WO2004065536A1 - Compositions cosmetiques contenant des alkylglycolalcoxylats ou -diglycolalcoxylats - Google Patents

Compositions cosmetiques contenant des alkylglycolalcoxylats ou -diglycolalcoxylats Download PDF

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Publication number
WO2004065536A1
WO2004065536A1 PCT/EP2004/000326 EP2004000326W WO2004065536A1 WO 2004065536 A1 WO2004065536 A1 WO 2004065536A1 EP 2004000326 W EP2004000326 W EP 2004000326W WO 2004065536 A1 WO2004065536 A1 WO 2004065536A1
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alkyl
alkoxylates
hair
cosmetic
alkoxylation
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PCT/EP2004/000326
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German (de)
English (en)
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Ralf NÖRENBERG
Claudia Wood
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Basf Aktiengesellschaft
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Publication of WO2004065536A1 publication Critical patent/WO2004065536A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • C11D1/831—Mixtures of non-ionic with anionic compounds of sulfonates with ethers of polyoxyalkylenes without phosphates
    • 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
    • A61K8/45—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • 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
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/002—Aftershave preparations
    • 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
    • A61Q19/10—Washing or bathing preparations
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/143—Sulfonic acid esters
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols

Definitions

  • the present invention relates to mixtures of alkyl glycol alkoxylates or diglycol alkoxylates with certain anionic surfactants, cosmetic and / or dermatological compositions containing these mixtures and methods for reducing the skin irritation of surfactants or surfactant mixtures and methods for solubilizing ingredients of cosmetic and / or dermatological compositions and methods for Improving the sprayability of cosmetic and / or dermatological compositions.
  • Cosmetic and / or dermatological compositions such as hair cosmetic preparations or skin cosmetic preparations or mouth and / or dental care preparations or pharmaceutical compositions, generally have surfactants or surfactant mixtures.
  • amphiphilic compounds are required that can emulsify and remove greasy and oily dirt.
  • highly effective surfactants such as sodium dodecyl sulfate also penetrate the skin and cause irritation due to the interaction with the cells, for example the phospholipids of the cell membrane. Since a painful reaction of the skin to the personal care products is not acceptable, the surfactant system of cosmetic cleaning formulations, for example shampoos or shower gels or bath additives, is milder, i.e. well-tolerated surfactants.
  • the anionic surfactant system is often built up with ether sulfates, or zwitterionic surfactants based on betaines or isethionates or nonionic surfactants such as glucamides or polyglycosides are used to make the detergent mixture milder to the skin and to support the cleansing effect.
  • ether sulfates or zwitterionic surfactants based on betaines or isethionates or nonionic surfactants such as glucamides or polyglycosides are used to make the detergent mixture milder to the skin and to support the cleansing effect.
  • poloxamers such as ethylene oxide-propylene oxide block copolymers
  • compositions which have a reduced skin irritation effect.
  • the compositions contain a combination of a nonionic surfactant based on an ethylene oxide / propylene oxide / ethylene oxide triblock copolymer and a polyvinylpyrrolidone.
  • the combination of these two ingredients leads to a reduction in the skin irritation of liquid skin cleaning formulations. Furthermore, the foaming properties and the hand feel of the formulations are improved.
  • the object of the present invention is to provide the aforementioned products.
  • the object is achieved according to the invention by a mixture of alkyl glycol alkoxylates or diglycol alkoxylates, obtainable by alkoxylation of. 8-alkyl glycols or diglycols with C 2 -5 alkoxides up to an average degree of alkoxylation of 1 to 8, based on the C 4 - 8 alkyl glycols or diglycols,
  • alkyl glycol alkoxylates their mixtures with surfactants and their use in different compositions are known from DE-A 102 02 007, which is older and not prepublished. However, mixtures of the alkyl glycol alkoxylates or diglycol alkoxylates with the above special anionic surfactants are not described.
  • alkyl glycol alkoxylates or diglycol alkoxylates as defined above leads to a significant reduction in the skin irritant effect of the surfactants or surfactant mixtures.
  • the effect is comparable to the effect of the betaines commonly used.
  • the alkyl glycol alkoxylates and diglycol alkoxylates used according to the invention enhance the cleaning action of the surfactants.
  • the alkyl glycol alkoxylates and diglycol alkoxylates also act as a solubilizer for hydrophobic ingredients in cosmetic compositions.
  • an effect of Alkyl glycol alkoxylates and diglycol alkoxylates used according to the invention to improve the sprayability and reduce the droplet sizes (distribution) found in cosmetic aerosol sprays and sprays.
  • the invention also relates to a method for reducing the skin irritation of surfactants or surfactant mixtures, in which the surfactant or the surfactant mixture in combination with alkyl glycol alkoxylates or diglycol alkoxylates, obtainable by alkoxylation of C 4 . 8 alkyl glycols or diglycols with C 2 - 5 - alkoxides to an average degree of alkoxylation of 1 to 8, based on the C - 8 - alkyl glycols or -diglykole, begins.
  • the invention also relates to a process for the solubilization of hydrophobic ingredients in cosmetic compositions, in which the ingredients are combined with alkyl glycol alkoxylates or diglycol alkoxylates, obtainable by alkoxylation of C 8 alkyl glycols or diglycols with C 2 5 alkoxides up to one average degree of alkoxylation from 1 to 8, based on the C. 8 alkyl glycols or diglycols.
