WO2007141164A2 - Dispositif d'application pour utiliser un liquide d'application sur des fibres de kératine - Google Patents

Dispositif d'application pour utiliser un liquide d'application sur des fibres de kératine Download PDF

Info

Publication number
WO2007141164A2
WO2007141164A2 PCT/EP2007/055217 EP2007055217W WO2007141164A2 WO 2007141164 A2 WO2007141164 A2 WO 2007141164A2 EP 2007055217 W EP2007055217 W EP 2007055217W WO 2007141164 A2 WO2007141164 A2 WO 2007141164A2
Authority
WO
WIPO (PCT)
Prior art keywords
application
application device
group
amino
alkyl group
Prior art date
Application number
PCT/EP2007/055217
Other languages
German (de)
English (en)
Other versions
WO2007141164A3 (fr
Inventor
Anja Reichert
Ina Franke
Original Assignee
Henkel Ag & Co. Kgaa
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 & Co. Kgaa filed Critical Henkel Ag & Co. Kgaa
Priority to EP07729637A priority Critical patent/EP2026755A2/fr
Publication of WO2007141164A2 publication Critical patent/WO2007141164A2/fr
Publication of WO2007141164A3 publication Critical patent/WO2007141164A3/fr

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A61K8/492Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
    • AHUMAN NECESSITIES
    • A46BRUSHWARE
    • A46BBRUSHES
    • A46B11/00Brushes with reservoir or other means for applying substances, e.g. paints, pastes, water
    • A46B11/001Brushes with reservoir or other means for applying substances, e.g. paints, pastes, water with integral reservoirs
    • A46B11/0013Brushes with reservoir or other means for applying substances, e.g. paints, pastes, water with integral reservoirs dispensing by gravity or by shaking
    • AHUMAN NECESSITIES
    • A46BRUSHWARE
    • A46BBRUSHES
    • A46B11/00Brushes with reservoir or other means for applying substances, e.g. paints, pastes, water
    • A46B11/0072Details
    • A46B11/0079Arrangements for preventing undesired leakage or dispensing
    • A46B11/0082Means for closing, sealing or controlling the flow using capillary action
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • AHUMAN NECESSITIES
    • A46BRUSHWARE
    • A46BBRUSHES
    • A46B2200/00Brushes characterized by their functions, uses or applications
    • A46B2200/10For human or animal care
    • A46B2200/1046Brush used for applying cosmetics

