WO2008058982A1 - Composition cosmétique - Google Patents

Composition cosmétique Download PDF

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Publication number
WO2008058982A1
WO2008058982A1 PCT/EP2007/062315 EP2007062315W WO2008058982A1 WO 2008058982 A1 WO2008058982 A1 WO 2008058982A1 EP 2007062315 W EP2007062315 W EP 2007062315W WO 2008058982 A1 WO2008058982 A1 WO 2008058982A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition according
weight
water
cosmetic composition
sulfo
Prior art date
Application number
PCT/EP2007/062315
Other languages
English (en)
Inventor
Asuka Nishimura
Yusuke Nomoto
Masatoshi Sakurai
Original Assignee
Unilever Plc
Unilever N.V.
Hindustan Unilever Limited
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 Unilever Plc, Unilever N.V., Hindustan Unilever Limited filed Critical Unilever Plc
Priority to JP2009536727A priority Critical patent/JP2010510187A/ja
Publication of WO2008058982A1 publication Critical patent/WO2008058982A1/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
    • A61K8/55—Phosphorus compounds
    • A61K8/553—Phospholipids, e.g. lecithin
    • 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
    • A61K8/06—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
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/08—Preparations containing skin colorants, e.g. pigments for cheeks, e.g. rouge
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara

