EP1059910A2 - Produit et procede de traitement de fibres keratiniques - Google Patents

Produit et procede de traitement de fibres keratiniques

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Publication number
EP1059910A2
EP1059910A2 EP99915529A EP99915529A EP1059910A2 EP 1059910 A2 EP1059910 A2 EP 1059910A2 EP 99915529 A EP99915529 A EP 99915529A EP 99915529 A EP99915529 A EP 99915529A EP 1059910 A2 EP1059910 A2 EP 1059910A2
Authority
EP
European Patent Office
Prior art keywords
acid
group
composition according
agents
oil
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
EP99915529A
Other languages
German (de)
English (en)
Inventor
Marcus KRÜGER
Elisabeth Poppe
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Hans Schwarzkopf and Henkel 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 Henkel AG and Co KGaA, Hans Schwarzkopf and Henkel GmbH filed Critical Henkel AG and Co KGaA
Publication of EP1059910A2 publication Critical patent/EP1059910A2/fr
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • 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
    • 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
    • A61K8/068—Microemulsions
    • 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
    • A61K8/35—Ketones, e.g. benzophenone
    • 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
    • A61K8/37—Esters of carboxylic 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
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/416—Quaternary ammonium compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/413—Nanosized, i.e. having sizes below 100 nm
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y40/00—Manufacture or treatment of nanostructures