  • the invention relates to a method for improving the sprayability by reducing the droplet size of cosmetic and / or dermatological spray compositions, in which -diglykolalkoxylaten the ingredients in combination with Alkylglykolalkoxylaten or obtainable by alkoxylating C 4-8 alkyl glycols or diglycols with C 2 -5-alkoxides up to an average degree of alkoxylation of 1 to 8, based on the C -s-alkyl glycols or diglycols, or in combination with the mixtures according to the invention.
  • the beneficial cleaning effects and reduced irritation and droplet size reduction effects are especially the inventive mixtures or of Alkylglykolalkoxylaten -diglykolalkoxylaten with alkyl sulfates, alkyl ether sulfates, alkyl sulfonates having a C 8 - having 3 o-alkyl radical, or mixtures thereof reached.
  • the alkyl group is preferably a C 8-22 -alkyl radical, in particular a Cio-IOE radical.
  • the alkyl radicals can be linear or branched or partially branched. There is preferably an average of 0 to 1.5, particularly preferably 0 to 1, branching in the alkyl radicals. In particular, it can be linear alkyl radicals.
  • the compounds are present as alkali or alkaline earth metal salts or as ammonium or triethanolamine salts.
  • Preferred alkali and alkaline earth metals are sodium, potassium, magnesium and calcium.
  • the alkyl ether sulfates can have from 1 to 10 ethylene oxide or propylene oxide units, preferably 1 to 3 ethylene oxide units, in the molecule.
  • Sodium lauryl sulfate, ammonium lauryl sulfate, sodium lauryl ether sulfate, ammonium lauryl ether sulfate, and similar compounds are suitable, for example.
  • the mixtures according to the invention contain as a component C 2 - 5 alkoxylates, i.e. alkoxylates with C 2 - 5 alkoxides, having from C-S-alkyl glycols on average a degree of alkoxylation of 1 to 8
  • the alkyl glycols can be linear or branched alkyl glycols.
  • the C 4 -s-alkyl radical can be attached to the glycol at the end or at another position along the alkyl chain. They are preferably linear alkyl glycols, in particular linear, terminal alkyl glycols.
  • the alkyl radicals of the alkyl glycols preferably have 4 to 6 carbon atoms.
  • the degree of alkoxylation is on average 1 to 8, preferably 2 to 6.
  • C 2 - 4 alkoxides can preferably be used for the alkoxylation.
  • Ethylene oxide, propylene oxide, butylene oxide or mixtures thereof are preferably used.
  • Ethylene oxide is particularly preferably used.
  • the preferred ranges also refer to the alkyl glycol alkoxylates and alkyl diglycol alkoxylates themselves.
  • the preparation takes place starting from alcohol-free, preferably pure alkyl glycols and alkyl diglycols and not, as is usually the case, starting from alkanols, by alkoxylation. Therefore, the product mixtures do not contain any remaining alkanols, but at most alkyl glycols.
  • the distribution of the degree of alkoxylation is specific for alkyl glycols. Due to the manufacturing process, the alkyl glycol alkoxylates are free of alcohols.
  • Alkoxylates are oligomeric or polymeric reaction products with alkoxides. Because of the kinetics of polymerizations known to the person skilled in the art, there is inevitably a statistical distribution of homologs, the mean value of which is usually given. The frequency distribution of the homologs contains the starting material, especially at low degrees of alkoxylation. By choosing the catalyst, the Distribution can be influenced to a certain extent, but nothing changes in the principle of the distribution curve. Pure alkyl oligoglycols can only be prepared by working up by distillation or chromatography and are therefore expensive. It has also been shown that the distribution of the homologs has a significant influence on the aggregation behavior.
  • alkoxylates claimed here have the homolog distribution important for the aggregation behavior and the other properties according to the invention, without containing alcohol.
  • the distribution of the degrees of alkoxylation can be determined by chromatographic methods.
  • the table below shows the distribution curves for a common n-hexanolefhoxylate (+ 3 EO), derived from n-hexanol, and an n-hexylglycol ethoxylate (+ 2 EO), derived from n-hexylglycol.
  • the first column shows how much ethylene oxide (0-6) is bound to the n-hexyl radical (C6). On average, both compounds contain the same number of EO units.
  • the samples were produced using KOH as a catalyst by introducing 2 or 3 mol / (mol of starting material) ethylene oxide into the respective starting material.
  • the analysis was carried out by gel permeation chromatography (GPC) in THF.
  • the hexanol signal was identified by adding hexanol, the higher homologues from the sequence of further signals.
  • the evaluation was carried out by integrating the signal areas.
  • the alkyl glycol alkoxylates are preferably used in an amount of 0.05 or 0.1 to 20, preferably 0.1 to 10% by weight, particularly preferably 0.5 to 7% by weight, in particular 0.8 to 5% by weight, based on the total weight of the mixture. The remaining proportion of the mixtures is accounted for by the surfactants. These quantities also apply to cosmetic products or other compositions produced from the mixtures or alkyl glycol alkoxylates.
  • the mixtures, compositions and formulations according to the invention are free from alcohols and preferably also from alkyl glycols or diglycols, in particular from C 4 to 8 -alkyl glycols and C 9 to 3 -alkanols.
  • the alkyl glycol alkoxylates or diglycol alkoxylates are obtainable by alkoxylation of C. 6 alkyl glycols or diglycols with C 2 . Alkoxides up to an average degree of alkoxylation of 2 to 6.
  • the mixtures can advantageously be used in cosmetic compositions.
  • the invention also relates to a cosmetic composition containing a mixture as described above.
