WO2021035386A1 - Composition de protection solaire sans cyclométhicones - Google Patents

Composition de protection solaire sans cyclométhicones Download PDF

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Publication number
WO2021035386A1
WO2021035386A1 PCT/CN2019/102184 CN2019102184W WO2021035386A1 WO 2021035386 A1 WO2021035386 A1 WO 2021035386A1 CN 2019102184 W CN2019102184 W CN 2019102184W WO 2021035386 A1 WO2021035386 A1 WO 2021035386A1
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WIPO (PCT)
Prior art keywords
weight
composition according
composition
inci
diester
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Application number
PCT/CN2019/102184
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English (en)
Inventor
Shuqin XU
Dongdong SONG
Tori ZHANG
Original Assignee
Beiersdorf Daily Chemical (Wuhan) Co. Ltd.
Beiersdorf Ag
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.)
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Application filed by Beiersdorf Daily Chemical (Wuhan) Co. Ltd., Beiersdorf Ag filed Critical Beiersdorf Daily Chemical (Wuhan) Co. Ltd.
Priority to PCT/CN2019/102184 priority Critical patent/WO2021035386A1/fr
Priority to PCT/EP2020/072078 priority patent/WO2021037511A1/fr
Publication of WO2021035386A1 publication Critical patent/WO2021035386A1/fr