Definitions

  • the present invention relates to a special application device for applying an application liquid to keratinic fibers, in particular a liquid dyeing preparation, based on nature-analogous dyes.
  • Human hair as an example of a keratin fiber is treated today in many ways with hair cosmetic preparations. These include, for example, the cleansing of hair with shampoos, the care and regeneration with rinses and cures and the bleaching, dyeing and shaping of the hair with dyes, tinting agents, waving agents and styling preparations. In this case, means for changing or nuancing the color of the head hair play a prominent role.
  • dyeing or tinting agents which contain as coloring component so-called substantive dyes. These are dye molecules that attach directly to the hair and do not require an oxidative process to form the paint. These dyes include, for example, the henna already known from antiquity for coloring body and hair. These dyeings are usually prone to shampooing, so that sometimes after a few washes an undesirable nuance shift or even a visible "discoloration" occurs.
  • oxidation colorants For permanent, intensive dyeings with corresponding fastness properties, so-called oxidation colorants are used. Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components. The developer components form under the influence of oxidizing agents or of atmospheric oxygen with one another or with coupling with one or more coupler components, the actual dyes.
  • the oxidation stains are characterized by excellent, long lasting staining results.
  • a mixture of a larger number of oxidation dye precursors must usually be used; In many cases, direct dyes are still used for shading.
  • the colorants of the three categories described in the form of creams, gels or solutions are usually applied to the fibers with the aid of a brush.
  • dyes that are applied to the fibers as a shampoo formulation or conditioner formulation. In all these types of applications, the resulting scalp staining plays a major role, which is considered disadvantageous.
  • DE 199 22 092 A1 describes, for example, a cap-like application device for dyeing hair strands, which is placed on an associated container with hair dye.
  • This application device comprises a plurality of outlet openings for applying the hair dye and adjacent thereto guide prongs, which are drawn during use with combing movements through the hair.
  • bristles are arranged around the outlet opening in order to achieve a more uniform application of the hair dye. Nevertheless, the outlet openings with the bristles do not allow a sufficiently metered application of the hair dye. In particular, an excessive leakage of the hair dye and thus also an unwanted wetting of the scalp can not be effectively excluded.
  • the object of the present invention was therefore to develop a dyeing system which makes it possible to combine the advantages of an application device containing a dye based on substantive dyes (simple applicability and low scaling) with the durability of a dyeing agent based on oxidation dye precursors.
  • a first subject of the present invention is therefore an application device for applying an application liquid to keratinic fibers, in particular hair, with at least one container for receiving the application liquid, with an application head which is connected to the at least one container and has a porous application body for applying the Application liquid by sweeping the fibers, wherein the application liquid contains at least one precursor of a natural analog dye.
  • indole and / or indoline system As precursors of naturally-analogous dyes it is preferred to use derivatives of the indole and / or indoline system. Particular preference is given to using those indoles and indolines which have at least one hydroxyl or amino group, preferably as a substituent on the six-membered ring. These groups may carry further substituents, e.g. Example in the form of etherification or esterification of the hydroxy group or alkylation of the amino group.
  • the application devices according to the invention comprise a colorant containing at least one indoline derivative.
  • Particularly suitable precursors of natural-analogous hair dyes are derivatives of 5,6-dihydroxyindoline of the formula (NAV I),
  • dg is hydrogen, a C 1 -C 4 -alkyl group or a C 1 -hydro-hydroxy-alkyl group
  • G 2O is hydrogen or a -COOH group, where the -COOH group may also be in the form of a salt with a physiologically compatible cation,
  • G 2 i is hydrogen or a C 1 -C 4 -alkyl group
  • G 22 is hydrogen, a C 1 -C 4 -alkyl group or a group -CO-G 24 , in which G 24 is a C 1 -C 4 -alkyl group, and
  • G 23 is one of the groups mentioned under G 22 , and physiologically acceptable salts of these compounds with an organic or inorganic acid.
  • Particularly preferred derivatives of indoline are 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6 dihydroxyindoline, 5,6-dihydroxyindoline-2-carboxylic acid and 6-hydroxyindoline, 6-aminoindoline and 4-aminoindoline.
  • N-methyl-5,6-dihydroxyindoline N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline and especially 5, 6-Dihydroxyindolin.
  • the application devices according to the invention contain a colorant containing at least one indole derivative.
  • G 25 is hydrogen, a C 1 -C 4 -alkyl group or a C 1 -C 4 -hydroxyalkyl group,
  • G 26 is hydrogen or a -COOH group, where the -COOH group may also be present as a salt with a physiologically compatible cation,
  • G 27 is hydrogen or a C 1 -C 4 -alkyl group
  • G 28 is hydrogen, a dC 4 alkyl group or a group -CO-G 30 wherein G 30 represents a C r C 4 alkyl group, and G 29 is one of the groups mentioned under G 2 ⁇ , as well as physiologically acceptable salts of these compounds with an organic or inorganic acid.
  • Particularly preferred derivatives of indole are 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6- dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxyindole, 6-aminoindole and 4-aminoindole.
  • N-methyl-5,6-dihydroxyindole N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole, and especially the 5,6 -Dihydroxyindol.
  • the indoline and indole derivatives can be used in the colorants of the invention both as free bases and in the form of their physiologically acceptable salts with inorganic or organic acids, for.
  • hydrochlorides sulfates and hydrobromides are used.
  • the indole or indoline derivatives are contained therein usually in amounts of 0.05-10 wt .-%, preferably 0.1-5 wt .-%.
  • the indoline or indole derivative in colorants in combination with at least one amino acid or an oligopeptide.
  • the amino acid is advantageously an ⁇ -amino acid;
  • Very particularly preferred ⁇ -amino acids are arginine, ornithine, lysine, serine and histidine, in particular arginine.
  • the porous applicator has continuous pores to achieve capillary action.
  • the capillary properties of the application body which is in contact with the application liquid in a wick-like manner, ensure reliable transport of the application liquid out of the container and metered application of the application liquid by sweeping it over the fibers.
  • the application body preferably has a fibrous, sponge, foam, felt or sintered material-like material structure. This material structure causes the desired capillary action of the application body, so that, for example, an unwanted leakage or dripping of the application liquid from the application body is omitted, but at the same time a reliable fluid delivery is ensured by means of the application body.
  • the porous application body can also have a plurality of pin-shaped projections. This increases the effective surface of the application body and thus improves the application of the application liquid. As a result, will by means of the brushing movement of the applicator body on the keratinic fibers, in particular the hair, quantitatively and qualitatively ensures a better staining result.
  • the application head has a plurality of possibly detachably arranged, comb teeth. These comb teeth are arranged in particular adjacent to the application body.
  • the brushing motion of the entire application head during the application initially provides, by means of the comb teeth, for a disentanglement of the fibers or the hair and thus, above all, for a uniform application of the application liquid.
  • the detachable arrangement of the comb teeth on the application head allows a more versatile use of the application device. It also proves to be advantageous for such an arrangement when the comb teeth protrude from the porous applicator body. In this way it is prevented for an application in hair that in addition to the hair, the skin, especially the scalp, is wetted with the application liquid.
  • a preferred embodiment of the application device is to arrange the comb teeth of the application head in a circle around the application body. Regardless of the respective coating movement direction, the fibers or hair are first unraveled during use in each case before the actual application of the application liquid takes place.