  • the mixture preferably contains 0.1 to 20% by weight of the C 2 -5-alkoxylates of -s-alkyl glycols or -diglycols, based on the total weight of the mixture or of the agent.
  • the cosmetic compositions can contain a large number of further ingredients.
  • betaines, amine oxides, salts such as sodium chloride, water, polymers and surfactants or quaternized nitrogen atoms or mixtures thereof, alcohols, cosmetic oils and waxes, emulsifiers, silicone compounds, setting polymers such as nonionic, anionic, cationic, zwitterionic or amphoteric polymers, neutralizing agents come as further ingredients such as bases and acids, thickening and rheology modifiers, active ingredients and auxiliaries.
  • Suitable cosmetically and / or dermatologically active substances are, for example, coloring substances, skin and hair pigmentation agents, tinting agents, tanning agents, Bleaching agents, keratin-hardening substances, antimicrobial substances, light filter substances, repellent substances, hyperemising substances, keratolytic and keratoplastic substances, anti-dandruff substances, anti-inflammatory substances, keratinising substances, antioxidant or radical scavenger substances, skin moisturizing or re-moisturizing substances or anti-allergic active ingredients and mixtures thereof.
  • Suitable auxiliaries can be: lubricants, wetting agents, emulsifying and suspending agents, preserving agents, antioxidants, anti-irritants, chelating agents, emulsion stabilizers, film-forming agents, gel-forming agents, odor masking agents, resins, hydrocolloids, solvents, solubilizers, neutralizing agents, permeation compounds, accelerators, ammonium salts, pigments and superfatting agents, ointment, cream or oil base materials, silicone derivatives, stabilizers, sterilants, blowing agents, drying agents, opacifying agents, thickening agents, waxes, plasticizers, white oils.
  • a design in this regard is based on professional knowledge, such as that shown in Fiedler, HP Lexicon of auxiliary substances for pharmacy, cosmetics and related areas, 4th ed., Aulendorf: ECV-Editio-Kantor-Verlag, 1996.
  • Polymers containing betaines, amine oxides and quaternized nitrogen atoms are preferably used in amounts of 0.01 to 30% by weight.
  • Salts such as sodium chloride can preferably be used in amounts of 0.5 to 10% by weight.
  • Almost any amount of water can be used. Usual amounts of water are 3 to 90% by weight, particularly preferably 5 to 80% by weight, for example 10 to 90% by weight or 20 to 80% by weight.
  • Alcohols can be used from 0 to 95% by weight.
  • Cosmetic oils and waxes as well as emulsifiers are preferably used in amounts of 0.5 to 70% by weight.
  • Silicone compounds can be used in amounts of 0.05 to 30% by weight.
  • Fixing polymers such as nonionic, anionic, cationic or amphoteric polymers are usually used in styling formulations in amounts of 1 to 15% by weight.
  • Such setting polymers with acidic or basic functions are usually neutralized with bases or acids up to a certain degree of neutralization between 50 and 100%.
  • the usual amounts of the neutralizing agent required for this are between 0.1 and 20% by weight, depending on the molecular weight equivalent of the neutralizing agent.
  • Some cosmetic preparations also contain rheology modifiers in amounts of 0.05 to 50 Wt .-%.
  • Cosmetic and / or dermatological preparations usually contain active substances and auxiliary substances in quantities of 0.01 to 50% by weight.
  • the cosmetic compositions can be, for example, hair cosmetic preparations or skin cosmetic preparations or oral and dental care preparations.
  • Hair cosmetic preparations are, for example, hair shampoos, hair treatments, hair lotions, hair rinses, hair emulsions, tip fluids, leveling agents for perms, hair colorants, "hot oil treatment” preparations, conditioners, setting lotions, hair gels, hair waxes, hair foams or hair sprays.
  • the hair cosmetic preparations can be applied as a spray, foam, gel, gel spray, shampoo, conditioner or mousse.
  • the hair cosmetic preparations can also contain additives customary in cosmetics such as emulsifiers, preservatives, perfume oils, care substances such as panthenol, collagen, vitamins, protein hydrolyzates, stabilizers, pH regulators, Contain dyes, salts, consistency agents, silicones, humectants, lipid replenishers and other common additives.
  • emulsifiers such as emulsifiers, preservatives, perfume oils, care substances such as panthenol, collagen, vitamins, protein hydrolyzates, stabilizers, pH regulators, Contain dyes, salts, consistency agents, silicones, humectants, lipid replenishers and other common additives.
  • the mixtures according to the invention can be mixed with hair cosmetic polymers if very special properties are to be set.
  • anionic polymers are suitable as conventional cosmetic polymers.
  • Such anionic polymers are homopolymers and copolymers of acrylic acid and methacrylic acid or their salts, copolymers of acrylic acid and acrylamide and their salts; Sodium salts of polyhydroxycarboxylic acids, water-soluble or water-dispersible polyesters, polyurethanes (eg Luviset ® PUR from BASF AG) and polyureas.
  • Particularly suitable polymers are copolymers of t-butyl acrylate, ethyl acrylate, methacrylic acid (for example, Luvimer ® 100P from BASF AG), copolymers of N-tert-butyl acrylamide, ethyl acrylate, acrylic acid (eg, Ultrahold ® 8, Strong of BASF AG), copolymers of vinyl acetate, Crotonic acid and optionally other vinyl esters (e.g. Luviset ® brands from BASF AG), maleic anhydride copolymers, possibly reacted with alcohols, anionic polysiloxanes, e.g. carboxy-functional, copolymers from vinylpyrrolidone, t-butyl acrylate, methacrylic acid (e.g. Luviskol ® VBM from BASF AG).