Definitions

  • the invention relates to an agent for treating keratin fibers, which is in the form of a microemulsion, and to a method for treating keratin fibers using this agent.
  • agents with inorganic pigments or organic UV filters e.g. on the basis of benzophenone or cinnamic acid, for protecting the skin and hair from sunlight is known.
  • UV radiation-absorbing substances with cationic groups used according to the invention either do not have a measurable influence on the phase inversion temperature at all or only slightly, i.e. usually significantly below 15 ° C.
  • the invention thus relates to agents for the treatment of keratin fibers which contain at least 6% by weight of oil components and at least one nonionic emulsifier and are present as a microemulsion with an average droplet diameter of less than 400 nanometers, which furthermore contains component A which absorbs UV radiation contain general formula (I),
  • keratin fibers are understood to mean furs, wool, feathers and in particular human hair.
  • the agents according to the invention contain an oil component as the first mandatory component.
  • oil components in principle, all water-insoluble oils and fatty substances as well as their mixtures with solid paraffins and waxes are suitable as oil components.
  • such substances are defined as water-insoluble if their solubility in water at 20 ° C. is less than 0.1% by weight.
  • the melting point of the individual oil or fat components should, if possible, be below the phase inversion temperature of the system and in particular below about 40 ° C. Oil and fat components that are at room temperature, i.e. are liquid below 25 ° C, can be particularly preferred according to the invention. When using several oil and fat components and possibly solid paraffins and waxes, it is usually also sufficient if the mixture of oil and fat components as well as any paraffins and waxes meets these conditions.
  • a preferred group of oil components are vegetable oils.
  • vegetable oils are sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach seed oil and the liquid components of coconut oil.
  • triglyceride oils such as the liquid portions of beef tallow and synthetic triglyceride oils are also suitable.
  • a further group of compounds which can be used according to the invention as oil components are liquid paraffin oils and synthetic hydrocarbons and di-n-alkyl ethers with a total of between 12 to 36 carbon atoms, in particular 12 to 24 carbon atoms, such as, for example, di-n-octyl ether, di-n- decyl ether, di-n-nonyl ether, di-n-undecyl ether, di-n-dodecyl ether, n-hexyl-n-octyl ether, n-octyl-n-decyl ether, n-decyl-n-undecyl ether, n-undecyl-n- dodecyl ether and n-hexyl-n-undecyl ether as well as di-tert-butyl ether, di-isopentyl ether, di-3-ethyl decyl ether,
  • Fatty acid and fatty alcohol esters can also be used according to the invention as oil components.
  • the monoesters of the fatty acids with alcohols having 3 to 24 carbon atoms are preferred.
  • This group of substances concerns the products of the esterification of fatty acids with 8 to 24 carbon atoms such as, for example, caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, Elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures, which are used, for example, in the pressure splitting of natural fats and oils, in the reduction of aldehydes from Roelen's o
  • dicarboxylic acid esters such as di-n-butyl adipate, di- (2-ethylhexyl) adipate, di- (2-ethylhexyl) succinate and di-isotridecylacelate as well as diol esters such as ethylene glycol dioleate, ethylene glycol di-isotridecanoate and propylene glycol di (2-ethylhexanoate), propylene glycol di-isostearate, propylene glycol di-pelargonate, butanediol di- Isostearate and neopentyl glycol di-capylate are oil components which can be used according to the invention.
  • the total amount of oil and fat components in the agents according to the invention is usually 6-45% by weight, based on the total agent. Amounts of 10-35% by weight are preferred according to the invention.
  • the agents according to the invention contain a nonionic emulsifier as a second mandatory component.
  • the agents according to the invention preferably contain the nonionic emulsifiers in amounts of 4-15% by weight, in particular 6-10% by weight, based on the total agent.
  • the at least one nonionic emulsifier according to the invention preferably contains an HLB value of 8 to 18, according to the chemistry described in the Römpp Lexikon Chemie (Ed. J. Falbe,
  • Nonionic emulsifiers with an HLB value of 10-15 can be particularly preferred according to the invention.
  • ethoxylated fatty alcohols having 8 to 22 carbon atoms and 4 to 30 EO units are preferred.
  • UV absorber A Another compulsory component of the agents according to the invention are special components A which absorb UV radiation, which are also referred to below as UV absorber A for short. These UV absorbers A have the general structure U - Q.
  • the structural part U stands for a group that absorbs UV rays.
  • this group can be derived from the known UV filters which can be used in the cosmetics sector, in which a group, generally a hydrogen atom, of the UV filter is replaced by a group Q with a quaternary amino function.
  • Compounds from which the structural part U can be derived are, for example, substituted benzophenones, such as 2,4-dihydroxybenzophenone, 2,2 ', 4,4'-
  • Diphenylacrylate such as 2-cyano-3,3-diphenylacrylate and 2-
  • Cinnamic acid esters such as octyl methoxycinnamate
  • Salicylic acid esters such as octyl salicylate
  • the structural parts U can in principle be chosen so that the absorption maximum of the UV absorbers A are both in the UVA (315-400 ⁇ m) and in the UVB (280-315 nm) or in the UVC ( ⁇ 280 nm) range can.
  • structural part U is preferably chosen so that the molar extinction coefficient of UV absorber A at the absorption maximum is above 15,000, in particular above 20,000.
  • the structural part Q necessarily contains a quaternary ammonium group.
  • this quaternary ammonium group can be directly connected to the structural part U, so that the structural part U represents one of the four substituents of the positively charged nitrogen atom.