  • the application liquid comprises a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
  • suitable aqueous, alcoholic or aqueous-alcoholic carrier are, for example, creams, emulsions, gels or else surfactant-containing foaming solutions, for example shampoos, foam aerosols or other preparations which are suitable for use on the hair.
  • aqueous-alcoholic solutions are to be understood as meaning aqueous solutions containing from 3 to 70% by weight of a C 1 -C 4 -alcohol, in particular ethanol or isopropanol.
  • the compositions of the invention may additionally contain other organic solvents, such as propylene carbonate, ethylene carbonate, methoxybutanol, benzyl alcohol, ethyl diglycol or 1, 2-propylene glycol. Preference is given to all water-soluble organic solvents.
  • Particularly preferred according to the invention is a water-containing carrier which contains at least one C 1 -C 4 -alkoxy and at least one further organic solvent. It may be preferred according to the invention if the water accounts for 20 to 60 wt .-%, preferably from 30 to 50 wt .-%, the C 1 -C 4 -AlkOhOl a proportion of 20 to 60% by weight, preferably from 30 to 50 wt .-%, and the organic solvent, a proportion of 1 to 30 wt .-%, preferably from 5 to 15 wt .-%, each based on the total Application liquid exhibit.
  • a composition containing water, ethanol and propylene carbonate may be particularly preferred.
  • the application liquid contains as coloring components essentially precursors of a nature-analogous dye.
  • the application liquid contains a pH of from 1 to 5, preferably from 1, 5 to 3.
  • the application liquid of this embodiment preferably contains at least one organic or inorganic acid.
  • Hydrochloric acid, sulfuric acid and phosphoric acid are to be mentioned in particular as preferred inorganic acids.
  • Preferred organic acids are acetic acid, glycolic acid, citric acid, tartaric acid, lactic acid and malic acid.
  • Malic acid is a particularly preferred acid used.
  • the application liquid is formulated thin liquid.
  • Application fluids which have a viscosity of from 0 to 2000 mPas when mixed with the oxidizer formulation (measured at 22 ° C. in a Brookfield viscometer with spindle 4 and a speed of 4 rpm) have proved to be particularly preferred.
  • a viscosity of 0 to 100 mPas, measured under the conditions mentioned, is particularly preferred according to the invention.
  • a viscosity of 50 to 500 mPas (measured at 20 ° C. (Brookfield viscometer type RV-T, spindle 4 with a rotation speed of 20 rpm) is very particularly preferred according to the invention.
  • the application liquid of this embodiment substantially contains precursors of a naturally-analogous dye as coloring components, in some cases it has proved advantageous if the application liquid further contains a substantive dye for shading.
  • Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols.
  • Preferred substantive dyes are those having the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, Acid Yellow 1, Acid Yellow 10, Acid Yellow 23, Acid Yellow 36, HC Orange 1, Disperse Orange 3, Acid Orange 7, HC Red 1, HC Red 3, HC Red 10, HC Red
  • the applicator liquids according to the invention may contain a cationic substantive dye.
  • a cationic triphenylmethane dyes such as Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, b) aromatic systems which are substituted by a quaternary nitrogen group, for example Basic Yellow 57, Basic Red 76, Basic Blue 99, Basic Brown 16 and Basic Brown 17, as well as c) substantive dyes containing a heterocycle having at least one quaternary nitrogen atom, as for example in EP-A2-998 908, to which reference is explicitly made will be mentioned in claims 6 to 11.
  • Preferred cationic substantive dyes of group (c) are in particular the following compounds:
  • the compounds of the formulas (DZ1), (DZ3) and (DZ5) which are also known by the names Basic Yellow 87, Basic Orange 31 and Basic Red 51, are very particularly preferred cationic substantive dyes of group (c).
  • the cationic direct dyes which are sold under the trademark Arianor ® are, according to the invention also very particularly preferred cationic direct dyes.
  • the agents according to the invention according to this embodiment contain the substantive dyes preferably in an amount of 0.01 to 20 wt .-%, based on the total applicator.
  • preparations of the invention may also naturally occurring dyes such as henna red, henna neutral, henna black, chamomile, sandalwood, black tea, buckthorn bark, sage, bluewood, madder root, Catechu, Sedre and alkano root are included.
  • the application liquid may contain, in addition to the precursor or stages of a naturally-analogous dye, further coloring components.
  • the application liquid according to the invention is preferably adjusted to a pH of from 7 to 11, in particular from 8.5 to 10, by means of acids and / or alkalizing agents.
  • alkalizing agents are alkali or alkaline earth hydroxides, ammonia or organic amines.
  • the organic amines are preferably selected from the group consisting of monoethanolamine, monoisopropanolamine, 2-amino-2-methyl-propanol, 2-amino-2-methyl- 1, 3-propanediol, 2-amino-2-ethyl-1, 3-propanediol, 2-amino-2-methylbutanol and triethanolamine is formed.
  • monoethanolamine, triethanolamine and 2-amino-2-methyl-propanol and 2-amino-2-methyl-1, 3-propanediol are preferred within the scope of this group.
  • the use of amino acids and / or oligopeptides such as ⁇ -aminocaproic acid as the alkalizing agent is preferred in the context of the present invention.
  • amino acids and oligopeptides whose 2.5% strength by weight solutions have a pH of 9 or greater in water.
  • Such an amino acid is arginine which is preferably used.
  • the application liquid to achieve a broader Nuancenspektums in addition to the natural analog dye precursor additionally contains a oxidation dye precursor developer and / or coupler type and / or a direct dye.
  • p-phenylenediamine derivatives of the formula (E1) it may be preferred according to the invention to use as the developer component a p-phenylenediamine derivative or one of its physiologically acceptable salts. Particular preference is given to p-phenylenediamine derivatives of the formula (E1)
  • G 1 represents a hydrogen atom, a C 1 - to C 4 alkyl, C 1 - to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a (C 1 - to C 4) alkoxy (C 1 -C 4 ) -alkyl radical, a 4'-aminophenyl radical or a C 1 - to C 4 -alkyl radical which is substituted by a nitrogen-containing group, a phenyl or a 4'-aminophenyl radical;
  • G 2 represents a hydrogen atom, a C 1 - to C 4 alkyl, C 1 - to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a (C 1 - to C 4) alkoxy (C 1 -C 4 ) -alkyl radical or a C 1 -C 4 -alkyl radical which is substituted by a nitrogen-containing group;
  • G 3 represents a hydrogen atom, a halogen atom, such as a chlorine, bromine, iodine or fluorine atom, a C 1 - to C 4 -alkyl radical, a C 1 - to C 4 -monohydroxyalkyl radical, a C 2 - to C 4 - Polyhydroxyalkyl, C 1 to C 4 hydroxyalkoxy, C 1 to C 4 acetylaminoalkoxy, C 1 to C 4 mesylaminoalkoxy or C 1 to C 4 carbamoylaminoalkoxy;
  • a halogen atom such as a chlorine, bromine, iodine or fluorine atom
  • a C 1 - to C 4 -alkyl radical such as a chlorine, bromine, iodine or fluorine atom
  • a C 1 - to C 4 -alkyl radical such as a chlorine, bromine, iodine or fluorine atom
  • G 4 represents a hydrogen atom, a halogen atom or a C 1 - to C 4 -alkyl radical or
  • G 3 and G 4 when G 3 and G 4 are ortho to each other, they may together form a bridging ⁇ , ⁇ -alkylenedioxy group, such as, for example, an ethylenedioxy group.
  • C 1 - to C 4 -alkyl radicals mentioned as substituents in the compounds according to the invention are the groups methyl, ethyl, propyl, isopropyl and butyl. Ethyl and methyl are preferred alkyl radicals.
  • C 1 -C 4 -alkoxy radicals which are preferred according to the invention are, for example, a methoxy or an ethoxy group.
  • a C 1 - to C 4 -hydroxyalkyl group a hydroxymethyl, a 2-hydroxyethyl, a 3-hydroxypropyl or a 4-hydroxybutyl group may be mentioned.
  • a 2-hydroxyethyl group is particularly preferred.
  • a particularly preferred C 2 to C 4 polyhydroxyalkyl group is the 1, 2-dihydroxyethyl group.
  • halogen atoms are according to the invention F, Cl or Br atoms, Cl atoms are very particularly preferred.
  • the other terms used are derived according to the invention from the definitions given here.
  • nitrogen-containing groups of the formula (E1) are in particular the amino groups, C 1 to C 4 monoalkylamino groups, C 1 to C 4 dialkylamino groups, C 1 to C 4 trialkylammonium groups, C 1 to C 4 monohydroxyalkylamino groups, Imidazolinium and ammonium.
  • Particularly preferred p-phenylenediamines of the formula (E1) are selected from p-phenylenediamine, p-toluenediamine, 2-chloro-p-phenylenediamine, 2,3-dimethyl-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 2 , 6-diethyl-p-phenylenediamine, 2,5-dimethyl-p-phenylenediamine, N, N-dimethyl-p-phenylenediamine, N, N-diethyl-p-phenylenediamine, N, N-dipropyl-p-phenylenediamine, 4 -Amino-3-methyl- (N, N-diethyl) -aniline, N, N-bis- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 4-N, N-bis- ( ⁇ -hydroxyethyl) -amino-2 -methylaniline