  • Luvimer ® 100P from BASF AG
  • the group of polymers suitable for combination with the mixtures according to the invention further includes, for example, Balance CR (National Starch; acrylate copolymer), Balance 0/55 (National Starch; acrylate copolymer), Balance 47 (National Starch; octylacrylamide / acrylate / butylaminoethyl methacrylate copolymer), Aquaflex ® FX 64 (ISP; isobutylene / ethylmaleimide / hydroxyethylmaleimide copolymer), Aquaflex ® SF-40 (ISP / National Starch; VP / Yinyl Caprolactam / DMAPA acrylate copolymer), Allianz ® LT-120 (ISP / Rohm &Haas; Acrylate / Cl -2 succinate / hydroxyacrylate copolymer), Aquarez ® HS (Eastman; Polyester-1), Diaformer ® Z-400 (Clariant; methacryl
  • Acrylates with an acid number greater than or equal to 120 and copolymers of t-butyl acrylate, ethyl acrylate, methacrylic acid are very particularly preferably used as anionic polymers.
  • Further suitable cosmetic polymers are cationic polymers having the INCI name Polyquaternium, eg copolymers of vinylpyrrolidone / vinylimidazolium N- (Luviquat ® FC, Luviquat ® HM, Luviquat ® MS, Luviquat Care ® from BASF AG), copolymers of N-vinylpyrrolidone / dimethylaminoethyl methacrylate, quaternized with diethyl sulfate (Luviquat ® PQ 11 of BASF AG), copolymers of N-vinylcaprolactam N-vinylpyrrolidone / N-vinylimidazolium salts (Luviquat Hold ® of BASF AG);
  • Cationic guar derivatives such as guar hydroxypropyltrimonium chloride (INCI) can also be used.
  • Neutral polymers such as polyvinylpyrrolidones, copolymers of N-vinylpyrrolidone and vinyl acetate and / or vinyl propionate, copolymers of N-vinylpyrrolidone and dimethylaminopropylacrylamide or -methacrylamide (DMAPA), copolymers of N-vinylpyrrolidone acid and (meth) acrylic acid are also suitable as further cosmetic polymers , Polysiloxanes, polyvinylcaprolactam and copolymers with N-vinylpyrrolidone, polyethyleneimines and their salts, polyvinylamines and their salts, polyvinylformamide and its (partial) hydrolysis products, cellulose derivatives, polyaspartic acid salts and derivatives.
  • DMAPA dimethylaminopropylacrylamide or -methacrylamide
  • the preparations can also contain conditioning substances based on silicone compounds.
  • Suitable silicone compounds are, for example, polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyether siloxanes or silicone resins. Dimethicone copolyols (CTFA) and amino-functional silicone compounds such as amodimethicones (CTFA) are also suitable.
  • the shampoo formulations usually contain anionic surfactants as base surfactants and amphoteric and nonionic surfactants as cosurfactants.
  • the formulations in total contain, for example, 2 to 50% by weight of surfactants, preferably 5 to 40% by weight, particularly preferably 8 to 30% by weight of the mixtures according to the invention.
  • All neutral, amphoteric or cationic surfactants commonly used in shampoos can also be used in the shampoo formulations.
  • Suitable amphoteric surfactants are, for example, alkylbetaines, alkylamidopropylbetaines, alkylsulfobetaines, alkylglycinates, alkylcarboxyglycinates, alkylamphoacetates or propionates, alkylamphodiacetates or dipropionates.
  • cocodimethylsulfopropylbetaine laurylbetaine, cocamido propylbetaine or sodium cocamphopropionate can be used.
  • nonionic surfactants are the reaction products of aliphatic alcohols or alkylphenols with 6 to 20 carbon atoms in the alkyl chain, which can be linear or branched, with ethylene oxide and / or propylene oxide.
  • the amount of alkylene oxide is about 6 to 60 moles per mole of alcohol.
  • Alkylamine oxides, mono- or dialkylalkanolamides, fatty acid esters of polyethylene glycols, ethoxylated fatty acid amides, alkyl polyglycosides or sorbitan ether esters are also suitable.
  • the shampoo formulations can contain customary cationic surfactants, such as quaternary ammonium compounds, for example cetyltrimethylammonium chloride.
  • the polymers with quaternized nitrogen atoms are usually used in amounts of between 0.01 and 5% by weight, preferably between 0.05 and 2% by weight.
  • cationic polymers customary in shampoos can also be used, for example copolymers of acrylamide and dimethyldiallylammonium chloride (Polyquaternium-7), cationic cellulose derivatives (Polyquaternium-10), guar-hydroxypropyltrimethylammonium chloride (INCI: hydroxypropyl guar hydroxypropyltrimonium chloride ), Copolymers of N-vinyl-pyrrolidone and quaternized N-vinylimidazole (Polyquaterinium-16, -44, -46) and others.
  • the shampoo formulations can contain thickeners such as table salt, PEG-55, propylene glycol oleates, PEG-120 methyl glucose dioleates and others, and also preservatives, other active ingredients and auxiliaries and water.
  • the hair treatment preparations usually contain a polymer in an amount in the range from about 0.1 to 30% by weight, preferably 0.5 to 20% by weight, based on the total weight of the composition and 0.03 to 10% by weight.