  • one of the four substituents on the positively charged nitrogen atom is preferably a group, in particular an alkylene group having 2 to 6 carbon atoms, which functions as a connection between the structural part U and the positively charged nitrogen atom.
  • the group Q has the general structure - (CH 2 ) X -N + R'R 2 R 3 X " , in which x stands for an integer from 1 to 4, R 1 and R 2 independently from each other are C M alkyl groups, R 3 is a C, 22 alkyl group or a benzyl group and X "is a physiologically acceptable anion.
  • x preferably stands for the number 3, R 1 and R 2 each for a methyl group and R 3 either for a methyl group or a saturated or unsaturated, linear or branched hydrocarbon chain with 8 to 22, in particular 10 to 18, Carbon atoms.
  • Physiologically compatible anions are, for example, inorganic anions such as
  • Halides especially chloride, bromide and fluoride, sulfate ions and phosphate ions and organic anions such as lactate, citrate, acetate, tartrate, methosulfate and tosylate.
  • UV absorbers A are the compounds obtainable as commercial products cinnamic acid trimethyl ammonium chloride (Incroquat ® UV-283) and dodecyl tosylate (Escalol ® HP 610).
  • the UV absorbers A are usually present in the agents according to the invention in amounts of 0.5-5% by weight, based on the total agent. Amounts of 1.0-2.5% by weight are preferred.
  • water is an essential component of the agents according to the invention.
  • the agents according to the invention must be in the form of a microemulsion with an average droplet diameter of less than 400 nm, in particular less than 200 nm.
  • microemulsions are understood to be so-called “PIT” emulsions.
  • PIT phase inversion temperature
  • these emulsions are systems with the 3 components water, oil and nonionic emulsifier, which act as oil-in-water (O / W) at room temperature.
  • O / W oil-in-water
  • PIT phase inversion temperature
  • O / W emulsions are again formed, but these are also present at room temperature as microemulsions with an average particle diameter of less than 400 nm, in particular with a particle diameter of about 100-300 nm. Details regarding these very stable, low-viscosity systems, for which the term "PIT emulsions" has become generally accepted, can be found in a large number of publications for which representative of the publications in Angew. Chem. 97, 655-669 (1985) and Adv. Colloid Interface Sci 58, 119-149 (1995).
  • those micro- or “PIT” emulsions can be preferred which have an average particle diameter of approximately 200 nm.
  • the microemulsions according to the invention can be prepared, for example, by first determining the phase inversion temperature of the system by heating a sample of the emulsion prepared in the customary manner and using a conductivity meter to determine the temperature at which the conductivity decreases sharply.
  • the decrease in the specific conductivity of the O / W emulsion initially present generally decreases over a temperature range of 2 to 8 ° C from originally more than 1 mS / cm to values below 0.1 mS / cm. This temperature range then corresponds to the phase inversion temperature range.
  • the emulsion initially prepared as usual, of oil component, nonionic emulsifier, at least parts of the water and, if appropriate, further components can be heated to a temperature which is within or above the phase inversion temperature range, then cooled and optionally add other components as well as the remaining water.
  • the microemulsion can also be produced directly at a temperature which is within or above the phase inversion temperature range. The microemulsion thus produced is then cooled to a temperature below the phase inversion temperature range, usually room temperature.
  • the agents according to the invention can also contain other components depending on the particular intended use, the influence of which on the phase inversion temperature can play a decisive role in the usability of individual compounds.
  • the agents according to the invention contain, in addition to the oil components, which in many cases also have a care effect, at least one further care component. This further care component is in the
  • ionic care compounds should not be excluded in principle, especially if they are used in small quantities. In this case, however, the influence of these ionic compounds on the phase inversion temperature should be determined. As a rule, only those ionic components are then used whose
  • Nourishing active ingredients are known to those skilled in the art. Examples of such active ingredients are
  • the fatty alcohols used can be saturated or unsaturated and linear or branched.
  • the fatty alcohols are derived from preferably natural fatty acids, and it can usually be assumed that they are obtained from the esters of the fatty acids by reduction.
  • those fatty alcohol cuts which are produced by reducing naturally occurring triglycerides such as beef tallow, palm oil, peanut oil, rapeseed oil, cottonseed oil, soybean oil, sunflower oil and linseed oil or fatty acid esters formed from their transesterification products with corresponding alcohols, and thus represent a mixture of different fatty alcohols.
  • the fatty alcohols are preferably used in amounts of 0.3-3% by weight, based on the preparation as a whole.
  • Animal and preferably vegetable protein hydrolyzates such as in particular elastin, collagen, keratin, milk protein, soy protein, silk protein, oat protein, pea protein, almond protein and wheat protein hydrolyzates, their condensation products with fatty acids and quaternized protein hydrolyzates
  • Vitamin and vitamin precursors such as tocopherols, vitamin A, niacic acid and niacic acid amide, other vitamins of the B complex, vitamin F and especially biotin.
  • panthenol also preferred within this group of caring active ingredients are panthenol, its derivatives, in particular the esters and ethers of panthenol, and cationically derivatized panthenols. Individual representatives are, for example, panthenol triacetate, panthenol monoethyl ether and its monoacetate and the cationic panthenol derivatives disclosed in WO 92/13829. Panthenol is preferred within this group.