  • Very particular preferred p-phenylenediamine derivatives of the formula (E1) according to the invention are p-phenylenediamine, p-toluenediamine, 2- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 2- ( ⁇ , ⁇ -dihydroxyethyl) -p-phenylenediamine and N, N bis (.beta.-hydroxyethyl) -p-phenylenediamine. It may further be preferred according to the invention to use as developer component compounds which contain at least two aromatic nuclei which are substituted by amino and / or hydroxyl groups.
  • binuclear developer components which can be used in the dyeing compositions according to the invention, mention may be made in particular of the compounds corresponding to the following formula (E2) and their physiologically tolerated salts:
  • the bridge Y is an alkylene group having 1 to 14 carbon atoms, such as a linear or branched alkylene chain or an alkylene ring, of one or more nitrogen-containing groups and / or one or more heteroatoms such as oxygen, sulfur or nitrogen atoms may be interrupted or terminated and may optionally be substituted by one or more hydroxyl or C 1 -C 8 -alkoxy radicals, or a direct bond,
  • G 5 and G 6 independently of one another represent a hydrogen or halogen atom, a C 1 - to C 4 -alkyl radical, a C 1 - to C 4 -monohydroxyalkyl radical, a C 2 - to C 4 -hydroxyalkyl radical, a C 1 - to C 4 -aminoalkyl radical or a direct compound for bridging Y,
  • G 7 , G 8 , G 9 , G 10 , G 11 and G 12 independently of one another represent a hydrogen atom, a direct bond to the bridge Y or a C 1 - to C 4 -alkyl radical, with the proviso that the compounds of the formula (E2) contain only one bridging Y per molecule.
  • the substituents used in formula (E2) are defined according to the invention analogously to the above statements.
  • Preferred binuclear developer components of the formula (E2) are in particular: N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-diamino-propan-2-ol, N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) ethylenediamine, N, N'-bis (4-aminophenyl) tetramethylenediamine, N, N'-bis N, N'-bis (4-aminophenyl) tetramethylenediamine, N, N'-bis (4-methylaminophenyl) tetramethylenediamine, N, N'-diethyl-N, N ' bis (4'-amino-3'-methylphenyl) ethylenediamine, bis (2-hydroxy-5-aminophenyl) methane, N, N'-bis (4'-aminopheny
  • Very particularly preferred binuclear developer components of the formula (E2) are N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4-aminophenyl) -1,3-diamino-propan-2-ol, bis - (2-hydroxy-5-aminophenyl) methane, 1, 3-bis- (2,5-diaminophenoxy) -propan-2-ol, N, N'-bis (4-aminophenyl) -1, 4- diazacycloheptane and 1, 10-bis (2,5-diaminophenyl) -1, 4,7,10-tetraoxadecane or one of its physiologically acceptable salts.
  • p-aminophenol derivatives of the formula (E3) it may be preferred according to the invention to use as the developer component a p-aminophenol derivative or one of its physiologically tolerable salts. Particular preference is given to p-aminophenol derivatives of the formula (E3)
  • G 13 represents a hydrogen atom, a halogen atom, a C 1 - to C 4 -alkyl radical, a C 1 - to C 4 -monohydroxyalkyl radical, a C 2 - to C 4 -polyhydroxyalkyl radical, a (C 1 - to C 4 ) - Alkoxy- (C 1 - to C 4 ) -alkyl radical, a C 1 - to C 4 -Aminoalkylrest, a hydroxy (C- ⁇ - to C 4 ) - alkylamino, a C 1 - to C 4 -hydroxyalkoxy, a C 1 - to C 4 -hydroxyalkyl- (C 1 to C 4 ) -aminoalkyl or a (di-C 1 to C 4 -alkylamino) - (C 1 to C 4 ) -alkyl, and G 14 is a hydrogen or halogen atom, a C 1 to C 4 alky
  • Preferred p-aminophenols of the formula (E3) are, in particular, p-aminophenol, N-methyl-p-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 2-hydroxymethylamino-4-aminophenol, 4 -Amino-3-hydroxymethylphenol, 4-amino-2- ( ⁇ -hydroxyethoxy) -phenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethyl-phenol, 4-amino -2-aminomethylphenol, 4-amino-2- ( ⁇ -hydroxyethyl-aminomethyl) phenol, 4-amino-2- ( ⁇ , ⁇ -dihydroxyethyl) phenol, 4-amino-2-fluorophenol, 4-amino-2 -chlorophenol, 4-amino-2,6-dichlorophenol, 4-amino-2- (diethyl-aminomethyl) -phenol and their physiological
  • Very particularly preferred compounds of the formula (E3) are p-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- ( ⁇ , ⁇ -dihydroxyethyl) -phenol and 4-amino 2- (diethylaminomethyl) -phenol.
  • the developer component may be selected from o-aminophenol and its derivatives such as 2-amino-4-methylphenol, 2-amino-5-methylphenol or 2-amino-4-chlorophenol.
  • the developer component may be selected from heterocyclic developer components such as the pyridine, pyrimidine, pyrazole, pyrazole pyrimidine derivatives and their physiologically acceptable salts.
  • Preferred pyridine derivatives are, in particular, the compounds described in the patents GB 1 026 978 and GB 1 153 196, such as 2,5-diamino-pyridine, 2- (4-methoxyphenyl) -amino-3-amino-pyridine, 2,3-diamino-6-methoxy-pyridine, 2- ( ⁇ -methoxyethyl) -amino-3-amino-6-methoxy-pyridine and 3,4-diamino-pyridine.
  • Preferred pyrimidine derivatives are, in particular, the compounds described in German Patent DE 2 359 399, Japanese Laid-Open Patent Publication JP 02019576 A2 or in the published patent application WO 96/15765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy- 2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2-dimethylamino-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine and 2,5,6- triaminopyrimidine.
  • Preferred pyrazole derivatives are, in particular, the compounds described in patents DE 3 843 892, DE 4 133 957 and patent applications WO 94/08969, WO 94/08970, EP-740 931 and DE 195 43 988, such as 4,5-diamino-1-methylpyrazole, 4,5-diamino-1- ( ⁇ -hydroxyethyl) pyrazole, 3,4-diaminopyrazole, 4,5-diamino-1- (4 ' -chlorobenzyl) pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino 1, 3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-ter
  • Preferred pyrazolopyrimidine derivatives are, in particular, the derivatives of the pyrazolo [1,5-a] pyrimidine of the following formula (E4) and their tautomeric forms, if a tautomeric equilibrium exists:
  • G 17 , G 18 , G 19 and G 20 independently of one another represent a hydrogen atom, a C 1 - to C 4 -alkyl radical, an aryl radical, a C 1 - to C 4 -hydroxyalkyl radical, a C 2 - to C 4 - Polyhydroxyalkylrest a (C 1 - to C 4 ⁇ AIkOXy- (C 1 - to C 4 ) -alkyl radical, a C 1 - to C 4 - aminoalkyl radical which may optionally be protected by an acetyl-ureide or a sulfonyl radical , a (C 1 - to C 4 ) -alkylamino- (C 1 -C 4 ) -alkyl radical, a di - [(C 1 -C 4 ) -alkyl] - (C 1 -C 4 ) - aminoalkyl radical, where the dialkyl radicals optionally form a carbon cycle or a hetero
  • Group OH occupy the positions (2,3); (5,6); (6,7); (3,5) or (3,7);
  • pyrazolo [1, 5-a] pyrimidines of the above formula (E4) can be prepared as described in the literature by cyclization starting from an aminopyrazole or from hydrazine.
  • the application liquid preferably contains one or more coupler components.
  • coupler components m-phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones and m-aminophenol derivatives are generally used.
  • Suitable coupler substances are in particular 1-naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 5-amino-2-methylphenol, m-aminophenol, resorcinol, resorcinol monomethyl ether, m-phenylenediamine, 1-phenyl-3 methyl pyrazolone-5, 2,4-dichloro-3-aminophenol, 1,3-bis- (2 ', 4'-diaminophenoxy) -propane, 2-chlororesorcinol, 4-chloro-resorcinol, 2-chloro 6-methyl-3-aminophenol, 2-amino-3-hydroxypyridine, 2-methyl resorcinol, 5-methylresorcinol and 2-methyl-4
  • Coupler components preferred according to the invention are m-aminophenol and its derivatives, such as, for example, 5-amino-2-methylphenol, N-
  • Diamino-1-methylbenzene, Di- or trihydroxybenzene derivatives such as resorcinol, resorcinol monomethyl ether, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol, 2-chlororesorcinol, 4-chlororesorcinol, pyrogallol and 1,2,4-trihydroxybenzene,
  • Pyridine derivatives such as 2,6-dihydroxypyridine, 2-amino-3-hydroxypyridine, 2-amino-5-chloro-3-hydroxypyridine, 3-amino-2-methylamino-6-methoxypyridine, 2,6-dihydroxy-3,4 dimethylpyridine, 2,6-dihydroxy-4-methylpyridine, 2,6-diaminopyridine, 2,3-diamino-6-methoxypyridine and 3,5-diamino-2,6-dimethoxypyridine,
  • Naphthalene derivatives such as 1-naphthol, 2-methyl-1-naphthol, 2-hydroxymethyl-1-naphthol, 2-hydroxyethyl-1-naphthol, 1, 5-dihydroxynaphthalene, 1, 6-dihydroxynaphthalene, 1, 7-dihydroxynaphthalene, 1 , 8-dihydroxynaphthalene, 2,7-dihydroxynaphthalene and 2,3-dihydroxynaphthalene,
  • Morpholine derivatives such as, for example, 6-hydroxybenzomorpholine and 6-aminobenzomorpholine, quinoxaline derivatives such as, for example, 6-methyl-1,2,3,4-tetrahydroquinoxaline, pyrazole derivatives such as, for example, 1-phenyl-3-methylpyrazol-5-one, indole derivatives such as Hydroxyindole, 6-hydroxyindole and 7-hydroxyindole, pyrimidine derivatives such as 4,6-diaminopyrimidine, 4-amino-2,6-dihydroxypyrimidine, 2,4-diamino-6-hydroxypyrimidine, 2,4,6-trihydroxypyrimidine, 2- Amino-4-methylpyrimidine, 2-amino-4-hydroxy-6-methylpyrimidine and 4,6-dihydroxy-2-methylpyrimidine, or methylenedioxybenzene derivatives such as, for example, 1-hydroxy-3,4-methylenedioxybenzene, 1-amino-3,4- methyl