  • % Surfactants preferably 0.05 to 5% by weight, particularly preferably 0.1 to 3% by weight, in particular of the mixtures according to the invention.
  • the hair treatment compositions according to the invention are preferably in the form of a foaming agent, hair mousse, hair gel, shampoo, hair spray or hair foam.
  • Hair sprays include both aerosol sprays and pump sprays without propellant.
  • Hair foams include both aerosol foams and pump foams without propellant.
  • the mixtures according to the invention can be used in skin cosmetic and dermatological preparations.
  • the mixtures according to the invention are used in cosmetic compositions for cleaning the skin.
  • cosmetic cleaning agents are selected from bar soaps such as toilet soaps, core soaps, transparent soaps, luxury soaps, deodorant soaps, cream soaps, baby soaps, skin protection soaps, abrasive soaps and syndets, liquid soaps such as pasty soaps, soft soaps and washing pastes and liquid washing, showering and bathing preparations such as washing lotions, shower baths and gels, foam baths, oil baths and scrub preparations.
  • the mixtures according to the invention are preferably used in cosmetic compositions for the care and protection of the skin, in nail care compositions and in preparations for decorative cosmetics.
  • skin care products intimate care products, foot care products, light protection agents, repellents, shaving agents, hair removal agents, anti-acne agents, make-up, mascara, lipsticks, eye shadows, eye pencils, eyeliners, blushers, powders and eyebrow pencils is particularly preferred.
  • the skin care products are present in particular as W / O or O / W skin creams, day and night creams, eye creams, face creams, anti-wrinkle creams, moisturizing creams, bleaching creams, vitamin creams, skin lotions, care lotions and moisturizing lotions.
  • the compositions according to the invention can be applied in a form suitable for skin care, for example as a cream, foam, gel, stick, powder, mousse, milk or lotion.
  • the skin cosmetic preparations can also contain additives customary in cosmetics such as emulsifiers, preservatives, perfume oils, cosmetic active ingredients such as phytantriol, vitamins A, E and C, retinol, bisabolol, panthenol, light stabilizers, bleaching agents, colorants, tinting agents, Contain browning agents (e.g. dihydroxyacetone), collagen, protein hydrolyzates, stabilizers, pH regulators, dyes, salts, thickeners, gelling agents, consistency agents, silicones, humectants, refatting agents and other common additives.
  • additives customary in cosmetics such as emulsifiers, preservatives, perfume oils, cosmetic active ingredients such as phytantriol, vitamins A, E and C, retinol, bisabolol, panthenol, light stabilizers, bleaching agents, colorants, tinting agents, Contain browning agents (e.g. dihydroxyacetone), collagen, protein hydrolyzates, stabilize
  • Suitable solvents include water and lower monoalcohols or polyols with 1 to 6 carbon atoms or mixtures thereof; preferred monoalcohols or polyols are ethanol, i-propanol, propylene glycol, glycerin and sorbitol.
  • fatty substances such as mineral and synthetic oils such as paraffins, silicone oils and aliphatic hydrocarbons with more than 8 carbon atoms, animal and vegetable oils such as sunflower oil, coconut oil, avocado oil, olive oil, lanolin or waxes, fatty acids, fatty acid esters such as triglycerides of C 6 -C 3 o-fatty acids, wax esters such as jojoba oil, fatty alcohols, petroleum jelly, hydrogenated lanolin and acetylated lanolin. Mixtures of the same can of course also be used.
  • mineral and synthetic oils such as paraffins, silicone oils and aliphatic hydrocarbons with more than 8 carbon atoms
  • animal and vegetable oils such as sunflower oil, coconut oil, avocado oil, olive oil, lanolin or waxes
  • fatty acids such as triglycerides of C 6 -C 3 o-fatty acids
  • wax esters such as jojoba oil
  • fatty alcohols such as jojoba oil
  • petroleum jelly hydrogenated lanolin and
  • Typical thickeners in such formulations are crosslinked polyacrylic acids and their derivatives, polysaccharides such as xanthan gum, agar agar, alginates or tyloses, carboxymethyl cellulose or hydroxycarboxymethyl cellulose, fatty alcohols, monoglycerides and fatty acids, polyvinyl alcohol and polyvinyl pyrrolidone.
  • the mixtures according to the invention can also be mixed with conventional polymers or polymers according to EP-A 1 064 924 if special properties are to be set.
  • the mixtures according to the invention are used in cosmetic preparations, the preparation of which takes place according to the usual rules familiar to the person skilled in the art.
  • Such formulations are advantageously in the form of emulsions, preferably as water-in-oil (W / O) or oil-in-water (O / W) emulsions.
  • W / O water-in-oil
  • O / W oil-in-water
  • Emulsions which can be used according to the invention are prepared by known methods.
  • the emulsions contain conventional constituents such as fatty alcohols, fatty acid esters and in particular fatty acid triglycerides, fatty acids, lanolin and derivatives thereof, natural or synthetic oils or waxes and emulsifiers in the presence of water.
  • a skin cream which can be used according to the invention can be in the form of a W / O emulsion.
  • a W / O emulsion contains an aqueous phase which is emulsified in an oil or fat phase by means of a suitable emulsifier system.
  • the concentration of the emulsifier system in this type of emulsion is about 4 to 35% by weight, based on the total weight of the emulsion; the fat phase makes up about 20 to 60% by weight and the aqueous phases about 20 to 70% by weight, in each case based on the total weight of the emulsion.
  • the emulsifiers are those which are usually used in this type of emulsion.