  • Mono-, di- and oligosaccharides such as glucose, galactose, fructose, mannose, fructose and lactose.
  • Plant extracts which are usually produced by extracting the entire plant, but in some cases also exclusively from flowers and / or leaves of the plant.
  • plant extracts which can be used according to the invention, reference is made in particular to the extracts which are listed in the table beginning on page 44 of the 3rd edition of the Guide to the Declaration of Ingredients for Cosmetics, published by the Industrie said elaboratethronosti- und Waschstoff eV (IKW), Frankfurt.
  • the extracts from almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi and melon are particularly preferred.
  • Mixtures of several, in particular two, different plant extracts can also be present in the agents according to the invention.
  • Water, alcohols and mixtures thereof can be used as extractants for the production of the plant extracts mentioned.
  • the alcohols lower alcohols such as ethanol and isopropanol, but especially polyhydric alcohols such as ethylene glycol, propylene glycol and butylene glycol are preferred both as the sole extracting agent and in a mixture with water.
  • Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
  • the plant extracts can be used both in pure and in diluted form. If they are used in dilute form, they usually contain about 2 to 80% by weight of active substance and, as a solvent, the extractant or mixture of extractants used in their extraction.
  • Honey extracts which are obtained in an analogous manner to the plant extracts and usually contain 1-10% by weight, in particular 3-5% by weight, of active substance.
  • Water / propylene glycol mixtures can also be preferred extraction agents here.
  • Phospholipids for example soy lecithin, egg lecithin and cephalins,
  • Silicone oils especially dialkyl and alkylarylsiloxanes, such as dimethylpolysiloxane and methylphenylpolysiloxane, and their alkoxylated and quaternized analogues.
  • silicones are the products sold by Dow Corning under the names DC 190, DC 200 and DC 1401 and the commercial products DC 344 and DC 345 from Dow Corning, Q2-7224 (manufacturer: Dow Corning; a stabilized trimethylsilylamodimethicone), Dow Corning ® 929 emulsion (containing a hydroxylamino-modified silicone, which is also known as amodimethicone), SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® -Quat 3270 and 3272 (manufacturer: Th.
  • Alkylamidoamines which are usually produced by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
  • Typical examples of such fatty acids are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, arenachic acid, gadoleic acid, gadeleic acid, gadoleic acid, gadeleic acid, gadic acidic acid, galeic acidic acid, galeic acidic acid, galeic acidic acid, galeic acidic acid, galeic acidic acid, gaoleic acidic acid, galeic acidic acid, gaoleic acidic acid, galeic acidic acidic acid,
  • the fatty acid cuts which are obtainable from coconut oil or palm oil are usually particularly preferred; the use of stearic acid is generally particularly preferred.
  • An inventively particularly suitable compound from this group is that available under the name Tegoamid ® S 18 commercially stearamidopropyl.
  • Ester quats in particular quaternized fatty acid triethanolamine ester salts, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
  • cationic surfactants of the quaternary ammonium compound type in particular ammonium halides such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, eg. B.
  • cetyltrimethylammonium chloride cetyltrimethylammonium chloride, steaiyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride, tricetylmethylammonium chloride, behenyltrimethylairimomum methosulfate and the quaternium compounds known under the INCI names and compounds 83 and quaternium imateium quaternium.
  • cationic polymers in particular those which contain a quaternary nitrogen atom, for example in the form of an ammonium group.
  • Preferred cationic polymers are, for example, quaternized cellulose derivatives, such as are available under the names of Celquat ® and Polymer JR ® commercially (especially the products Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400), polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid, which are sold under the names Merquat ® 100 (poly (dimethyldiallylammonium chloride)) and Merquat ® 550 ( dimethyldiallylammonium chloride-acrylamide copolymer) are commercially available, copolymers acrylats- of vinylpyrrolidone with quaternized derivatives of dialkylaminoacrylate and methacrylate, such as, for example, quaternized with diethyl
  • the additional care components are contained in the agents according to the invention preferably in amounts of 0.05-10, in particular 0.1-5,% by weight, preferably on the active substance of the care component and the entire agent.
  • the agents according to the invention contain a further UV filter in addition to the UV absorber A.
  • All common UV filters that can be used in cosmetics come into consideration for this; Oil-soluble UV filters and Suibstanzen with an absorption maximum in the UVB range can be preferred according to the invention.
  • Oil-soluble UV filters and Suibstanzen with an absorption maximum in the UVB range can be preferred according to the invention.
  • the other UV filters that are generally used reference is made to what has been said above.
  • Preferred further UV filters are 3,3'-diphenyl-2-cyanoacrylic acid-2-ethylhexyl ester (OCTOCRYLENE), 4-meth-oxycinnamic acid (2-ethylhexyl) ester (OCTYL METHOXYCINNAMATE), 2-hydroxy-4-methoxybenzophenone ( BENZOPHENONE-3), 4-methoxycinnamic acid isoamyl ester (ISOAMYL P-METHOXYCINNAMATE) and 2-phenylbenzimidazole-5-sulfonic acid (PHENYLBENZIMIDAZOLE SULFONIC ACID).
  • These further UV filters are preferably present in the agents according to the invention in an amount of 0.1-7, in particular 0.2-5,% by weight, based on the total agent.
  • the preparations according to the invention are formulated as a hair conditioner or as a hair treatment.
  • Hair rinses are generally formulated in such a way that the active ingredients are rinsed out with water or an at least predominantly water-containing agent after the desired exposure time.
