WO2011012515A2 - Solution barrière aqueuse pour la protection de la peau contre des substances non hydrosolubles - Google Patents

Solution barrière aqueuse pour la protection de la peau contre des substances non hydrosolubles Download PDF

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Publication number
WO2011012515A2
WO2011012515A2 PCT/EP2010/060553 EP2010060553W WO2011012515A2 WO 2011012515 A2 WO2011012515 A2 WO 2011012515A2 EP 2010060553 W EP2010060553 W EP 2010060553W WO 2011012515 A2 WO2011012515 A2 WO 2011012515A2
Authority
WO
WIPO (PCT)
Prior art keywords
acid
fatty acid
mixture
barrier
solution according
Prior art date
Application number
PCT/EP2010/060553
Other languages
German (de)
English (en)
Other versions
WO2011012515A3 (fr
Inventor
Martin Schmitt
Original Assignee
Ursula Rath Gmbh
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 Ursula Rath Gmbh filed Critical Ursula Rath Gmbh
Priority to EP10737851A priority Critical patent/EP2459159A2/fr
Publication of WO2011012515A2 publication Critical patent/WO2011012515A2/fr
Publication of WO2011012515A3 publication Critical patent/WO2011012515A3/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
    • 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
    • A61K8/046—Aerosols; Foams
    • 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
    • A61K8/42—Amides
    • 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
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8176—Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • 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
    • A61K8/90—Block copolymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/16—Emollients or protectives, e.g. against radiation
    • 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