  • coupler components according to the invention are 1-naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 3-aminophenol, 5-amino-2-methylphenol, 2-amino-3-hydroxypyridine, resorcinol, 4-chlororesorcinol , 2-chloro-6-methyl-3-aminophenol, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol and 2,6-dihydroxy-3,4-dimethylpyridine.
  • the applicator liquids according to the invention optionally contain both the developer components and the coupler components preferably in an amount of 0.005 to 20 wt .-%, preferably 0.1 to 5 wt .-%, each based on the total oxidation tion colorant.
  • developer components and coupler components are generally used in approximately molar amounts to each other.
  • a certain excess of individual oxidation dye precursors is not disadvantageous, so that developer components and coupler components in a molar ratio of 1: 0.5 to 1: 3, in particular 1: 1 to 1: 2 , may be included.
  • the application fluids according to the invention of both mentioned embodiments may furthermore in principle contain all active ingredients, additives and auxiliaries known in such preparations.
  • inventive application liquids may also contain at least one surfactant, with both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants being suitable in principle.
  • anionic surfactants may be very particularly preferred.
  • Suitable anionic surfactants in preparations according to the invention are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such. Example, a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group with about 10 to 22 C-men men. In addition, glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be present in the molecule.
  • anionic surfactants are, in each case in the form of the sodium, potassium and ammonium as well as mono-, di- and trialkanol ammonium salts with 2 or 3 C atoms in the alkanol group, linear fatty acids having 10 to 22 C atoms (Soap),
  • Ethercarbon Acid the formula RO- (CH 2 -CH 2 O) x -CH 2 -COOH, in which R is a linear
  • Alkyl group having 10 to 22 C atoms and x 0 or 1 to 16, Acylsarcosides having 10 to 18 C atoms in the acyl group, acyl taurides having 10 to 18 C atoms in the acyl group, acyl isethionates having 10 to 18 C atoms in the acyl group,
  • Esters of tartaric acid and citric acid with alcohols which are adducts of about 2-15 molecules of ethylene oxide and / or propylene oxide with fatty alcohols having 8 to 22 carbon atoms.
  • Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids having 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule and in particular salts of saturated and in particular unsaturated C 8 -C 22 carboxylic acids, such as oleic acid, stearic acid, isostearic acid and palmitic acid.
  • Nonionic surfactants contain as hydrophilic group z.
  • Such compounds are, for example
  • Alkylphenols having 8 to 15 C atoms in the alkyl group having 8 to 15 C atoms in the alkyl group
  • Preferred nonionic surfactants are alkyl polyglycosides of the general formula R 1 O- (Z) x . These connections are identified by the following parameters.
  • the alkyl radical R 1 contains 6 to 22 carbon atoms and may be both linear and branched. Preference is given to primary linear and methyl-branched in the 2-position aliphatic radicals.
  • Such alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. Particularly preferred are 1-octyl, 1-decyl, 1-lauryl, 1-myristyl.
  • oxo-alcohols compounds with an odd number of carbon atoms in the alkyl chain predominate.
  • the alkyl polyglycosides which can be used according to the invention can contain, for example, only one particular alkyl radical R 1 .
  • these compounds are prepared starting from natural fats and oils or mineral oils.
  • the alkyl radicals R are mixtures corresponding to the starting compounds or corresponding to the particular work-up of these compounds.
  • sugar building block Z it is possible to use any desired mono- or oligosaccharides.
  • sugars with 5 or 6 carbon atoms and the corresponding oligosaccharides are used.
  • Such sugars are, for example, glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allose, altrose, mannose, gulose, idose, talose and sucrose.
  • Preferred sugar building blocks are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
  • alkyl polyglycosides which can be used according to the invention contain on average from 1.1 to 5 sugar units. Alkyl polyglycosides having x values of 1.1 to 1.6 are preferred. Very particular preference is given to alkyl glycosides in which x is 1: 1 to 1, 4.
  • the alkyl glycosides can also serve to improve the fixation of fragrance components on the hair.
  • This substance class as a further ingredient of the preparations according to the invention in the event that an action of the perfume oil on the hair which exceeds the duration of the hair treatment is desired.
  • the alkoxylated homologs of said alkyl polyglycosides can also be used according to the invention. These homologs may contain on average up to 10 ethylene oxide and / or propylene oxide units per alkyl glycoside unit.
  • zwitterionic surfactants can be used, in particular as cosurfactants.
  • Zwitterionic surfactants are surface-active compounds which carry at least one quaternary ammonium group and at least one -COO () or -SO 3 () group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines, such as the N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammoniumglycinates, for example cocoacylaminopropyldimethylammonium glycinate, and Alkyl-3-carboxylmethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and Kokosacylaminoethylhydroxyethyl- carboxymethylglycinat.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.
  • ampholytic surfactants are to be understood as meaning those surface-active compounds which, apart from a C 8 -C 18 -alkyl or acyl group in the molecule, contain at least one free amino group and at least one -COOH or -SO 3 H group and which are capable of forming internal salts are.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 18 C atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants N-coco are alkylaminopropionate, cocoacylaminoethyl aminopropionate and Ci ⁇ -is-acyl sarcosine.
  • the cationic surfactants used are, in particular, those of the quaternary ammonium compound type, the esterquats and the amidoamines.
  • Preferred quaternary ammonium compounds are ammonium halides, especially chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, e.g.
  • alkyltrimethylammonium chlorides dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, e.g.
  • cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride as well as the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
  • esterquats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element.
  • Preferred ester quats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
  • Such products are marketed under the trade names Stepantex® ®, ® and Dehyquart® Armocare® ®.
  • alkylamidoamines are usually prepared by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
  • An inventively particularly suitable compound from this group is that available under the name Tegoamid ® S 18 commercially stearamidopropyl dimethylamine.
  • cationic surfactants which can be used according to the invention are the quaternized protein hydrolysates.
  • cationic silicone oils such as, for example, the commercially available products Q2-7224 (manufacturer: Dow Corning, a stabilized trimethylsilylamodimethicone), Dow Corning 929 emulsion (containing a hydroxylamino-modified silicone, also referred to as amodimethicones), SM -2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® quat 3270 and 3272 (manufacturer: Th. Goldschmidt; di- quaternary polydimethylsiloxanes, quaternium-80).
  • a suitable cationic surfactant quaternary sugar derivative is the commercial product Glucquat ® 100, according to INCI nomenclature a "lauryl methyl Gluceth-10 Hydroxypropyl Dimonium Chloride”.
  • the compounds used as surfactant with alkyl groups may each be uniform substances. However, it is usually preferred to start from the production of these substances from native plant or animal raw materials, so as to obtain substance mixtures with different, depending on the particular raw material alkyl chain lengths.
  • the surfactants which are addition products of ethylene and / or propylene oxide to fatty alcohols or derivatives of these addition products, both products with a "normal” homolog distribution and those with a narrow homolog distribution be used.
  • "normal” homolog distribution are meant mixtures of homologs obtained in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates as catalysts. Narrowed homolog distributions are obtained when, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alkoxides are used as catalysts.
  • the use of products with narrow homolog distribution may be preferred.