  • the contact time with the hair is usually short.
  • Hair treatments contain the active ingredient combination in a higher concentration than hair rinses and are intended for the treatment of badly damaged hair.
  • the exposure time can be short, for example in the order of the exposure time of hair rinses, but it can also be up to 20 minutes depending on the degree of damage to the hair.
  • the hair treatments according to the invention can be rinsed out with water or an at least predominantly water-containing agent; however, they can also be left on the hair.
  • These agents can preferably be formulated as foam aerosols, but in particular as sprays.
  • the agents can contain propellant gases. In this variant, however, the formulation as a pump spray with air as the blowing agent is preferred.
  • the agents according to the invention can be, for example, cleaning agents such as shampoos, setting agents such as hair setting agents, hair sprays and blow-dry waves, permanent shaping agents such as permanent wave and fixing agents, color-changing agents such as bleaching agents, oxidation coloring agents and tinting agents based on direct dyes, hair lotions and Trade tip fluids. Accordingly, the viscosities of the preparations can be adjusted depending on the application.
  • the invention also includes those products which, as separately packaged preparations, on the one hand comprise an agent according to the invention and further comprise at least one further preparation which comprises, for example, oxidation dye precursors or oxidizing agents. This Preparations which are packaged separately are then either mixed directly on the hair before application or are combined directly on the hair.
  • Anionic, zwitterionic, amphoteric and non-ionic polymers such as, for example, vinyl acetate / crotonic acid copolymers, polydimethylsiloxanes, vinyl pyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic acid and anhydride polyesters, non-crosslinked polymers, non-copolymerized copolymers, non-copolymerized copolymers Acrylic amidopropyl trimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate copolymers, butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymers,
  • anionic surfactants such as in particular alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids with 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule, and sulfosuccinic acid and dialkyl esters with 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyethyl ester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
  • zwitterionic surfactants especially the so-called betaines such as the N-alkyl-N, N-dimethylammonium-glycinate, for example the cocoalkyl-dimethylammonium-glycinate, N-acyl-aminopropyl-N, N-dimethylammonium-glycinate, for example the cocoacylaminopropyl-dimethylammonium glycinate , and 2-alkyl-3-carboxylmethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinat.
  • betaines such as the N-alkyl-N, N-dimethylammonium-glycinate, for example the cocoalkyl-dimethylammonium-glycinate, N-acyl-aminopropyl-N, N-dimethylammonium
  • ampholytic surfactants such as N-alkylglycines, N-alkylpropionic acids, N-alkylamino-butyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopro- pylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkylaminopropionic acids and
  • Alkylaminoacetic acids each having about 8 to 18 carbon atoms in the alkyl group
  • Thickeners such as agar agar, guar gum, alginates, xanthan gum, gelatin,
  • Solubilizers such as ethylene glycol, propylene glycol, glycerin and diethylene glycol
  • Anti-dandruff agents such as piroctone olamine, zinc omadine and climbazole, other substances for adjusting the pH value,
  • Active ingredients such as allantoin, pyrrolidone carboxylic acids and bisabolol, other light stabilizers,
  • Consistency enhancers such as sugar esters, polyol esters or polyol alkyl ethers,
  • Fats and waxes such as walrus, beeswax, montan wax and paraffins,
  • Swelling and penetration substances such as glycerol, propylene glycol monoethyl ether,
  • Opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers
  • Pearlescent agents such as ethylene glycol mono- and distearate and PEG-3 distearate,
  • Complexing agents such as EDTA, NTA, ß-alanine diacetic acid and phosphonic acids, direct dyes, so-called coupler and developer components as oxidation dye precursors,
  • Reducing agents such as Thioglycolic acid and its derivatives, thiolactic acid, cytamine, thio malic acid and ⁇ -mercaptoethanesulfonic acid,
  • Oxidizing agents such as hydrogen peroxide, potassium bromate and sodium bromate
  • Blowing agents such as propane-butane mixtures, N 2 O, dimethyl ether, CO 2 , N 2 and air as well
  • the pH of the preparations according to the invention can be between 2-11, the instabilities known to the person skilled in the art, for example of the base body panthenol in an alkaline environment, being taken into account.
  • the pH of the agents according to the invention is preferably between 2 and 7, with values from 3 to 6 being particularly preferred.
  • Virtually any acid that can be used for cosmetic purposes can be used to adjust this pH.
  • Food acids are usually used.
  • Edible acids are those acids that are ingested as part of normal food intake and have positive effects on the human organism. Examples of edible acids are acetic acid, lactic acid, tartaric acid, citric acid, malic acid, ascorbic acid and gluconic acid. In the context of the invention, the use of citric acid and lactic acid is particularly preferred.
  • the invention also relates to a process for the treatment of keratin fibers, in particular human hair, in which an agent according to one of claims 1 to 11 is applied to the fiber and rinsed off again after an exposure time of from about 1 second to about 30 minutes.
  • Glycerin monostearate (INCI name: Glyceryl Stearate) (HENKEL) trimethyl cinnamic acid amidopropyl ammonium chloride (INCI name: Cinnamidopropyl Trimethyl Ammonium Chloride) (CRODA)
  • Cetylstearyl alcohol + 12 EO (INCI name: Ceteareth-12) (HENKEL)
  • ISP Dodecyl-dimethylaminobenzamidopropyl-dimethylammonium tosylate