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Classifications

    • 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
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/064Water-in-oil emulsions, e.g. Water-in-silicone emulsions
    • 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27Zinc; Compounds 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
    • A61K8/31Hydrocarbons
    • 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
    • A61K8/37Esters of carboxylic acids
    • 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
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • 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
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the present invention belongs to the cosmetic field, and relates to a sunscreen composition without cyclomethicones, especially in form of an emulsion, more especially in form of a W/O-emulsion.
  • UVA and UVB filters are summarized in most industrialized countries in the form of positive lists such as for instance Annex 7 of the German Cosmetics Regulation.
  • the effect of UV filters in a cosmetic preparation has to be determined; in general the sun protection factor (SPF) is used to characterize the sun protection potential of a cosmetic composition intended for the use as a sunscreen means.
  • the sun protection factor (SPF) indicates the increased time of exposure to the sun's rays made possible through use of the sunscreen composition. It is the ratio of the erythema threshold time with sunscreen composition to erythema threshold time without sunscreen composition.
  • a cosmetic composition may be characterized by SPF values of 20 or 50.
  • SPF values 20 or 50.
  • a high amount of UV filters has to be used in said compositions. This may result in compositions, which are highly viscous or even paste-like and difficult to distribute. Moreover, said compositions may stay visible on the skin in form of white films.
  • Sunscreen compositions which are provided in form of a W/O emulsion, help to make available a light product capable of being distributed in an easy and even manner.
  • a further means to ensure a pleasant skin feeling without any greasiness and oiliness is the use of cyclomethicones.
  • Cyclomethicones may be characterized by the following formula:
  • n is from 3 to 30.
  • cyclomethicones with n representing 4 to 6 are mainly used. These components have the property to reduce the stickiness of cosmetic preparations. They are colorless and thin fluid.
  • cyclotetrasiloxane (D4) is considered as presumably affecting fertility and being harmful for aquatic organisms. Furthermore, the degradability is slow and therefore this substance may be accumulated in living organisms.
  • Cyclopentasiloxane (D5) may be absorbed and resorbed by the human organism because of its high volatility.
  • the sunscreen compositions without cyclomethicones should provide compositions with high SPFs, at the same time being easily spreadable, optionally available as very fluid compositions and/or water-resistant.
  • ester and/or diester o at least one ester and/or diester, with the proviso that the ester and/or diester is not a UV filter, and/or
  • said sunscreen composition contains
  • ester and/or diester o at least one ester and/or diester, with the proviso that the ester and/or diester is not a UV filter
  • said sunscreen composition contains
  • sunscreen composition contains
  • emulsions are heterogeneous systems, which consist of two liquids which are immiscible or have only limited miscibility with one another and which are usually referred to as phases.
  • one of the two liquids is dispersed in the form of very fine droplets in the other liquid.
  • the liquids pure or as solutions
  • O/W emulsion oil-in-water emulsion
  • the basic character of an O/W emulsion exemplified by electrical conductivity, sensory properties, ability of the continuous phase to be stained, is determined by the water.
  • W/O emulsion water-in-oil emulsion, e.g. butter
  • the basic character is determined by the oil.
  • one or more emulsifier (s) is/are contained in general.
  • Emulsifiers help to combine two immiscible liquids (for example oil in water) in a way to result in a stable preparation, an emulsion. For that reason emulsifiers have to have an amphiphilic character, the hydrophobic part interacts with the oily or lipid phase and the hydrophilic part interacts with the aqueous phase. By stirring or homogenizing the generated droplets are dispersed in the respective environment, namely aqueous droplets in a lipid environment or lipid droplets in an aqueous environment. Primarily, emulsifiers do not have a detersive, surfactant character.
  • Emulsifiers reduce the interfacial tension between the two phases and, besides reducing the interfacial work, also achieve a stabilization of the emulsion formed. They stabilize the formed emulsion by means of interfacial films, as well as by forming steric or electrical barriers, as a result of which the merging (coalescence) of the emulsified particles is prevented.
  • HLB values are suitable to characterize emulsifiers, said values specify the hydrophilicity of a given emulsifier.
  • the HLB value may be determined by the following formula:
  • HLB 20 ⁇ (1-M lipophile /M)
  • M lipophile represents the molar mass of the lipophilic fraction of a given emulsifier and M represents the molar mass of the total emulsifier.
  • emulsifiers with an HLB value up to about 8 are considered to be W/O-emulsifiers.
  • O/W-emulsifiers have HLB values of greater than 8 to 15.
  • Substances with HLB values greater than 15 are often referred to as solubilizers.
  • the sunscreen composition of the present invention contains at least one W/O-emulsifier, especially one having an HLB-value of 2 to 7.
  • the at least one W/O emulsifier may be chosen from Glycerylmonostearate, Glycerylmonoisostearate, Glycerylmonomyristate, Glycerylmonooleate, Diglycerylmonostearate Diglycerylmonoisostearate Propylenglycolmonostearate, Propylenglycolmonoisostearate, Propylenglycolmonocaprylate, Propylenglycolmonolaurate, Sorbitanmonoisostearate, Sorbitanmonolaurate, Sorbitanmonocaprylate, Sorbitanmonoisooleate, Saccharosedistearate, Polyethylenglycol (2) stearylether (Steareth-2) , Glycerylmonolaurate, Glycerylmonocaprinate, Glycerylmonocaprylate, Polyglycerinpoly-12-hydroxystearat, PEG-30-dipolyhydroxystearat, Trig