  • agents used in the process according to the invention may preferably also contain a conditioning agent selected from the group consisting of cationic surfactants, cationic polymers, alkylamidoamines, paraffin oils, vegetable oils and synthetic oils.
  • a conditioning agent selected from the group consisting of cationic surfactants, cationic polymers, alkylamidoamines, paraffin oils, vegetable oils and synthetic oils.
  • Cationic polymers may be preferred as conditioning agents. These are in the
  • Preferred cationic polymers are, for example, quaternized cellulose derivatives, such as are available under the names of Celquat ® and Polymer JR ® commercially.
  • the compounds Celquat ® H 100, Celquat L 200 and Polymer JR ® ® 400 are preferred quaternized cellulose derivatives.
  • Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoacrylate and - methacrylate such as, for example, quaternized with diethyl sulfate, vinylpyrrolidone dimethylaminomethacrylate copolymers such compounds are available under the names Gafquat ® 734 and Gafquat ® 755 commercially..
  • Vinylpyrrolidone-Methoimidazoliniumchlorid copolymers such as those available under the name Luviquat ® , quaternized polyvinyl alcohol and those under the names Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and
  • Polyquaternium 27 known polymers with quaternary nitrogen atoms in the polymer main chain. Particular preference is given to cationic polymers of the four first-mentioned groups, very particular preference to polyquaternium-2, polyquaternium-10 and polyquaternium-22.
  • conditioning active ingredients are silicone oils, in particular dialkyl and alkylaryl siloxanes, for example dimethylpolysiloxane and methylphenylpolysiloxane, and also their alkoxylated and quaternized analogs.
  • silicones examples include the Dow Corning under the names DC 190, DC 200, DC 344, DC 345 and DC 1401 products sold and the commercial products Q2-7224 (manufacturer: Dow Corning; a stabilized trimethyl silyl amodimethicone), 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 Goldschmidt, di-quaternary polydimethylsiloxanes, quaternium-80).
  • Dow Corning a stabilized trimethyl silyl amodimethicone
  • Dow Corning ® 929 emulsion containing a hydroxylamino-modified silicone which is also known as amodimethicone
  • SM-2059 manufactured by General Electric
  • conditioning active ingredients are paraffin oils, synthetically prepared oligomeric alkenes and vegetable oils such as jojoba oil, sunflower oil, orange oil, almond oil, wheat germ oil and peach kernel oil.
  • suitable hair-conditioning compounds are phospholipids, for example soya lecithin, egg lecithin and cephalins.
  • auxiliaries and additives are, for example, nonionic polymers such as vinylpyrrolidone / vinyl acrylate copolymers, polyvinylpyrrolidone and vinylpyrrolidone / vinyl acetate copolymers and polysiloxanes, zwitterionic and amphoteric polymers such as acrylamidopropyltrimethylammonium chloride / acrylate copolymers and octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate ⁇ -hydroxypropyl methacrylate copolymers, anionic polymers such as polyacrylic acids, crosslinked polyacrylic acids, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copo
  • Thickeners such as agar-agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum, locust bean gum, linseed gums, dextrans, cellulose derivatives, e.g. For example, methylcellulose, hydroxyalkylcellulose and carboxymethylcellulose, starch fractions and derivatives such as amylose, amylopectin and dextrins, clays such.
  • B. bentonite or fully synthetic hydrocolloids such as polyvinyl alcohol, structurants such as maleic acid and lactic acid, hair-conditioning compounds such as phospholipids, for example soya lecithin, egg lecithin and cephalins,
  • Solvents and mediators such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerol and diethylene glycol, fiber-structure-improving agents, especially mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose and lactose, quaternized amines such as methyl-1-alkylamidoethyl-2 -alkylimidazolinium methosulfate
  • Anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole,
  • Light stabilizers in particular derivatized benzophenones, cinnamic acid derivatives and triazines,
  • Active ingredients such as allantoin, pyrrolidonecarboxylic acids and their salts, and bisabolol,
  • Bodying agents such as sugar esters, polyol esters or polyol alkyl ethers,
  • Fats and waxes such as spermaceti, beeswax, montan wax and paraffins,
  • Swelling and penetration substances such as glycerol, propylene glycol monoethyl ether, carbonates,
  • Opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers
  • Pearlescing agents such as ethylene glycol mono- and distearate and PEG-3-distearate,
  • Propellants such as propane-butane mixtures, N 2 O, dimethyl ether, CO 2 and air,
  • the constituents of the water-containing carrier are used to prepare the inventive application liquid in amounts customary for this purpose; e.g. emulsifiers are used in concentrations of 0.5 to 30 wt .-% and thickeners in concentrations of 0.1 to 25 wt .-% of the total colorant.
  • the formation of the dyeing takes place with atmospheric oxygen as the sole oxidizing agent.
  • the application device 1 shown in FIG. 1 is designed for use with a liquid hair dye. In principle, however, such an application device 1 can also generally serve for the application of any application fluid for keratinic fibers, the application fluid being applied by brushing movements to the fibers.
  • the application device 1 has a container 2 which receives the hair dye or the application liquid and stores it until it is used. For this purpose, it may be useful to provide an absorbent storage element in the interior of the container, which is designed, for example, as a fibrous or sponge-shaped, in order to receive the hair dye or the application liquid.
  • An application head 3, by means of which the hair dye is applied to the hair, is fastened to an open container end.
  • the application head 3 essentially comprises a porous application body 31 and a plurality of comb teeth 33, which in turn are advantageously integrally connected to at least one comb element 34.
  • FIG. 1 shows the application device 1 in the ready-to-use operating position, ie. H. with open application head 3. Outside the application times, the application head 3 is covered by a cap, not shown, which is attached, for example, to a thread 4 on the container 2. Thus, the application head 3 is sealed from the environment, so that drying of the liquid hair dye is effectively prevented.
  • the applicator body 31 communicates with the liquid hair dye or the application liquid to promote the liquid in the manner of a wick by capillary action from the container and to provide for applying to the hair.
  • the porous application body 31 has a material structure with continuous pores in order to achieve the corresponding capillary action.
  • the application body 31 consists in particular of a fibrous, sponge, foam, felt or sintered material-like material. The advantage of such a designed applicator body 31 is not only in the reliable promotion of the hair dye but also in the high fluid absorbency. The high liquid absorption capability prevents unwanted leakage or dripping of the hair dye from the application device 1 but at the same time ensures reliable delivery of the application liquid by means of the applicator body 31.
  • the applicator body 31 is preferably designed with a plurality of pin-shaped projections 32 or substantially block-shaped (not shown ), which simplifies its manufacturability.
  • the embodiment with a plurality of pin-shaped projections 32 increases the effective surface of the application body 31, so that better coloring results are achieved when sweeping the hair.
  • the comb teeth 33 which are likewise formed immediately adjacent to the applicator body 31 on the application head 3, are used for unraveling the hair during application of the application device 1. This disentangling of the hair results in a more uniform application of color to the hair.
  • the individual comb teeth 33 are integrally connected to at least one comb element 34 in order to simplify handling and production in general.
  • the comb teeth 33 or comb elements 34 detachably to the application head 3, in order to permit an application without comb teeth 33 or comb elements 34, depending on the particular case of use.
  • the comb teeth 33 protrude in the longitudinal direction of the application device 1 with respect to the application body 31 in order to prevent contact of the scalp with the application body 31 or the application fluid, especially in hair applications.
  • the comb teeth 33 are arranged in a circle around the applicator body 31 lying around on the application head 3.
  • the hair is first unraveled during the application of the application device 1, regardless of the respective coating movement direction, before the actual application of the hair dye takes place. This gives improved staining results.
  • the hair was dried without washing the product and dressed as usual. A repetition of the treatment is possible as needed.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Cleaning And Drying Hair (AREA)