Definitions

  • the invention concerns cosmetic compositions having sunscreen properties, particularly those in emulsion form.
  • sunscreen compositions are commonly used during outdoor work or leisure for protection of exposed skin against sunburn, cancer and even photoaging. Many effective sunscreen preparations are sold commercially or are described in cosmetic or pharmaceutical literature. In general, sunscreen preparations are formulated as creams, lotions or oils containing as the active agent an ultraviolet radiation absorbing chemical compound. The active agent functions by blocking passage of erythematogenic radiation thereby preventing its penetration into the skin.
  • the ideal sunscreen formulation should be non-toxic and non-irritating to skin tissue and be capable of convenient application in a uniform continuous film.
  • the product should be sufficiently chemically and physically stable so as to provide an acceptable shelf life upon storage. It is particularly desirable that the preparation should retain its protective effect over a prolonged period after application.
  • the active agent when present on the skin must be resistant to chemical or photodegradation, to absorption through the skin, and to removal by perspiration, skin oil, or water.
  • the product should be substantially odorless (or be capable of being scented) and be non-staining to the skin or clothing.
  • Sunscreen agents in the order of decreasing effectiveness may be categorized as either highly chromophoric monomeric organic compounds, inorganic compounds and minimally chromophoric polymeric organic solids.
  • Chromophoric monomeric organic compounds are subject to certain problems.
  • One of the more important problems is that of skin irritation. Some people are quite sensitive to organic molecules with chromophoric groups. Adverse allergic reactions can result. Therefore, it would be quite desirable to minimize the level of such compounds in sunscreen compositions.
  • Total replacement of chromophoric organic compounds, while desirable, is presently not feasible for high sun protective factor (SPF) compositions that also require certain types of aesthetics.
  • lnorganic particulate compounds such as titanium dioxide have been employed as sunscreen agents. In fact, titanium dioxide is quite popular with marketers advertising them as "natural sunscreens".
  • Illustrative of this technology is US 5 215 749 and US 5 188 831 , both to Nicoll et al.
  • the problem with inorganic particulate compounds is that high SPF values can only be achieved with high concentrations of these materials. Unfortunately aesthetics suffer at such high concentrations. Clear formulas become opaque. High loadings also tend to form visible white films on the skin which consumers perceive negatively.
  • Another object of the present invention is to provide the benefits of at least some sun protection in a cosmetic composition.
  • a cosmetic composition which includes:
  • a first component of the present invention is that of a water-soluble sulfo- substituted polysaccharide.
  • the polysaccharide will be a cellulose with a first substituent group being sulfated or sulfonated hydrophilic moiety (particularly a CrC 5 sulfoalkyl or salt thereof) and a second substituent group being a C 8 -C 4 O alkyl or substituted alkyl hydrophobic moiety, wherein the hydrophilic and hydrophobic moiety substitution are in a molar ratio from 1 :100 to 100:1.
  • the degree of substitution per each monosaccharide of the polysaccharide may range from 0.001 to 2.0.
  • Amounts of the sulfo-substituted polysaccharide may range from 0.001 to 10%, preferably from 0.5 to 5%, more preferably from 0.25 to 1% by weight of the cosmetic composition.
  • a particularly preferred substituted sulfo-substituted polysaccharide has the chemical name sodium hydroxyethylcellulose hydroxypropylstearoylether hydroxypropylsulfonate, which is recognized under the INCI nomenclature of Sodium Stearoxy PG-Hydroxyethyl Cellulose Sulfonate, and commercially available from the Kao Corporation under the name POIZ 310.
  • the structure is as follows.
  • a further important component of compositions according to the present invention is a phospholipid (known also as a phosphatide).
  • suitable phosphatides are lecithin, phosphatidyl choline, phosphatidyl ethanolamine, phosphatidyl serine, phosphatidyl inositol, diphosphatidyl glycerol and mixtures thereof. Lysophosphoglycerides may also serve as the phosphatide.
  • Preferred from among the foregoing list is lecithin. Suitable lecithin may be derived from soy bean, egg yolk and can be hydrogenated or not hydrogenated. Hydroxylated lecithin, lyso-lecithin and sphingomyelin also may be utilized. Amounts of the phosphatide may range from 0.001 - A -
  • inorganic and organic sunscreens are absent, some amounts of these materials may be formulated with the compositions of the present invention.
  • Suitable inorganic sunscreen agents are particularly titanium dioxide and zinc oxide.
  • Other inorganic powders useful for the invention include iron oxide, talc, mica, barium sulphate, calcium carbonate, zirconium oxide, cerium oxide, hydroxyapatite, sericite and combinations thereof.
  • These agents in powder form should be particulates having an average particle size ranging from 0.005 to 5 micron (i.e. 5 nm to 5,000 nm), preferably from 0.01 to 1 micron and optimally from 15 to 100 nm.
  • the agents should be of the oil-dispersible variety exhibiting hydrophobic surface properties. Hydrophobicity may be achieved by applying a hydrophobic coating to the inorganic sunscreen agent particles.
  • Typical coatings include metal soaps such as aluminum stearate, aluminum laurate or zinc stearate; or coatings with organosilicone compounds.
  • the most preferred agent is titanium dioxide.
  • Amounts of the inorganic sunscreen agent may range from 0.01 to 20%, preferably from 0.5 to 10%, optimally from 1 to 5% by weight of the cosmetic composition.
  • Organic sunscreen agents suitable for this invention have at least one chromophoric group absorbing within the ultraviolet ranging from 280 to 400 nm.