  • C 12 -C 8 sorbitan fatty acid esters are selected from C 12 -C 8 sorbitan fatty acid esters; Esters of hydroxystearic acid and C 12 -C 3 o-fatty alcohols; Mono- and diesters of C 12 -C 8 fatty acids and glycerol or polyglycerol; Condensates of ethylene oxide and propylene glycols; oxypropylenated / oxyethylenated C 12 -C 2 o fatty alcohols; polycyclic alcohols such as sterols; high molecular weight aliphatic alcohols such as lanolin; Mixtures of oxypropylene / polyglycerolated alcohols and magnesium isostearate; Succhine esters of polyoxyethylenated or polyoxypropylenated fatty alcohols and mixtures of Magnesium, calcium, lithium, zinc or aluminum lanolate and hydrogenated lanolin or lanolin alcohol.
  • Suitable fat components which can be contained in the fat phase of the emulsions include hydrocarbon oils such as paraffin oil, purcellin oil, perhydrosqualene and solutions of microcrystalline waxes in these oils, animal or vegetable oils such as sweet almond oil, avocado oil, calophylum oil, lanolin and derivatives thereof, castor oil, sesame oil , Olive oil, jojoba oil, karite oil, hoplostethus oil, mineral oils whose distillation begins at atmospheric pressure at approx.
  • hydrocarbon oils such as paraffin oil, purcellin oil, perhydrosqualene and solutions of microcrystalline waxes in these oils
  • animal or vegetable oils such as sweet almond oil, avocado oil, calophylum oil, lanolin and derivatives thereof, castor oil, sesame oil , Olive oil, jojoba oil, karite oil, hoplostethus oil, mineral oils whose distillation begins at atmospheric pressure at approx.
  • esters of saturated or unsaturated fatty acids such as alkyl myristates, for example i-propyl, butyl or cetyl myristate, hexadecyl stearate, ethyl or i-propyl palmitate, octanoic or decanoic acid triglycerides and cetylricinoleate.
  • the fat phase can also contain silicone oils soluble in other oils, such as dimethylpolysiloxane, methylphenylpolysiloxane and the silicone glycol copolymer, fatty acids and fatty alcohols.
  • waxes can also be used, such as, for example, carnauba wax, candellila wax, beeswax, microcrystalline wax, ozokerite wax and calcium, magnesium and aluminum oleates, myristates, linoleates and stearates.
  • these water-in-oil emulsions are made by adding the fat phase and emulsifier to the batch container. It is heated at a temperature of 70 to 75 ° C., then the oil-soluble ingredients are added and, with stirring, water is added which has previously been heated to the same temperature and in which the water-soluble ingredients have been dissolved beforehand; the mixture is stirred until an emulsion of the desired fineness is obtained and then allowed to cool to room temperature, stirring less if necessary.
  • a care emulsion according to the invention can be present as an O / W emulsion.
  • Such an emulsion usually contains an oil phase, emulsifiers which stabilize the oil phase in the water phase and an aqueous phase which is usually present in a thickened state.
  • the aqueous phase of the O / W emulsion of the preparations according to the invention optionally contains Alcohols, diols or polyols and their ethers, preferably ethanol, isopropanol, propylene diglycol, glycerin, ethylene glycol monoethyl ether;
  • thickeners or gel formers such as crosslinked polyacrylic acids and their derivatives, polysaccharides such as xanthan gum or
  • Algjnate carboxymethyl cellulose or hydroxycarboxymethyl cellulose, fatty alcohols, polyvinyl alcohol and polyvinyl pyrrodlidone.
  • the oil phase contains common oil components in cosmetics such as:
  • Silicone oils such as cyclomethicone, dimethylpolysiloxane, diethylpolysiloxane, octamethylcyclotetrasiloxane and mixtures thereof;
  • Triglycerides of saturated and / or unsaturated, branched and / or unbranched C 8 -C 2 -alkane carboxylic acids can be selected from synthetic, semi-synthetic or natural oils such as olive oil, palm oil, almond oil or
  • Preferred emulsifiers are O / W emulsifiers such as polyglycerol esters, sorbitan esters or partially esterified glycerides. It can be produced by melting the oil phase at approx. 80 ° C; the water-soluble constituents are dissolved in hot water, added slowly and with stirring to the oil phase, homogenized and stirred cold.
  • the mixtures according to the invention are also suitable for use in washing and shower gel formulations and bath preparations.
  • such formulations optionally contain amphoteric and nonionic surfactants as cosurfactants, and also lipids, perfume oils, dyes, organic acids, preservatives and antioxidants, and also thickeners / gel formers, skin conditioners and humectants.
  • amphoteric and nonionic surfactants as cosurfactants, and also lipids, perfume oils, dyes, organic acids, preservatives and antioxidants, and also thickeners / gel formers, skin conditioners and humectants.
  • the mixtures and cosmetic compositions according to the invention show a reduction in skin irritation.
  • the skin irritation is usually checked after the zein test. This test is explained in more detail in the example.
  • the zein test is further explained in US 5,562,912.
  • the mixtures according to the invention show advantages in the solubilization of hydrophobic ingredients in the cosmetic compositions.
  • the hydrophobic ingredients or active ingredients can often be molecularly solubilized.
  • nonionic additives as described above, is particularly advantageous for reasons of compatibility of the formulation components with one another.
  • the betaines commonly used can be replaced by the alkyl glycol alkoxylates or diglycol alkoxylates described here.