Abstract

L'objet de la présente demande concerne un dispositif d'application (1) pour utiliser un liquide d'application sur des fibres de kératine comprenant au moins un récipient (2) destiné à recevoir le liquide d'application, une tête d'application (3) qui est reliée à au moins un récipient (2), et comprend un corps d'application poreux (31) pour appliquer le liquide d'application par brossage des fibres, le liquide d'application contenant au moins une étape préalable d'un colorant naturel. Le dispositif d'application selon l'invention permet en outre de colorer des parties de cheveux gris, en particulier à la base, sur les contours et au sommet, étant précisé que le résultat de coloration est élaboré successivement, paraît naturel et présente une plus longue tenue.
PCT/EP2007/055217 2006-06-02 2007-05-30 Dispositif d'application pour utiliser un liquide d'application sur des fibres de kératine WO2007141164A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP07729637A EP2026755A2 (fr) 2006-06-02 2007-05-30 Dispositif d'application pour utiliser un liquide d'application sur des fibres de kératine

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200610026342 DE102006026342A1 (de) 2006-06-02 2006-06-02 Applikationsvorrichtung zur Anwendung einer Applikationsflüssigkeit auf keratinischen Fasern
DE102006026342.1 2006-06-02

Publications (2)

Publication Number Publication Date
WO2007141164A2 true WO2007141164A2 (fr) 2007-12-13
WO2007141164A3 WO2007141164A3 (fr) 2008-01-31

Family

ID=38650586

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2007/055217 WO2007141164A2 (fr) 2006-06-02 2007-05-30 Dispositif d'application pour utiliser un liquide d'application sur des fibres de kératine

Country Status (3)

Country Link
EP (1) EP2026755A2 (fr)
DE (1) DE102006026342A1 (fr)
WO (1) WO2007141164A2 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10064471B2 (en) 2007-11-02 2018-09-04 Combe Incorporated Air oxidation hair dye application system and method for coloring hair using the same

Citations (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2550832A (en) * 1945-01-20 1951-05-01 Edmund J Loeffler Device for applying liquid from a container to the hair
WO1991017739A1 (fr) * 1990-05-19 1991-11-28 Henkel Kommanditgesellschaft Auf Aktien Colorants d'oxydation pour fibres de keratine
EP0462857A1 (fr) * 1990-05-31 1991-12-27 L'oreal Composition tinctoriale à base de 5,6-dihydroxyindolines et procédé de teinture des fibres kÀ©ratiniques
DE4137954A1 (de) * 1991-11-18 1993-05-19 Henkel Kgaa Haartoenungsmittel
DE4208297A1 (de) * 1992-03-16 1993-09-23 Henkel Kgaa Faerben von keratinischen fasern mit indolinen unter metallkatalyse
WO1999020236A1 (fr) * 1997-10-22 1999-04-29 L'oreal Composition de teinture d'oxydation des fibres keratiniques
WO1999020234A1 (fr) * 1997-10-22 1999-04-29 L'oreal Composition de teinture des fibres keratiniques et procede de teinture mettant en oeuvre cette composition
DE19827000A1 (de) * 1998-06-23 1999-12-30 Henkel Kgaa Färbemittel
WO2000078274A2 (fr) * 1999-06-22 2000-12-28 Lion Corporation Composition de colorant capillaire
WO2001093818A1 (fr) * 2000-06-06 2001-12-13 Henkel Kommanditgesellschaft Auf Aktien Procede de coloration par oxydation de fibres de keratine
EP1254650A2 (fr) * 2001-04-23 2002-11-06 Kao Corporation Produit pour la coloration des cheveux
EP1382271A1 (fr) * 2002-07-17 2004-01-21 l'Oreal SA Embout applicateur et ensemble de conditionnement et d'application pour l'application d'un produit cosmétique comprenant un tel embout
US20040047672A1 (en) * 2002-09-10 2004-03-11 Melissa Jamie Miczewski Packaged hair color composition and method for coloring hair
DE10302200A1 (de) * 2002-10-16 2004-05-13 Milius, Ute Bürsten-/Kammaufsatz für Plastikflasche zum Auftragen von Haarfarben
EP1433470A1 (fr) * 2002-12-23 2004-06-30 Henkel Kommanditgesellschaft auf Aktien Composition de teinture des fibres kératiniques
WO2005117639A1 (fr) * 2004-06-04 2005-12-15 Mitsubishi Pencil Co., Ltd. Appareil à recouvrir les poils et conteneur cosmétique de peinture accompagnant l'appareil