Definitions

  • the present invention relates to an aqueous barrier solution for protecting the skin against non-water-soluble substances.
  • Practical work with soiled objects causes soiling of the hands and other, possibly exposed parts of the body surface.
  • the term dirt in the context of this patent means primarily so-called "lipo-dirt", ie contamination of the human body surface, in particular the hands with non-water-soluble and / or non-polar substances.
  • lipo-dirt ie contamination of the human body surface, in particular the hands with non-water-soluble and / or non-polar substances.
  • These include, for example: engine oil, oil pollution in general, greases, paints and Paints, not being water-based, shoe polish, bituminous products for underbody preservation of cars, but also dusts such as soot, graphite, rust and other metal oxides.
  • barrier preparations In anticipation of a general liability of that Directive, a number of barrier preparations have been developed, the formulation of which, although using sodium silicate, has lowered the pH to below the aforementioned limit of pH 9.5 by adding fatty acids (mostly stearic acid) and other ingredients.
  • the object of the invention is to provide a barrier product for protecting the skin against non-water-soluble contaminants. Another object is the provision of a barrier product for skin protection, the pH in the alkaline range is significantly lower than in known products and allows long-term protection.
  • Another object is to provide a barrier product that has a consistency that allows use in dosing dispensers.
  • Another object is to provide a barrier product that does not contain additional preservatives.
  • the invention therefore provides an aqueous barrier solution for protecting the skin against water-insoluble substances, characterized in that the solution comprises a product of a first substance selected from a group consisting of a fatty acid, an alkali salt of a fatty acid, a fatty acid mixture, a mixture of alkali salts of fatty acids and mixtures thereof, and a second substance selected from a group consisting of a basic amino acid, an acid salt of a basic amino acid, a mixture of basic amino acids and a mixture of acid salts of basic amino acids and mixtures thereof, and the solution further comprises at least one film-forming emulsifier having an HLB value in the range of 12-25.
  • “Protection of the skin against non-water-soluble substances” in the sense of this invention is understood to mean applying a solution according to the invention to the skin of the hands before contact with water-insoluble or non-polar substances (lipo-soiling) and at the same time washing off these substances To facilitate work.
  • "Liposchmutz” in the context of this invention are deposits of water-insoluble or non-polar substances on the skin, in particular oils in general, motor oils, greases, shoe creams, bitumen-containing products, non-water-based paints and varnishes, dusts such as graphite carbon black, rust, other metal oxides.
  • amino soaps is meant the products of fatty acids, fatty acid mixtures, alkali salts of fatty acids or fatty acid mixtures with basic amino acids, basic amino acid mixtures, acid salts of basic amino acids or mixtures of amino acids
  • product means an actual chemical reaction product of both
  • Salts of fatty acids with amino acids in washable soap products are known per se and some are commercially available. In WO 00/24375 z. B. Salts of basic amino acids with fatty acids together with fungicidal
  • Emulsion on the skin remains (leave-on product) and a comprehensive barrier effect against "Liposchmutz” shows Further advantages are described below.
  • the starting material for the preparation of barrier-forming solutions according to the invention are fatty acids, monounsaturated or polyunsaturated, individually or
  • the fatty acid or the fatty acid mixture should preferably give a clearly water-soluble fatty acid soap, fatty acids or fatty acid mixtures having a melting point of 15 to 40 ° C., in particular from 20 to 35 ° C. are therefore particularly suitable.
  • Saturated fatty acids should have an average chain length, eg from C6 to C14, in particular from C8 to C12.
  • Fatty acid mixtures are particularly preferred; coconut fatty acids, paimo fatty acids or palm kernel fatty acids, in each case also in hardened form, may be mentioned by way of example.
  • Skin sensation is mediated as well as the mechanical properties of the barrier are favorably influenced
  • Palm oil fatty acids contain oleic acid, palmitic acid, linoleic acid, stearic acid and myristic acid in varying concentrations, with oleic acid and palmitic acid being the main components.
  • Palm kernel oil fatty acids include lauric acid, palmitic acid, stearic acid, capric acid, caprylic acid, myristic acid and linoleic acid, with lauric acid, myristic acid and oleic acid being the main components.