  • Chromophoric organic sunscreen agents may be divided into the following categories (with specific examples) including: p-aminobenzoic acid, its salts and its derivatives (ethyl, isobutyl and glyceryl esters; p-dimethylaminobenzoic acid); anthranilates (o-aminobenzoates; methyl, menthyl, phenyl, benzyl, phenylethyl, linalyl, terpinyl and cyclohexenyl esters); salicylates (octyl, amyl, phenyl, benzyl, menthyl, glyceryl, and dipropyleneglycol esters); cinnamic acid derivatives (menthyl and benzyl esters, alpha-phenyl cinnamonitrile; buty
  • 2-ethylhexyl p-methoxycinnamate 4,4'-t-butyl methoxydibenzoylmethane, 2-hydroxy-4-methoxybenzophenone, octyldimethyl p- aminobenzoic acid, digalloyltrioleate, 2,2-dihydroxy-4-methoxybenzophenone, ethyl A- [bis(hydroxypropyl)]aminobenzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, 2- ethylhexylsalicylate, glyceryl p-aminobenzoate, 3,3,5-trimethylcyclohexylsalicylate, methylanthranilate, p-dimethylaminobenzoic acid or aminobenzoate, 2-ethylhexyl p- dimethylaminobenzoate, 2-phenylbenzimidazole-5-
  • Amounts of the organic sunscreen agent may range from 0.1 to 10%, preferably from 0.2 to 2%, more preferably from 0.6 to 1.5%, optimally from 0.8 to 1% by weight of the cosmetic composition.
  • Cosmetic compositions of the present invention will have a cosmetically acceptable carrier vehicle in amounts from 10 to 99% by weight.
  • Carriers include water, oils and mixtures thereof.
  • the carrier is an emulsion containing an oil and a water phase. Most preferred are oil-in-water emulsions. Water constituting the latter phase will be present in an amount from 20 to 99% by weight thereof.
  • the level of water may range from 50 to 95%, optimally between 70 and 90% by weight of the cosmetic composition.
  • Emollient materials may form the oil component according to the present invention.
  • emollient materials may be selected from hydrocarbons, silicones, fatty alcohols, synthetic or natural esters and combinations thereof. Amounts of the emollient oil will range from 0.5 to 50%, preferably from 1 to 20%, optimally from 5 to 10% by weight of the cosmetic composition.
  • Hydrocarbons encompass mineral oil, terpenes (such as squalene), Cn-Ci 3 isoparaffins, polyalphaolefins (especially isohexadecane) and petroleum jelly.
  • Silicone oils may be divided into the volatile and non-volatile variety.
  • volatile refers to those materials which have a measurable vapor pressure at ambient temperature.
  • Volatile silicone oils are preferably chosen from cyclic or linear polydimethylsiloxanes containing from 3 to 9, preferably from 4 to 5, silicon atoms. Examples of commercially available volatile silicone oils are Dow Corning® 344 and Dow Corning® 345.
  • Non-volatile silicone oils useful as an emollient material include polyalkyl siloxanes, polyalkylaryl siloxanes and polyether siloxane copolymers.
  • the essentially non-volatile polyalkyl siloxanes useful herein include, for example, polydimethyl siloxanes with viscosities of from about 5 x 10 "6 to 0.1 m 2 /s at 25 0 C.
  • the preferred non-volatile emollients useful in the present compositions are the polydimethyl siloxanes having viscosities from about 1 x 10 "5 to about 4 x 10 "4 m 2 /s at 25 0 C.
  • Silicone copolyols are useful as emollient and emulsifying materials within the context of the present invention. Particularly preferred is Dow Corning® 3225C fluid, a mixture of cyclomethicone and dimethicone copolyol having viscosity at 25 0 C of 600-2000 cps and a specific gravity of 0.963.
  • ester emollients are:
  • Alkenyl or alkyl esters of fatty acids having 10 to 20 carbon atoms examples thereof include isoarachidyl neopentanoate, isononyl isononanoate, oleyl myristate, oleyl stearate, octyl stearate and oleyl oleate.
  • Ether-esters such as fatty acid esters of ethoxylated fatty alcohols.
  • Ethylene glycol mono and di-fatty acid esters diethylene glycol mono- and di-fatty acid esters, polyethylene glycol (200-6000) mono- and di-fatty acid esters, propylene glycol mono- and di-fatty acid esters, polypropylene glycol 2000 monooleate, polypropylene glycol 2000 monostearate, ethoxylated propylene glycol monostearate, glyceryl mono- and di-fatty acid esters, polyglycerol poly-fatty esters, ethoxylated glyceryl monostearate, 1 ,3-butylene glycol monostearate, 1 ,3-butylene glycol distearate, polyoxyethylene polyol fatty acid ester, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters are satisfactory polyhydric alcohol esters.
  • Wax esters such as beeswax, spermaceti, myristyl myristate, stearyl stearate.
  • Mono-, di- and triglyceride esters such as PEG-8 caprylic/capric triglyceride.
  • Sterols esters of which cholesterol fatty acid esters are examples thereof.
  • Natural esters which may be employed as emollients include sunflower seed oil, safflower oil, cotton seed oil, rape seed oil, palm kernel oil, palm oil and mixtures thereof.
  • Fatty alcohols may also serve as emollients. These are typically formed from 10 to 30 carbon atoms and include cetyl, myristyl, palmityl, stearyl, isostearyl, hydroxystearyl, oleyl, linoleyl, behenyl alcohols and mixtures thereof.
  • sunscreen emulsion compositions of the present invention may be present in the sunscreen emulsion compositions of the present invention a variety of other materials.
  • examples include fatty acids, humectants, thickeners/viscosifiers, surfactants, preservatives, biologically active materials and other adjunct ingredients. These are described more fully below.
  • Fatty acids having from 10 to 30 carbon atoms may also be included in the compositions of this invention.
  • Illustrative of this category are pelargonic, lauric, myristic, palmitic, stearic, isostearic, hydroxystearic, oleic, linoleic, ricinoleic, arachidic, behenic and erucic acids.
  • Amounts may range from 0.1 to 20%, preferably from 1 to 10%, optimally from 2 to 5% by weight of the cosmetic composition.
  • Humectants of the polyhydric alcohol-type can be formulated into the compositions of this invention.
  • the humectant aids in increasing the effectiveness of the emollient, reduces scaling, stimulates removal of built-up scale and improves skin feel.
  • Typical polyhydric alcohols include glycerol (known also as glycerin), polyalkylene glycols and more preferably alkylene polyols and their derivatives, including propylene glycol, dipropylene glycol, polypropylene glycol, polyethylene glycol and derivatives thereof, sorbitol, hydroxypropyl sorbitol, hexylene glycol, 1 ,3-butylene glycol, 1 ,2,6-hexanetriol, isoprene glycol, ethoxylated glycerol, propoxylated glycerol and mixtures thereof.