  • the following table shows the effect of the alkoxylate on the skin irritation in comparison to the market standard, cocoamidopropyl betaine (GAB).
  • GAB cocoamidopropyl betaine
  • Hair cosmetic composition (general) a) 0.8 to 5% by weight of the mixture according to the invention b) 95 to 99.2% by weight of water and / or alcohol c) 0 to 95.2% by weight of further constituents
  • Alcohol is to be understood to mean all alcohols customary in cosmetics, e.g. Ethanol, isopropanol, n-propanol.
  • constituents are to be understood as the additives customary in cosmetics, for example blowing agents, defoamers, surface-active compounds, i.e. Surfactants, emulsifiers, foaming agents and solubilizers.
  • surface-active compounds i.e. Surfactants, emulsifiers, foaming agents and solubilizers.
  • the surface-active compounds used can be anionic, cationic, amphoteric or neutral.
  • Other common ingredients may also be e.g.
  • Preservatives perfume oils, opacifiers, active substances, UV filters, care substances such as panthenol, collagen, vitamins, protein hydrolyzates, alpha and beta hydroxycarboxylic acids, chitosan, protein hydrolyzates, cosmetic polymers, stabilizers, pH regulators, dyes, viscosity regulators , Gelling agents, dyes, salts, humectants, refatting agents, complexing agents and other common additives.
  • Example 1 Conditioner Shampoo with PO-10 35.70 g Sodium Laureth Sulfate
  • Example 2 Conditioner shampoo with GHTC
  • Example 3 Conditioner shampoo with Luviquat Care
  • phase A components Weigh in and dissolve phase A components; Set pH to 6-7. Add phase B and warm to 50 ° C. Allow to cool to room temperature while stirring.
  • the mixtures according to the invention are also suitable in hair styling preparations, in particular hair foams (aerosol foams with propellant gas and pump foams without propellant gas), hair sprays (aerosol sprays with propellant gas and pump sprays without propellant gas) and hair gels.
  • Blowing agents are the commonly used blowing agents. Mixtures of propane / butane, pentane, dimethyl ether, 1,1-difh ⁇ orethane (HFC-152 a), carbon dioxide, nitrogen or compressed air are preferred.
  • Aerosol hair foam a) 0.1 to 10% by weight of a cosmetic polymer b) 55 to 99.8% by weight of water and / or alcohol c) 5 to 20% by weight of a blowing agent d) 0.1 to 5 %
  • mixture e) according to the invention 0 to 10% by weight of further constituents
  • emulsifiers commonly used in hair foams can be used as further constituents.
  • Suitable emulsifiers can be nonionic, cationic or anionic or amphoteric.
  • nonionic emulsifiers are Laurethe, for example Laureth-4; Cetethe, for example cetheth-1, polyethylene glycol cetyl ether; Cetearethe, for example cetheareth-25, polyglycol fatty acid glycerides, hydroxylated lecithin, lactyl esters of fatty acids, alkyl polyglycosides.
  • cationic emulsifiers are cetyldimethyl-2-hydroxyethylammonium dihydrogen phosphate, cetyltrimonium chloride, cetyltrimmonium bromide, cocotrimonium methyl sulfate, quaternium-1 to x (LNC ⁇ ).
  • Anionic emulsifiers may for example be selected from the group of alkyl sulfates, alkyl ether sulfates, alkylsulfonates, alkylarylsulfonates, alkyl succinates, alkyl sulphosuccinates, N-Alkoylsarkosinate, acyl taurates, acyl isethionates, alkyl phosphates, Alkylethe triphosphate, alkyl ether carboxylates, alpha-olefin sulfonates, especially the alkali metal and alkaline earth metal salts, e.g. Sodium, potassium, magnesium, calcium, as well as ammonium and triethanolamine salts.
  • the alkyl ether sulfates, alkyl ether phosphates and alkyl ether carboxylates can have between 1 and 10 ethylene oxide or propylene oxide units, preferably 1 to 3 ethylene oxide units in the molecule.
  • a preparation suitable according to the invention for styling gels can be composed, for example, as follows:
  • Example 9 Aerosol hair foam 2.00 g cocotrimonium methosulfate q.s. Perfume 3.50 g setting polymer e.g. Polyquaternium-46, PQ-44, VP / methacrylamide /
  • Styling gel a) 0.1 to 10% by weight of a cosmetic polymer b) 60 to 99.85% by weight of water and / or alcohol c) 0.05 to 10% by weight of a gelling agent d) 0.1 up to 5% by weight of the mixture e) according to the invention 0 to 20% by weight of further constituents
  • gel formers customary in cosmetics can be used as gel formers. These include slightly cross-linked polyacrylic acid, e.g. carbomer (INCI), cellulose derivatives, e.g. Hydroxypropyl cellulose, hydroxyethyl cellulose, cationically modified celluloses,
  • slightly cross-linked polyacrylic acid e.g. carbomer (INCI)
  • cellulose derivatives e.g. Hydroxypropyl cellulose, hydroxyethyl cellulose, cationically modified celluloses
  • Polysaccharides e.g. xanthum gum, caprylic / capric triglycerides, sodium acrylates Copolymer, Polyquaternium-32 (and) Paraffinum Liquidum (J-NCI), Sodium Acrylates Copolymer (and) Paraffinum Liquidum (and) PPG-1 Trideceth-6, Acrylamidopropyl Trimomum Chloride / Acrylamide Copolymer, Steareth-10 Allyl Ether Acrylates Copolymer, Polyquaternium -37 (and) Paraffinum Liquidum (and) PPG-1 Trideceth-6, Polyquaternium 37 (and) Propylene Glycole Dicaprate Dicaprylate (and) PPG-1 Trideceth-6, Polyquaternium-7, Polyquaternium-44.