Patent Citations (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2550832A (en) * 1945-01-20 1951-05-01 Edmund J Loeffler Device for applying liquid from a container to the hair
WO1991017739A1 (fr) * 1990-05-19 1991-11-28 Henkel Kommanditgesellschaft Auf Aktien Colorants d'oxydation pour fibres de keratine
EP0462857A1 (fr) * 1990-05-31 1991-12-27 L'oreal Composition tinctoriale à base de 5,6-dihydroxyindolines et procédé de teinture des fibres kÀ©ratiniques
DE4137954A1 (de) * 1991-11-18 1993-05-19 Henkel Kgaa Haartoenungsmittel
DE4208297A1 (de) * 1992-03-16 1993-09-23 Henkel Kgaa Faerben von keratinischen fasern mit indolinen unter metallkatalyse
WO1999020236A1 (fr) * 1997-10-22 1999-04-29 L'oreal Composition de teinture d'oxydation des fibres keratiniques
WO1999020234A1 (fr) * 1997-10-22 1999-04-29 L'oreal Composition de teinture des fibres keratiniques et procede de teinture mettant en oeuvre cette composition
DE19827000A1 (de) * 1998-06-23 1999-12-30 Henkel Kgaa Färbemittel
WO2000078274A2 (fr) * 1999-06-22 2000-12-28 Lion Corporation Composition de colorant capillaire
WO2001093818A1 (fr) * 2000-06-06 2001-12-13 Henkel Kommanditgesellschaft Auf Aktien Procede de coloration par oxydation de fibres de keratine
EP1254650A2 (fr) * 2001-04-23 2002-11-06 Kao Corporation Produit pour la coloration des cheveux
EP1382271A1 (fr) * 2002-07-17 2004-01-21 l'Oreal SA Embout applicateur et ensemble de conditionnement et d'application pour l'application d'un produit cosmétique comprenant un tel embout
US20040047672A1 (en) * 2002-09-10 2004-03-11 Melissa Jamie Miczewski Packaged hair color composition and method for coloring hair
DE10302200A1 (de) * 2002-10-16 2004-05-13 Milius, Ute Bürsten-/Kammaufsatz für Plastikflasche zum Auftragen von Haarfarben
EP1433470A1 (fr) * 2002-12-23 2004-06-30 Henkel Kommanditgesellschaft auf Aktien Composition de teinture des fibres kératiniques
WO2005117639A1 (fr) * 2004-06-04 2005-12-15 Mitsubishi Pencil Co., Ltd. Appareil à recouvrir les poils et conteneur cosmétique de peinture accompagnant l'appareil

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10064471B2 (en) 2007-11-02 2018-09-04 Combe Incorporated Air oxidation hair dye application system and method for coloring hair using the same

Also Published As

Publication number Publication date
EP2026755A2 (fr) 2009-02-25
DE102006026342A1 (de) 2007-12-06
WO2007141164A3 (fr) 2008-01-31

Similar Documents

Publication Publication Date Title
DE102005062830A1 (de) Oxidationsfärbemittel zur Färbung keratinhaltiger Fasern
DE102005055270A1 (de) Neuer Farbstoffvorproduktkombinationen
EP1787632A1 (fr) Combinations nouvelles des colorants de base
EP2152226A2 (fr) Colorants d'oxydation destinés à colorer des fibres kératiniques au moyen d'oxygène atmosphérique comme unique agent d'oxydation
DE10051034A1 (de) Oxidationsmittel enthaltend 2-Chlor-4-aminophenol
DE102004020501A1 (de) Verwendung von Organosilikon-Copolymeren in Haarfärbemitteln
WO2008022958A2 (fr) Colorant capillaire avec huile et hydrolysat de protéines
DE10359557A1 (de) Oxidationsfärbemittel in Tube
EP1858594A1 (fr) Agent de coloration sans ammoniac destine a colorer des fibres contenant de la keratine et comprenant de l'oxygene atmospherique utilise comme agent d'oxydation unique
WO2008003686A1 (fr) Colorants d'oxydation pour la coloration de fibres kératiniques avec l'oxygène de l'air comme unique agent oxydant
EP1453477B1 (fr) Combinaison revelateurs-coupleur contenant du 2,4-dichloro-3-aminophenol
DE10120915A1 (de) Verfahren zur oxidativen Färbung keratinischer Fasern
DE102005055496A1 (de) Azofarbstoffe zum Färben keratinhaltiger Fasern
WO2007141165A1 (fr) Dispositif d'application pour utiliser un liquide d'application sur des fibres de kératine
EP1286647B1 (fr) Procede de coloration par oxydation de fibres de keratine
WO2007141164A2 (fr) Dispositif d'application pour utiliser un liquide d'application sur des fibres de kératine
EP1787685B1 (fr) Combinaisons de précurseurs de coloration
EP2209459A1 (fr) Colorants par oxydation pour la coloration de fibres kératiniques avec l'oxygène de l'air en tant qu'oxydant exclusif
DE102005062645A1 (de) Neue Kupplerkomponenten
DE102004036688A1 (de) Kationische Azoverbindungen als direktziehende Farbstoffe zur Färbung keratinischer Fasern
DE10048733A1 (de) Oxidationsfärbemittel mit 2-Amino-5-methylphenol
EP1731196A1 (fr) Procédé en plusieurs étapes pour la coloration de fibres kératiniques
EP2023766A1 (fr) Dispositif d'application pour utiliser un liquide d'application sur des fibres de kératine
DE102004053653A1 (de) Oxidationsfärbemittel ohne Entwicklerkomponente
WO2007051504A1 (fr) Agent de coloration de fibres keratiniques

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 07729637

Country of ref document: EP

Kind code of ref document: A2

WWE Wipo information: entry into national phase

Ref document number: 2007729637

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: RU