  • the amount of humectant may range anywhere from 0.5 to 30%, preferably between 1 and 15% by weight of the
  • Thickeners/viscosifiers in amounts from 0.01 to 5% by weight of the cosmetic composition may also be included.
  • the precise amount of thickeners can vary depending upon the consistency and thickness of the composition which is desired.
  • Exemplary thickeners are xanthan gum, sodium carboxymethyl cellulose, hydroxyalkyl and alkyl celluloses (particularly hydroxypropyl cellulose), and cross-linked acrylic acid polymers (Carbomers) such as those sold by Noveon Corporation under the Carbopol and Ultrez trademarks.
  • Surfactants or emulsifiers can be formulated into cosmetic compositions of the present invention.
  • Total concentration of the surfactant may range from 0.1 to 40%, preferably from 1 to 20%, optimally from 1 to 5% by weight of the cosmetic composition.
  • the surfactant may be selected from the group consisting of anionic, nonionic, cationic and amphoteric actives.
  • nonionic surfactants are those with a Ci 0 -C 2 O fatty alcohol or acid hydrophobe condensed with from 2 to 100 moles of ethylene oxide or propylene oxide per mole of hydrophobe; the C 2 -Ci 0 alkyl phenols condensed with from 2 to 20 moles of alkylene oxide; mono- and di- fatty acid esters of ethylene glycol; fatty acid monoglyceride; sorbitan, mono- and di- C 8 -C 20 fatty acids; and polyoxyethylene sorbitan as well as combinations thereof.
  • Alkyl polyglycosides and saccharide fatty amides are also suitable nonionic surfactants.
  • Preferred anionic surfactants include soap, alkyl ether sulfate and sulfonates, alkyl sulfates and sulfonates, alkylbenzene sulfonates, alkyl and dialkyl sulfosuccinates, C 8 -C 20 acyl isethionates and combinations thereof.
  • Preservatives can desirably be incorporated into the cosmetic compositions of this invention to protect against the growth of potentially harmful microorganisms.
  • Suitable traditional preservatives for compositions of this invention are alkyl esters of para-hydroxybenzoic acid.
  • Other preservatives which have more recently come into use include hydantoin derivatives, propionate salts and a variety of quaternary ammonium compounds.
  • Cosmetic chemists are familiar with appropriate preservatives and routinely choose them to satisfy the preservative challenge test and to provide product stability.
  • Particularly preferred preservatives are disodium EDTA, phenoxyethanol, methyl paraben, propyl paraben, imidazolidinyl urea, sodium dehydroacetate and benzyl alcohol.
  • the preservatives should be selected having regard for the use of the composition and possible incompatibilities between the preservatives and other ingredients in the emulsion. Preservatives are preferably employed in amounts ranging from 0.01 % to 2% by weight of the cosmetic composition.
  • Anti-oxidants may be included within the compositions of the present invention.
  • Representative anti-oxidants include butyl hydroxytoluene (BHT), butyl hydroxyanisole (BHA), tocopherols, nordihydrogualaretin, propyl gallate and fatty acid esters of ascorbic acid.
  • compositions of the present invention may also contain vitamins and flavanoids.
  • Illustrative water-soluble vitamins are niacinamide, vitamin B 2 , vitamin B 6 , vitamin C and biotin.
  • the useful water-insoluble vitamins are vitamin A (retinol), vitamin A palmitate, ascorbyl tetraisopalmitate, vitamin E (tocopherol), vitamin E acetate and DL- panthenol.
  • a particularly suitable vitamin B 6 derivative is pyridoxine palmitate.
  • the preferred flavanoids are glucosyl hesperidin and rutin.
  • Total amount of vitamins or flavanoids when present in compositions according to the present invention may range from 0.001 to 10%, preferably from 0.01 % to 1 %, optimally from 0.1 to 0.5% by weight of the cosmetic composition.
  • Desquamation agents are further optional components.
  • Illustrative are the alpha- hydroxycarboxylic acids and beta-hydroxycarboxylic acids and salts of these acids.
  • the former are salts of glycolic acid, lactic acid and malic acid.
  • Salicylic acid is representative of the beta-hydroxycarboxylic acids. Amounts of these materials when present may range from 0.1 to 15% by weight of the cosmetic composition.
  • compositions of this invention may optionally be included in compositions of this invention.
  • Illustrative are citrus unshui, chinpi, saxifrage sarmentosa, camu camu, pomegranate, white birch (Betula Alba), green tea, chamomile, licorice and extract combinations thereof.
  • the extracts may either be water soluble or water-insoluble carried in a solvent which respectively is hydrophilic or hydrophobic. Water and ethanol are the preferred extract solvents.
  • compositions of the present invention may also be included in compositions of the present invention.
  • Each of these substances may range from 0.05 to 5%, preferably between 0.1 and 3% by weight of the cosmetic composition.
  • EXAMPLE 1 A representative sunscreen composition of the present invention in the form of a lotion is outlined under table I.
  • Illustrated herein is a skin cream according to the present invention.
  • Sample A is representative of the present invention.
  • Sample D is formulated identical to sample A except that lecithin was removed.
  • the lower SPF for sample B demonstrated the importance of lecithin.
  • Sample C contains lecithin but none of the sulfo-substituted polysaccharide (i.e. POIZ-310). It is evident that POIZ has importance in raising SPF.
  • a foundation lotion suitable for the present invention is illustrated in table V.
  • a liquid face powder according to the present invention is illustrated in table Vl below. TABLE Vl
  • a make-up base according to the present invention is provided in table VII.
  • a liquid blush according to the present invention is illustrated in table IX below.
  • a water-proof mascara according to the present invention is described in table X below.
  • a make-up base for use in cold weather (shittori type) is reported in table Xl below.
  • a gel lotion of the sarasara type according to the present invention is recorded in table XII below.