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  • Life Sciences & Earth Sciences (AREA)
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  • Animal Behavior & Ethology (AREA)
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  • Pharmacology & Pharmacy (AREA)
  • Biotechnology (AREA)
  • Biophysics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Dermatology (AREA)
  • General Engineering & Computer Science (AREA)
  • Dispersion Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
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Abstract

L'invention concerne un produit qui contient au moins 6 % en poids de composants huile et au moins un émulsifiant non ionique et qui se présente sous la forme d'une microémulsion dont les gouttes ont une taille moyenne inférieure à 400 nanomètres. Ce produit contient également une composante A absorbante de rayons ultraviolets de la formule générale (I) U-Q où U représente un groupe absorbant les rayons ultraviolets et Q représente un groupe contenant au moins une fonction ammonium quaternaire. Ce produit est particulièrement adapté à la protection des fibres kératiniques, notamment des cheveux humains, contre les rayons ultraviolets.
EP99915529A 1998-03-02 1999-02-20 Produit et procede de traitement de fibres keratiniques Ceased EP1059910A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19808766 1998-03-02
DE19808766A DE19808766A1 (de) 1998-03-02 1998-03-02 Mittel und Verfahren zur Behandlung keratinischer Fasern
PCT/EP1999/001109 WO1999044564A2 (fr) 1998-03-02 1999-02-20 Produit et procede de traitement de fibres keratiniques

