wt% or less.
  • the higher alcohol is selected from the group consisting of cetyl alcohol, cetearyl alcohol, stearyl alcohol, cetostearyl alcohol, behenyl alcohol, decyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, , Heptadecyl alcohol, palmitiol rail alcohol, oleyl alcohol, linoleyl alcohol, linoleyl alcohol, arachidonyl alcohol, cetearyl alcohol, erucyl alcohol, and arachidyl alcohol .
  • the cationic surfactant and the higher alcohol are present in a ratio of from 1: 1 to 1: 5, from 1: 1 to 1: 4, from 1: 1 to 1: 3.5, from 1: To 1: 3 or 1: 2 to 1: 3.5, so that the formulation stability can be further enhanced.
  • composition according to the present invention stabilizes the pH sensitive component in the gel structure by forming a gel structure using a cationic surfactant and a higher alcohol that are not affected by the pH, .
  • the composition may have a hardness of at least 10 N as measured by a hardness tester (Model: SUN RHEO METER).
  • the composition may have a viscosity of at least 7000 cps.
  • the composition may have a pH of less than or equal to 5.5.
  • the composition may be a cosmetic composition.
  • the cosmetic composition may be one that has improved skin jerks and stickiness.
  • the cosmetic composition may be one for skin whitening.
  • the cosmetic composition may be one having a cream formulation.
  • the water and the oil part were heated to 70 ° C., mixed and emulsified for 3 minutes, and when the gel was cooled to 50 ° C. or lower, ethyl ascorbyl ether was added to the late stage of the process together with cooling water, The impact was minimized.
  • the composition of Comparative Example 1 in which the cationic surfactant was not added did not form a gel structure, whereas in the compositions of Examples 1 and 2, the quaternary ammonium cationic surfactant affected the pH change It was able to form a gel structure by forming a positive charge even in an acidic, neutral, or alkaline state without receiving it and forming a gel structure with a repulsive force between these cations and a hardness of not less than 10 N and a viscosity of not less than 7000 cps through a high fatty alcohol. Conventionally, when the vitamin C derivative was added, only a lotion formulation of 5000 cps or less was able to be produced due to a decrease in viscosity. However, the composition according to the present invention had a hardness of 10 N or more.
  • composition according to the present invention can realize a desired effect and feeling through various combinations of oils, waxes, silicone-based materials, etc., and also can realize a high-polyol high-content appearance translucent hard gel cream.
  • the cosmetic compositions of the comparative examples and the examples thus prepared were stored at -15 ° C, 0 ° C, room temperature, 30 ° C, and 45 ° C for not less than 4 weeks and the stability of each formulation was examined. As a result, The stability of cold weather stability began to deteriorate as compared with the composition of Example 1 and the composition of Example 1 in which the ratio of the quaternary ammonium cationic surfactant to the higher alcohol was 1: And showed excellent cold stability.
  • the composition of Example 1 formed a gel structure having a pH of 5.5 or less, more specifically, a pH of about 3.76, and stabilized the pH-sensitive component, i.e., ethyl ascorbyl ether (EAE) .
  • the conventional gel structure has a very stable structure and a liquid crystal is observed. It has been confirmed that the composition according to the present invention also stably forms a liquid crystal after adding EAE (see FIGS. 1 and 2).
  • the composition of Example 2 was prepared by changing the composition ratio of the cationic surface active agent and the higher alcohol to increase the content of the higher alcohol.
  • the pH-sensitive component was stabilized through the gel structure having a pH of 5.5 or less as in the composition of Example 1,
  • composition according to the present invention effectively stabilizes ethyl ascorbic ether having stability at pH below 4.5 without the use of a pH sensitive or pH buffering agent.
  • vitamin C is derived from saccharide precursors such as glucose, it does not significantly improve stickiness and extinction when it is applied to the skin even though oxidation stability is increased by conversion to derivatives.
  • the vitamin C derivative is bound to a sugar such as glucose, problems such as stickiness and jarring become more prominent.
  • Example 1 not only stabilizes ethyl ascorbyl ether but also provides a feeling of matt feeling without being sticky or pushed when applied to the skin, thereby solving the problem of a conventional stabilized vitamin C derivative .

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La présente invention concerne une composition pour stabiliser un composant sensible au pH, tel qu'un dérivé de vitamine C. La composition forme une structure de gel ayant un faible niveau de pH au moyen d'un tensioactif cationique et d'un alcool supérieur qui ne sont pas influencés par le pH, ce qui a pour effet de fournir une formulation stabilisant un composant ayant une stabilité à un niveau de pH bas par une structure de gel sans utiliser de tampon de pH.
PCT/KR2018/008669 2017-07-31 2018-07-31 Composition pour stabiliser un composant sensible au ph Ceased WO2019027221A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1020170096882A KR102453890B1 (ko) 2017-07-31 2017-07-31 pH 민감성 성분의 안정화용 조성물
KR10-2017-0096882 2017-07-31

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WO2019027221A2 true WO2019027221A2 (fr) 2019-02-07
WO2019027221A3 WO2019027221A3 (fr) 2019-03-28

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WO (1) WO2019027221A2 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112472620A (zh) * 2019-09-11 2021-03-12 株式会社爱茉莉太平洋 用于防止维生素c析出的添加剂组合物

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KR102738576B1 (ko) 2019-06-25 2024-12-05 (주)아모레퍼시픽 무계면활성제형 화장료 조성물
KR20210158275A (ko) 2020-06-23 2021-12-30 (주)아모레퍼시픽 비타민 c 또는 비타민 c 유도체를 포함하는 실리콘유중수(w/s) 제형의 화장료 조성물

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KR20010047308A (ko) * 1999-11-19 2001-06-15 박병덕 비타민 안정화 액정 화장료 조성물
KR101151009B1 (ko) 2008-10-20 2012-06-08 (주)더페이스샵 비타민ｃ를 안정화한 화장료 조성물
JP4767352B1 (ja) * 2010-03-17 2011-09-07 株式会社 資生堂 乳化組成物
JP5827790B2 (ja) * 2010-04-28 2015-12-02 東レ・ダウコーニング株式会社 高級アルコール変性シリコーンを含有してなる化粧料および皮膚外用剤
KR101461121B1 (ko) * 2013-02-12 2014-11-12 (주)아비오 고농도 비타민c 및 비타민c 유도체의 투명 졸, 겔 조성물
JP6589218B2 (ja) * 2015-09-14 2019-10-16 株式会社アイ・ティー・オー アンチプロオキシダント・グリセリルオクチルアスコルビン酸誘導体その製法及び用途

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112472620A (zh) * 2019-09-11 2021-03-12 株式会社爱茉莉太平洋 用于防止维生素c析出的添加剂组合物
CN112472620B (zh) * 2019-09-11 2023-08-08 株式会社爱茉莉太平洋 用于防止维生素c析出的添加剂组合物

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Publication number Publication date
KR102453890B1 (ko) 2022-10-11
WO2019027221A3 (fr) 2019-03-28
KR20190013007A (ko) 2019-02-11

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