  • the at least one W/O emulsifier may also be chosen from emulsifiers being silicone based, such as for example Cetyl PEP/PPG-10/1 Dimethicone, Lauryl PEG-10 Tris (Trimethylsiloxy) silylethyl Dimethicone, PEP/PPG-18/18 Dimethicone, Cetyl Diglyceryl Tris (Trimethylsiloxy) silylethyl Dimethicone, Cetyl PEP/PPG-10/1 Dimethiconebeing the preferred one.
  • emulsifiers being silicone based, such as for example Cetyl PEP/PPG-10/1 Dimethicone, Lauryl PEG-10 Tris (Trimethylsiloxy) silylethyl Dimethicone, PEP/PPG-18/18 Dimethicone, Cetyl Diglyceryl Tris (Trimethylsiloxy) silylethyl Dimethicone, Cetyl PEP/PPG-10/1 Dimethiconebeing the preferred one
  • the emulsifiers may be purchased fromDow Chemical as Dowsil ES-5600 Silicone Glycerol Emulsifier, DowSil ES-5227DM formulation Aid, Dowsil ES-5300 formulation Aid, and Abil EM 90 from Evonik.
  • the at least one W/O emulsifier is contained in a total amount of 0.2 to 1.2 %by weight, preferably 0.3 to 0.9 %by weight, in relation to the total weight of the composition.
  • the sunscreen composition according to the present invention contains at least one oil.
  • the at least one oil may be derived from different chemical classes, but has to be fluid at room temperature.
  • the at least one oil may be selected from alkyl-methyl-siloxanes.
  • Said alkyl methylsiloxane may be characterized by the following formula:
  • x is a number from 1 to 10
  • y is a number from 1 to 10
  • R is an alkyl residue having 2 to 10 carbon atoms.
  • x and y have the number 1, more preferred are hexyl methicone and caprylyl methicone, most preferred is caprylyl methicone, which may be purchased from Momentive as Silsoft 034 .
  • the at least one oil is an alkyl methyl siloxane
  • the at least one alkyl methyl siloxane is contained in an amount of 1.0 to 30 %by weight, preferably 2 to 8.0 %by weight, in relation to the total weight of the composition.
  • the at least one oil may be selected from esters and/or diesters of saturated and/or unsaturated, branched and/or unbranched alkane carboxylic acids with a chain length of from 3 to 20 carbon atoms and saturated and/or unsaturated, branched and/or unbranched alcohols with a chain length of from 1 to 20 carbon atoms, and esters of aromatic carboxylic acids and saturated and/or unsaturated, branched and/or unbranched alcohols with a chain length of from 3 to 20 carbon atoms, with the proviso that said esters are fluid at room temperature. It is preferred, if the at least one oil is selected from esters and/or diesters of alcohols with a small number of carbon atoms, i.e.
  • oils having 2 to 8 carbon atoms, for instance such as isopropanol, propylenglycol, neopentyl glycol and isopentyl alcohol and fatty acids.
  • suitable oils are butylene glycol dicaprylate/dicaprate, phenethyl benzoate, C12-15 alkyl benzoate, dibutyl adipate; diisopropyl sebacate, di-C12-13 alkyl tartrate, butyloctyl salicylate, diethylhexyl syringylidene malonate, hydrogenated castor oil dimerate, triheptanoin, C12-13 alkyl lactate, C16-17 alkyl benzoate, propylheptyl caprylate, caprylic/capric triglyceride, diethylhexyl 2, 6-naphthalate, caprylic/capric triglyceride, ethylhexyl Cocoate.
  • isoamyl laurate is contained in the sunscreen composition according to the invention.
  • neopentyl glycol diheptanoate is contained in the sunscreen composition according to the invention.
  • neopentyl glycol diheptanoate it is advantageous, if neopentyl glycol diheptanoate is used as a combination of neopentyl glycol diheptanoate with isododecane. In said combination neopentyl glycol diheptanoate is present in an amount of 20 to 40 %and isododecane is present in an amount of 60 to 80 %.
  • both neopentyl glycol diheptanoate and isoamyl laurate are contained in the composition of the present invention, even more preferably is the usage of neopentyl glycol diheptanoate and isoamyl laurate, wherein neopentyl glycol diheptanoate is added as a mixture of neopentyl glycol diheptanoate and isododecane.
  • the at least one oil may be selected from at least one dialkylether and/or dialkylcarbonate, preferably the at least one oil is selected from dialkylcarbonates, more preferably dicaprylyl carbonate.
  • the at least one oil is at least one ester and/or diester
  • said component (s) is/are contained in an amount of 5.0 to 30 %by weight, preferably 8.0 to 30 %by weight, in relation to the total weight of the composition.
  • the sunscreen composition of the present invention contains at least one UV filter; however to provide a composition having a sufficient and broad photoprotective potential, advantageously a combination of UV filters is present, which absorb sun rays in a range of about 280 to about 400 nm. This may be achieved by a suitable combination of so called UV A and UV B filter or by using broadband filters or combinations thereof.
  • the sun screen composition according to the present invention contains at least one UV B filter, said filter may be an oil-soluble or water-soluble one.
  • suitable oil-soluble UVB filters are:
  • suitable water-soluble UV B filters are:
  • the sun screen composition according to the present invention contains at least one UV A filter, said filter may be chosen from
  • the at least one UV filter is contained in a total amount of 1.0 to 25 %by weight, preferably 5 to 20 %by weight, in relation to the total weight of the composition.
  • the sunscreen composition may additionally contain at least one inorganic pigment based on metal oxides, which are insoluble or sparingly soluble in water, in particular the oxides of titanium (TiO 2 ) and zinc (ZnO) , or mixtures of such oxides, providing an additional photoprotective effect.
  • metal oxides which are insoluble or sparingly soluble in water, in particular the oxides of titanium (TiO 2 ) and zinc (ZnO) , or mixtures of such oxides, providing an additional photoprotective effect.
  • the at least one inorganic pigment is contained in a total amount of 1.0 to 25 %by weight, preferably 2.0 to 20 %by weight, in relation to the total weight of the composition.
  • the inorganic pigments may be present in hydrophobic form, i.e. the surface of said pigments has been treated in such a way that water is repelled.
  • This surface-treatment may involve providing the pigments with a thin hydrophobic layer by processes known per se.
  • a combination of one or more UV A filters, one or more UV B filters and optionally at least one inorganic pigment is preferred. Even more preferred is a combination of Octocrylene, Ethylhexyl Salicylate and ZnO pigments.
  • UV B filter Octocrylene and/or 2-hydroxy-4-methoxybenzophenone are not contained in the composition of the invention.