Publications (1)

Publication Number Publication Date
EP1059910A2 true EP1059910A2 (fr) 2000-12-20

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ID=7859396

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EP99915529A Ceased EP1059910A2 (fr) 1998-03-02 1999-02-20 Produit et procede de traitement de fibres keratiniques

Country Status (14)

Country Link
EP (1) EP1059910A2 (fr)
JP (1) JP2002507547A (fr)
KR (1) KR20010041549A (fr)
CN (1) CN1291881A (fr)
AU (1) AU754383B2 (fr)
BR (1) BR9908432A (fr)
CA (1) CA2322853A1 (fr)
DE (1) DE19808766A1 (fr)
HU (1) HUP0200829A2 (fr)
NZ (1) NZ507248A (fr)
PL (1) PL349514A1 (fr)
SK (1) SK13132000A3 (fr)
TR (1) TR200002389T2 (fr)
WO (1) WO1999044564A2 (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6190645B1 (en) * 1999-07-15 2001-02-20 Playtex Products, Inc. Sunscreen for the scalp hair and hair
DE10022404A1 (de) * 2000-05-09 2001-11-22 Henkel Kgaa Mit UV-Strahlenfiltern ausgerüstete Gewebe
EP1300131A1 (fr) * 2001-10-06 2003-04-09 Cognis Iberia, S.L. Compositions de traitement capillaire
FR2861294A1 (fr) * 2003-10-23 2005-04-29 Oreal Emulsion h/e fluide stable, et ses utilisations dans le domaine cosmetique ou dermatologique
WO2005065630A1 (fr) * 2004-01-06 2005-07-21 Shiseido Co., Ltd. Composition de microemulsion monophase, formulation externe d'emulsion ultrafine huile dans l'eau et procede de production associe
CN100526387C (zh) * 2004-05-07 2009-08-12 香港理工大学 纳米羊毛乳液和粉末、其制备方法以及用途
WO2008055983A1 (fr) * 2006-11-10 2008-05-15 Basf Se Composition contenant une substance active sulfonée et un composé cationique
KR101351470B1 (ko) * 2007-05-18 2014-01-14 주식회사 엘지생활건강 클림바졸을 함유한 비듬 방지용 모발 컨디셔너 조성물
DE102015109499A1 (de) 2015-06-15 2016-12-15 Plümat Plate & Lübeck GmbH & Co. Vorrichtung und Verfahren zur Herstellung von Kunststoffbeuteln
DE102016219448A1 (de) 2016-10-07 2017-07-27 Henkel Ag & Co. Kgaa Well-/Glättungsmittel in Form einer PIT-Emulsion
BR112020010439B1 (pt) * 2017-12-28 2022-10-18 L'oreal Composição para condicionamento de fibras de ceratina
WO2020089319A1 (fr) * 2018-11-01 2020-05-07 Hfc Prestige International Holding Switzerland S.A.R.L Composition de conditionnement capillaire exempte de silicone

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Publication number Priority date Publication date Assignee Title
US4061730A (en) * 1972-09-25 1977-12-06 Societe Anonyme Dite: L'oreal Anti-solar agent and compositions containing the same
CA1242740A (fr) * 1984-06-21 1988-10-04 Donald E. Conner Sels de benzenesulfonateammonium quaternaire et d'acides carboxyliques, agents anti-solaires
FR2607498B1 (fr) * 1986-12-01 1991-04-05 Oreal Nouveaux salicylates lipophiles d'ammoniums quaternaires, leur utilisation en cosmetique et en dermopharmacie
EP0272576B1 (fr) * 1986-12-23 1991-02-27 L. GIVAUDAN & CIE Société Anonyme Sels d'halogénure d'ammonium quaternaire de cinnamates utilisables comme filtre solaire et compositions les contenant
DE4039063A1 (de) * 1990-12-07 1992-06-11 Wella Ag Haarkurmittel in form einer mikroemulsion
US5451394A (en) * 1993-08-25 1995-09-19 Isp Van Dyk Inc. Quaternary salts of para-dialkylamino benzamide derivatives
US5601811A (en) * 1994-08-01 1997-02-11 Croda, Inc. Substantive water-soluble cationic UV-absorbing compounds
DE19548016A1 (de) * 1995-12-21 1997-06-26 Beiersdorf Ag Kosmetische und dermatologische Lichtschutzformulierungen in Form von O/W-Makroemulsionen, O/W-Mikroemulsionen oder O/W/O-Emulsionen mit einem Gehalt an in gelöster Form vorliegenden, an sich schwerlöslichen UV-Filtersubstanzen, insbesondere Triazinderivaten
DE19624455C2 (de) * 1996-06-20 1998-08-27 Henkel Kgaa Sonnenschutzmittel in Form von O/W-Mikroemulsionen

Non-Patent Citations (1)

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Title
See references of WO9944564A2 *

Also Published As

Publication number Publication date
SK13132000A3 (sk) 2001-06-11
KR20010041549A (ko) 2001-05-25
CA2322853A1 (fr) 1999-09-10
JP2002507547A (ja) 2002-03-12
WO1999044564A2 (fr) 1999-09-10
CN1291881A (zh) 2001-04-18
DE19808766A1 (de) 1999-09-09
AU3408599A (en) 1999-09-20
NZ507248A (en) 2002-03-28
AU754383B2 (en) 2002-11-14
WO1999044564A3 (fr) 1999-11-11
TR200002389T2 (tr) 2001-11-21
HUP0200829A2 (en) 2002-08-28
PL349514A1 (en) 2002-07-29
BR9908432A (pt) 2000-10-31

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