  • coconut fatty acids include oleic acid, linoleic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid and stearic acid, with caprylic acid, lauric acid and myristic acid being the main components. "Main ingredient" means that this acid is most contained by percentage.
  • the second products of the invention include the basic amino acids arginine, lysine and histidine, with arginine and lysine being preferred, especially arginine.
  • the pK values of these amino acids are in the range of 7.5-12.5 at an isoelectric point above 7.
  • acid salts of these amino acids such as the hydrochlorides, eg. As L-arginine hydrochloride or L-lysine hydrochloride.
  • the formation of the salts of the fatty acids according to the invention is carried out by reacting the fatty acid (s) with the amino acid in a molar ratio of 1: 2 to 2: 1, preferably 1: 5: 1 to 1: 1, 5 and in particular in approximately stoichiometric amounts. It is possible to form the aminose in situ in the preparation of the barrier solution, i. Add amino acid and fatty acid as a single substance. In addition, it is possible to use an alkali salt of the fatty acid or fatty acid mixture, e.g. a sodium salt, with a hydrochloride of the amino acid. In this case, in addition to the fatty acid salt, the barrier solution also contains the alkali salt of the acid, e.g. NaCl. The barrier solutions thus prepared are more viscous at the same concentration of aminose soap.
  • the Ami 'noseifen employed in this invention have a significantly mikrobi- ziden character, so this containing skin protection products do not have to be preserved, as ensured by a comparative preservation stress test.
  • the particularly high activity of the barrier solution according to the invention results from the combination of the amino acid with other skin-compatible substances which are capable of film formation and are preferably provided with emulsifying properties.
  • film formers which also have emulsifying properties which have an HLB value which is suitable for emulsion formation with "lipo dirt.”
  • this HLB value is in the range from 12 to 25, preferably from 12 to 24, especially 12 to 18, especially 12 to 15th
  • poloxamers are block copolymers of ethylene oxide and propylene oxide and are commercially available. Mixtures of aminose soaps with poloxamers have synergistic effects on their barrier properties. Especially at mixing ratios of amino acid fatty acid salt: poloxamer in the range of 1: 5 to 5: 1, the barrier effect is significantly better compared with barrier preparations containing only one of the two components.
  • Examples of poloxamer are those having molecular weights in the range from 7,000 to 20,000, preferably in the range from 9,000 to 15,000.
  • the proportion of ethylene oxide may preferably be 70 to 85% by weight, preferably 70 to 75% by weight.
  • inventive barrier formulation prepared from aminose soap with other water-soluble polar, capable of film-forming solids.
  • a combination with polyvinylpyrrolidone (PVP) has proven particularly advantageous, as a result of which the protective film gains mechanical strength.
  • PVP does because of his hygroscopic character the use of skin-moisturizing formulation components such. As glycerol, propylene glycol, 1,2-pentanediol, polydiol, etc. superfluous. Low molecular weight PVP such as. As Luviskol®K17 or Luviskol®K30 are preferred.
  • nonionic emulsifiers Preference is further given to the use of other nonionic emulsifiers both because of their contribution to the protective film on the skin and their skin compatibility and in terms of their property as emulsifiers in the final washing process, for. B. the hand wash.
  • These other nonionic emulsifiers should have an HLB value in the range of 12 to 20.
  • copolymers of higher fatty alcohols, such as stearyl and cetyl alcohol, with ethylene glycol, called ceteareth-n are suitable.
  • n is the number of ethylene glycol groups in the polyoxyethylene chain.
  • the proportion of active substances in the barrier solution is in the following ranges fatty acid-amino acid salt 6 to 18 wt .-%, in particular 8 - 16 wt .-%
  • Film former ⁇ poloxamer 2 to 9 wt.%, In particular 3 to 7 wt.%
  • nonionic emulsifiers 1 to 8 wt .-%, in particular 1, 5 - 6 wt .-%.
  • the cosmetic preparation in the form of the barrier solution according to the invention may further contain other customary additives in order to give it desired properties. These include z.
  • fragrances defoamers, dyes, solids such as SiO 2 or other particulate inorganic oxides or organic solids to improve the grip strength or to modify the consistency of the preparation
  • skin-care additives such as allantoin, bisaboloi, panthenol, tocopherol, tocopheryl acetate, retinol , Retinol derivatives such as retinyl acetate, palmitate, propionate, etc.
  • antioxidants preservatives, bodying agents, perfume oils, buffers for pH stabilization, foam stabilizers, thickeners, oily active ingredients or auxiliaries up to a concentration of 1%, and others.
  • Foam stabilizers are used (foams) or defoamers (clear solutions).