  • the composition comprises an aqueous phase, the total amount of water ranges from 25 to 80 %by weight, preferably 25 to 50 %by weight, in relation to the total weight of the composition.
  • the composition may additionally contain at least one moisturizer, preferably in a total amount of 1 to 5 %by weight, relative to the total weight of the composition.
  • moisturizers refer to substances or substance mixtures that give cosmetic preparations the property that, after application or distribution on the skin surface, the release of moisture from the corneal layer of the epidermis (also referred to as transepidermal water loss (TEWL) ) is reduced and/or the hydration of the corneal layer is positively influenced.
  • TEWL transepidermal water loss
  • the composition may additionally contain at least one preservative. All preservatives, which are allowed and suitable for cosmetic preparations may be contained. However, it is preferred, if methylparaben, ethylparaben, and Phenoxyethanol, or mixtures thereof are contained. Other preservatives may also be used, for example Benzyl Alcohol. These preservatives may be used alone or in combination or in combination with the above mentioned preferred preservatives.
  • the at least one preservative is preferably contained in a total amount of 0.1 to 0.9 %by weight, more preferably 0.4 to 0.6 %by weight, relative to the total weight of the composition.
  • the values are referring to the active content of the preservatives.
  • ethanol may be contained.
  • Ethanol is a solvent and has a preservative effect.
  • Ethanol may be contained as denatured alcohol. If ethanol is contained in the preparation of the present invention, the amount of ethanol ranges from 0.5 to 20 %by weight, preferably 0.7 to 10 %by weight, in relation to the total weight of the composition.
  • the cosmetic composition according to the invention may additionally contain fillers that further improve, for example, the sensory and cosmetic properties of the formulations, and which, for example, impart or enhance a velvety or silky feel to the skin.
  • Advantageous fillers within the meaning of the present invention are starch and starch derivatives (such as talc, silica, tapioca starch, distarch phosphate, aluminum or sodium starch octenylsuccinate, and the like) , pigments without a primary UV filtering or coloring effect (such as boron nitride, etc. ) , and/or Aerosile* (CAS No. 7631-86-9) or silica dimethyl silylate.
  • a natural film former may be contained; a preferred example of such a film former is Capryloyl Glycerin/Sebacic Acid Copolymer, which may be purchased from Inolex under trade name LexFilm Sun Natural.
  • the composition may additionally contain cosmetic auxiliaries, which areusually used in such compositions, e.g. preservative aids, complexing agents, electrolytes, perfumes, substances for increasing foaming, dyes, pigments which have a coloring action, fats, further oils, waxes or other common constituents of a cosmetic composition.
  • cosmetic auxiliaries which areusually used in such compositions, e.g. preservative aids, complexing agents, electrolytes, perfumes, substances for increasing foaming, dyes, pigments which have a coloring action, fats, further oils, waxes or other common constituents of a cosmetic composition.
  • composition of the present invention may be prepared by any technique known or effective to prepare a W/O-emulsion.
  • the process to prepare the composition of the present invention comprises conventional formulating and mixing techniques. However, it is preferred, if the preparation according to the present invention is prepared by the following method:
  • the composition according to the invention preferably has a viscosity of 200 to 1000 mPa ⁇ s, more preferably 400 to 500 mPa ⁇ s.
  • the viscosity is determined by using a Rheomat R123 at 25°C.
  • compositions according to the invention are easy spreadable and have comparable, even better properties than a market product containing cyclomethicone and Cyclopentasiloxane, often abbreviated as D5, a sensory evaluation was conducted.
  • the market product was Anessa Perfect UV SunScreen Skincare Milk SPF50 PA of the company Shiseido.
  • the INCI listing revealed the following substances:
  • the sensory evaluation was conducted by 10 trained experts, which detect and describe the sensory properties as objectively as possible based on a standardized protocol and questionnaire.
  • Cohesiveness describes how a product deforms or strings rather than breaks when separating forefinger from thumb 3x quickly –that is, the length of the string before it breaks (0 –no strings; 10 –long strings) .
  • Spreadability describes the ease of moving a product over the skin. An evaluation of the force needed to spread the product (0 –difficult to spread/drag; 10 –easy to spread/slip) .
  • Thickness describes how thick a product feels between fingertip and skin –how much product is present (denseness, residue) (0 –thin/no product; 10 –thick/high amount of product) .
  • Wetness describes the amount of water perceived between fingertip and skin –how wet the product is (0 –not wet; 10 –high wetness) .
  • Cooling describes the degree to which a product causes the skin to feel cool or cold after blowing lightly onto the skin (0 –not cool; 10 –high cooling) .
  • the properties cohesiveness, thickness, wetness, and cooling were determined during application of the product to the skin while rubbing 5 times in circles and 20 times in circles.
  • Gloss describes the amount or degree of light reflected off the skin (0 –dull; 10 –shiny) .
  • Stickiness/adhesiveness describes the ease of separating the heel of the hand from the skin (0 –not sticky/tacky; 10 –very sticky/tacky) .
  • the properties gloss and stickiness/adhesiveness were determined immediately after having applied the product on the skin.
  • compositions of the invention are evaluated as good as the market product or nearly as good as the market product in many cases (spreadability 5 circles, wetness 5 circles, spreadability 20 circles, stickiness immediate, and gliding immediate) .
  • properties such as cohesiveness, thickness 5 circles, cooling 5 circles, oily 20 circles, and gloss immediate the compositions of the invention are evaluated even better than the market product.
  • the problem of the present invention to provide sunscreen compositions containing high amounts of UV filter and at the same time being easily spreadable is solved as the evaluation concerning spreadability show.