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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)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une composition cosmétique qui comprend un polysaccharide sulfo-substitué soluble dans l'eau, un phospholipide et un support. La composition présente des propriétés protectrices d'écran solaire. Le polysaccharide sulfo-substitué préféré est sodium stéaroxy pg- hydroxyéthyl cellulose sulfonate.
PCT/EP2007/062315 2006-11-16 2007-11-14 Composition cosmétique WO2008058982A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2009536727A JP2010510187A (ja) 2006-11-16 2007-11-14 化粧品組成物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0622847A GB0622847D0 (en) 2006-11-16 2006-11-16 Cosmetic composition
GB0622847.2 2006-11-16

Publications (1)

Publication Number Publication Date
WO2008058982A1 true WO2008058982A1 (fr) 2008-05-22

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PCT/EP2007/062315 WO2008058982A1 (fr) 2006-11-16 2007-11-14 Composition cosmétique

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JP (1) JP2010510187A (fr)
AR (1) AR063852A1 (fr)
GB (1) GB0622847D0 (fr)
WO (1) WO2008058982A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011136965A (ja) * 2009-12-28 2011-07-14 Kao Corp 水中油型乳化化粧料
JP2011136966A (ja) * 2009-12-28 2011-07-14 Kao Corp 水中油型乳化化粧料
US11382777B2 (en) 2006-02-22 2022-07-12 Covidien Lp Stents having radiopaque mesh

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6279457B2 (ja) * 2013-11-19 2018-02-14 株式会社 資生堂 水中油型乳化化粧料

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4124300A1 (de) * 1991-07-23 1993-01-28 Dietrich Dr Rer Nat Guembel Sonnenschutzoel
DE19856852A1 (de) * 1998-12-09 2000-06-15 Wella Ag Sonnenschutzmittel
EP1166759A2 (fr) * 2000-06-29 2002-01-02 Beiersdorf AG Utilisation de lécithines pour augmenter le facteur de la protection solaire et/ou de la protection contre les rayons UVA des compositions photoprotectrices cosmétiques ou dermatologiques
JP2007063145A (ja) * 2005-08-29 2007-03-15 Kao Corp 水中油型乳化化粧料

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4124300A1 (de) * 1991-07-23 1993-01-28 Dietrich Dr Rer Nat Guembel Sonnenschutzoel
DE19856852A1 (de) * 1998-12-09 2000-06-15 Wella Ag Sonnenschutzmittel
EP1166759A2 (fr) * 2000-06-29 2002-01-02 Beiersdorf AG Utilisation de lécithines pour augmenter le facteur de la protection solaire et/ou de la protection contre les rayons UVA des compositions photoprotectrices cosmétiques ou dermatologiques
JP2007063145A (ja) * 2005-08-29 2007-03-15 Kao Corp 水中油型乳化化粧料

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 2007, KATAYAMA, YASUSHI ET AL: "Storage-stable oil-in-water (O/W) emulsion cosmetics containing amides", XP002475131, retrieved from STN Database accession no. 2007:278003 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11382777B2 (en) 2006-02-22 2022-07-12 Covidien Lp Stents having radiopaque mesh
JP2011136965A (ja) * 2009-12-28 2011-07-14 Kao Corp 水中油型乳化化粧料
JP2011136966A (ja) * 2009-12-28 2011-07-14 Kao Corp 水中油型乳化化粧料

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JP2010510187A (ja) 2010-04-02
GB0622847D0 (en) 2006-12-27

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