  • the addition of fine particulate matter to the solution is particularly suitable for the formulation of gelatinous products, and z. B. increase the grip of the barrier solution.
  • the formulation according to the invention was developed as a barrier preparation against "lipo-stain" ("invisible glove") Because of the aforementioned microbicidal action of medium-chain fatty acids and their soaps, the preparation also has a germ-reducing effect on the hands of the users is advantageous.
  • the invention also relates to the use of a preparation containing an amino acid or amino acid salt and a fatty acid or fatty acid salt Aqueous barrier solution for protecting the skin against non-water-soluble lipo-soil
  • the aqueous barrier solution is protected against contamination with lipo-soiling on the to-be-protected fatty acid mixture and at least one emulsifier capable of film-forming
  • the contaminated surfaces are moistened, and the moistened surfaces are rubbed to emulsify lipo-soiling and protective preparation, for example washing strokes of the hands, and the emulsions formed thereby n is then washed off with water.
  • the aqueous barrier solution itself can be used, in which case it is rinsed with clean water.
  • the formulations of the present invention are provided as
  • Barrier solution but has the potential, when using suitable excipients in another cosmetic agent, such as a lotion, milk, cream, ointment, foam u. ä. forms to be transferred.
  • suitable excipients in another cosmetic agent such as a lotion, milk, cream, ointment, foam u. ä. forms to be transferred.
  • the formulation or preparation of other forms of skin protection agents is carried out in a manner known per se.
  • the barrier solutions according to the invention with the amino soaps contain an active ingredient which is well compatible with most common ingredients in cosmetic products and therefore allows great freedom in formulation. It should be noted that the barrier solution of the invention has the well-known from the prior art very good protection in the same or almost the same extent, without Alkaüsilikate are included and thus without having the high pH, bring the Aikalisilikate with it or require.
  • barrier solution according to the invention is its consistency, which allows use in dosing dispensers.
  • known products with high pH values have a partially foamed or gelatinous consistency, which is impractical for dosing dispensers.
  • Another advantage of the invention is the long-term protection by the product according to the invention, d. H. a lasting over several hours protection without significant loss of barrier effect.
  • Dissolve position 2 and stir until a clear solution is obtained.
  • the solution obtained has a pH of 8.2-8.6 and can be well dosed by means of conventional dispensers.
  • Panthenol 0.24 A clear solution is obtained, which can be well dosed with conventional foam dispensing devices and gives a stable, cosmetically elegant foam.
  • the pH is 8.2 - 8.6.
  • the various barrier solutions according to Example 4 (see table) and the comparison product PR 88 are applied in an amount of 2 g each with washing movements on the entire palms evenly within 1 minute. After a further drying time of 2 minutes, the lipo-soil to be tested is applied. The paint is sprayed red acrylic paint on an area of about 4 x 4 cm of the back of the hand; Drying time 5 - 7 minutes until the paint is no longer wipeable.
  • Graphite dust is powdered on approx. 4 x 6 cm palms and back of the hand including the fingers, rubbed lightly and the loose components are blown off with compressed air.
  • Shoe cream is pressed in a quantity of 0.5 cm from a conventional cream tube with a round opening and applied to an area of 4 x 4 cm each of the palm and back of the hand and spread for 20 sec with a paper towel.
  • the hands of the subjects contaminated with lipo-dirt are moistened slightly with water (water spray bottle or a few ml from the water pipe), and washing movements of the hands are achieved for 20 seconds, reaching the backs of the hands and the inside of the hands equally.
  • the "emulsified" lipo-soiling is then washed off under running water with further washing movements of the hands over a period of 30 seconds.
  • the comparative product PR 88 was set as "1". table
  • the table shows that the anime soap with the film former Poloxamer shows a slightly worse but still good to very good barrier effect compared to the tested soil substances and in comparison to the standard.
  • Completely equivalent to the standard is a barrier solution with amino acid and three different film formers (Example 1), which shows a synergistic effect.
  • the solution contains the following ingredients
  • a solution is prepared as in Example 1 using instead of palm kernel acid their sodium salts and instead of arginine the L-arginine hydrochloride.
  • the gel contains the following ingredients
  • the ingredients are sequentially with stirring at ambient temperature (15 - 25 0 C) was added.