Abstract

L'invention concerne une composition de protection solaire dans le domaine cosmétique, en particulier sous la forme d'une émulsion, plus particulièrement sous la forme d'une émulsion E/H dépourvue de cyclométhicones. Cette composition est aussi bonne voire meilleure que le produit disponible sur le marché contenant des cyclométhicones.
PCT/CN2019/102184 2019-08-23 2019-08-23 Composition de protection solaire sans cyclométhicones WO2021035386A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/CN2019/102184 WO2021035386A1 (fr) 2019-08-23 2019-08-23 Composition de protection solaire sans cyclométhicones
PCT/EP2020/072078 WO2021037511A1 (fr) 2019-08-23 2020-08-06 Composition d'écran solaire sans cyclométhicones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2019/102184 WO2021035386A1 (fr) 2019-08-23 2019-08-23 Composition de protection solaire sans cyclométhicones

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WO2021035386A1 true WO2021035386A1 (fr) 2021-03-04

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PCT/CN2019/102184 WO2021035386A1 (fr) 2019-08-23 2019-08-23 Composition de protection solaire sans cyclométhicones
PCT/EP2020/072078 WO2021037511A1 (fr) 2019-08-23 2020-08-06 Composition d'écran solaire sans cyclométhicones

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CN113876603A (zh) * 2021-11-01 2022-01-04 马祥全 用于替代环五聚二甲基硅氧烷的复配物及其应用

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JP2003528027A (ja) * 1998-07-25 2003-09-24 バイヤースドルフ・アクチエンゲゼルシヤフト 非イオン界面活性剤を含み、シリコーン乳化剤を含むことを特徴とする化粧品又は皮膚科学的水/油エマルション
WO2012062755A2 (fr) * 2010-11-11 2012-05-18 Dsm Ip Assets B.V. Emulsions cosmétiques ou dermatologiques
US20120288449A1 (en) * 2010-07-14 2012-11-15 Singleton Laura C Skin care compositions
WO2016082061A1 (fr) * 2014-11-24 2016-06-02 Henkel (China) Investment Co. Ltd. Composition cosmétique d'écran solaire et procédé de préparation de celle-ci
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JP5058352B2 (ja) * 2010-04-13 2012-10-24 株式会社 資生堂 油中水型乳化組成物
US9744111B2 (en) * 2014-07-11 2017-08-29 Mary Kay Inc. Sunscreen compositions and methods of their use
US20180303744A1 (en) * 2015-10-30 2018-10-25 Covestro Deutschland Ag Cosmetic composition comprising polyurethane
US20190015317A1 (en) * 2017-07-13 2019-01-17 Johnson & Johnson Consumer Inc. Light aesthetic sunscreen compositions

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Publication number Priority date Publication date Assignee Title
JP2003528027A (ja) * 1998-07-25 2003-09-24 バイヤースドルフ・アクチエンゲゼルシヤフト 非イオン界面活性剤を含み、シリコーン乳化剤を含むことを特徴とする化粧品又は皮膚科学的水/油エマルション
US20120288449A1 (en) * 2010-07-14 2012-11-15 Singleton Laura C Skin care compositions
WO2012062755A2 (fr) * 2010-11-11 2012-05-18 Dsm Ip Assets B.V. Emulsions cosmétiques ou dermatologiques
WO2016082061A1 (fr) * 2014-11-24 2016-06-02 Henkel (China) Investment Co. Ltd. Composition cosmétique d'écran solaire et procédé de préparation de celle-ci
KR20160094341A (ko) * 2015-01-30 2016-08-09 주식회사 엘지생활건강 무기자외선차단제 고함유 자외선차단 화장료 조성물

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