  • J-NCI Paraffinum Liquidum
  • PPG-1 Trideceth-6 Acrylamidopropyl Trimomum Chloride / Acrylamide Cop
  • setting polymer e.g. VP / methacrylamide / vinyl imidazole copolymer
  • a preparation suitable according to the invention for styling sprays can be composed, for example, as follows:
  • Aerosol styling spray a) 0.1 to 10% by weight of a cosmetic polymer b) 55 to 99.8% by weight of water and / or alcohol c) 5 to 20% by weight of a propellant d) 0.1 to 5 %
  • a cosmetic polymer b) 55 to 99.8% by weight of water and / or alcohol c) 5 to 20% by weight of a propellant d) 0.1 to 5 %
  • a propellant d
  • Example 16 Aerosol hairspray VOC55
  • panthenol 0.10 g benzophenone-3
  • Example 18 Aerosol hairspring VOC80 5.00 g acrylate copolymer
  • Example 19 Aerosol hairspray VOC80 3.00 g PEG / PPG-25/25 Dimethicone / Acrylates Copolymer
  • Example 20 Aerosol hairspray VOC95 0.95 g aminomethyl propanol 0.60 g alkyl glycol alkoxylates according to the invention 0.10 g dimethicone copolyol
  • Example 21 Pump hair spray 11.20 g PEG / PPG-25/25 Dimethicone / Acrylates Copolymer
  • Example 22 Pump hair spray VOC55 2.00 g VP / methacrylamide / vinyl imidazole copolymer
  • the droplet size distribution of the sprays is advantageously influenced in the direction of smaller droplets, so that finer spray mists are formed or even formulations which are difficult to spray are brought into a sprayable application at all ,
  • Example 23 Liquid makeup phase A 1.70 g glyceryl stearate 1.70 g cetyl alcohol
  • iron oxide / AI powder / silica e.g. Sicoj BASF
  • setting polymer e.g. polyurethane-1 or
  • Example 26 Sun protection emulsion with TiO 2 and ZnO?
  • Example 30 Facial cleansing milk Tvp O / W
  • alkyl glycol alkoxylates according to the invention 35.00 g of PVP (20% solution in water)

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Abstract

L'invention concerne un mélange d'alkylglycolalcoxylats ou -diglycolalcoxylats, obtenu par l'alcoxylation de C4-8-alkylglycols ou diglycols avec des alcoxydes en C2-5 jusqu'à un degré d'alcoxylation moyen de 1 à 8, par rapport aux C4-8-alkylglycols ou -diglycols, ainsi que des alkylsulfates, alkyléthersulfates, alkylsulfonates, qui présentent un reste alkyle en C8-30, ou des mélanges de ces derniers pouvant être utilisés dans des compositions cosmétiques.
PCT/EP2004/000326 2003-01-17 2004-01-16 Compositions cosmetiques contenant des alkylglycolalcoxylats ou -diglycolalcoxylats WO2004065536A1 (fr)

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DE102007008089A1 (de) * 2007-02-13 2008-08-14 Beiersdorf Ag Haarstylinggel mit hohem Langzeithalt
WO2009071355A1 (fr) * 2007-12-05 2009-06-11 Henkel Ag & Co. Kgaa Produits d'hygiène capillaire contenant une association de tensioactifs et d'épaississants
WO2011131439A1 (fr) * 2010-04-20 2011-10-27 Beiersdorf Ag Préparations cosmétiques ou dermatologiques contenant des combinaisons d'extrait d'écorce de magnolia et de sulfates d'alkyle
US8147853B2 (en) 2005-02-15 2012-04-03 The Procter & Gamble Company Personal care compositions containing hydrophobically modified non-platelet particles
CN101132834B (zh) * 2005-03-04 2013-03-13 宝洁公司 洗去型或擦去型皮肤清洁组合物

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Publication number Priority date Publication date Assignee Title
US8147853B2 (en) 2005-02-15 2012-04-03 The Procter & Gamble Company Personal care compositions containing hydrophobically modified non-platelet particles
WO2006094309A2 (fr) * 2005-03-04 2006-09-08 The Procter & Gamble Company Compositions pour hygiene corporelle s'eliminant par rinçage, et contenant des lipides a module eleve
WO2006094309A3 (fr) * 2005-03-04 2006-11-23 Procter & Gamble Compositions pour hygiene corporelle s'eliminant par rinçage, et contenant des lipides a module eleve
WO2006096677A3 (fr) * 2005-03-04 2007-02-15 Procter & Gamble Procedes de nettoyage de la peau et compositions de rinçage ou de nettoyage correspondantes
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DE102007008089A1 (de) * 2007-02-13 2008-08-14 Beiersdorf Ag Haarstylinggel mit hohem Langzeithalt
WO2009071355A1 (fr) * 2007-12-05 2009-06-11 Henkel Ag & Co. Kgaa Produits d'hygiène capillaire contenant une association de tensioactifs et d'épaississants
WO2011131439A1 (fr) * 2010-04-20 2011-10-27 Beiersdorf Ag Préparations cosmétiques ou dermatologiques contenant des combinaisons d'extrait d'écorce de magnolia et de sulfates d'alkyle

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