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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)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Dermatology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Emergency Medicine (AREA)
  • Toxicology (AREA)
  • Engineering & Computer Science (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Cosmetics (AREA)
  • Paints Or Removers (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)

Abstract

L'invention concerne une solution barrière aqueuse pour la protection de la peau contre des substances non hydrosolubles, caractérisée en ce que la solution contient un produit composé d'un acide gras ou de mélanges ou sels de l'acide gras, et d'un aminoacide basique ou de sels ou mélanges de l'aminoacide, ainsi qu'au moins un émulsifiant à capacité filmogène ayant un rapport hydrophile-lipophile compris entre 12 et 25. La solution a un pH de 7,5 à 9 et sert à protéger la peau contre la salissure par des huiles, des graisses, des colorants, des vernis, des suies, du graphite, de la rouille, des oxydes métalliques à particules fines, des poussières d'abrasion et des produits bitumineux.
PCT/EP2010/060553 2009-07-25 2010-07-21 Solution barrière aqueuse pour la protection de la peau contre des substances non hydrosolubles WO2011012515A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP10737851A EP2459159A2 (fr) 2009-07-25 2010-07-21 Solution barrière aqueuse pour la protection de la peau contre des substances non hydrosolubles

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102009034771.2 2009-07-25
DE200910034771 DE102009034771B4 (de) 2009-07-25 2009-07-25 Hautschutzmittel

Publications (2)

Publication Number Publication Date
WO2011012515A2 true WO2011012515A2 (fr) 2011-02-03
WO2011012515A3 WO2011012515A3 (fr) 2012-03-01

Family

ID=43402446

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2010/060553 WO2011012515A2 (fr) 2009-07-25 2010-07-21 Solution barrière aqueuse pour la protection de la peau contre des substances non hydrosolubles

Country Status (3)

Country Link
EP (1) EP2459159A2 (fr)
DE (1) DE102009034771B4 (fr)
WO (1) WO2011012515A2 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1575546A2 (fr) * 2002-12-27 2005-09-21 Avon Products, Inc. Composition gonflant apres application non pressurisee

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3633453A1 (de) 1985-10-01 1987-04-02 Morelle Jean V Zusammensetzungen auf der basis von lysin- und argininsalzen
WO2000024375A1 (fr) 1998-10-27 2000-05-04 Alcon Laboratories, Inc. Systeme conservateur contenant un savon a base d'acides gras/acides amines pour compositions pharmaceutiques a administration locale
US20070161539A1 (en) 2006-01-12 2007-07-12 Enrique Hernandez Method of regulating degree of polymerization of an alkali metal silicate in solution using pH

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DD254142A1 (de) * 1986-12-04 1988-02-17 Miltitz Chem Werk Hautpflegemittel
FR2666809B1 (fr) * 1990-09-14 1994-09-09 Oreal Systeme anti-oxydant a base d'un acide amine basique en association avec au moins un tocopherol ou et de ses derives et au moins un polypeptide non thiole et compositions contenant un tel systeme anti-oxydant.
US5208013A (en) * 1991-06-03 1993-05-04 Olympus International, Inc. Composition for skin care and protection
JP3170724B2 (ja) * 1992-03-11 2001-05-28 味の素株式会社 洗浄剤組成物
EP0741562A1 (fr) * 1994-11-28 1996-11-13 Gist-Brocades B.V. Application topique de ceramides
CA2258811C (fr) * 1996-05-09 2003-11-25 Michel G. Bergeron Preparations servant a la prevention de maladies induites par des pathogenes tels que le vih ou le hsv
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JP2000186028A (ja) * 1998-12-21 2000-07-04 Nobuko Koga 化粧品
FR2791564B1 (fr) * 1999-04-02 2004-09-10 Jean Morelle Compositions destinees a la protection de la peau contre l'agression oxydative des radiations solaires
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Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
DE3633453A1 (de) 1985-10-01 1987-04-02 Morelle Jean V Zusammensetzungen auf der basis von lysin- und argininsalzen
WO2000024375A1 (fr) 1998-10-27 2000-05-04 Alcon Laboratories, Inc. Systeme conservateur contenant un savon a base d'acides gras/acides amines pour compositions pharmaceutiques a administration locale
US20070161539A1 (en) 2006-01-12 2007-07-12 Enrique Hernandez Method of regulating degree of polymerization of an alkali metal silicate in solution using pH

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1575546A2 (fr) * 2002-12-27 2005-09-21 Avon Products, Inc. Composition gonflant apres application non pressurisee
EP1575546B1 (fr) * 2002-12-27 2014-09-03 Avon Products, Inc. Composition gonflant apres application non pressurisee

Also Published As

Publication number Publication date
DE102009034771A1 (de) 2011-02-03
DE102009034771B4 (de) 2011-09-01
EP2459159A2 (fr) 2012-06-06
WO2011012515A3 (fr) 2012-03-01

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