WO2000038624A2 - Färbemittel mit mangankationen - Google Patents
Färbemittel mit mangankationen Download PDFInfo
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- WO2000038624A2 WO2000038624A2 PCT/EP1999/009902 EP9909902W WO0038624A2 WO 2000038624 A2 WO2000038624 A2 WO 2000038624A2 EP 9909902 W EP9909902 W EP 9909902W WO 0038624 A2 WO0038624 A2 WO 0038624A2
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- Prior art keywords
- hydroxy
- aminophenol
- manganese
- amino
- bis
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- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- 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
- A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
-
- 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
- A61K8/415—Aminophenols
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- 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
- A61Q5/10—Preparations for permanently dyeing the hair
Definitions
- the present invention relates to agents for dyeing keratin fibers which contain manganese cations in high oxidation states as catalytically active activators and to the use thereof.
- dyeing fibers containing keratin e.g. Wool
- furs and in particular human hair are generally used either direct dyes or oxidation dyes which are formed by oxidative coupling of one or more developer components with one another or with one or more coupler components.
- Direct dyes are applied under gentle conditions.
- their disadvantage is that the dyeings often have insufficient fastness properties.
- oxidation dyes it is possible to achieve intensive dyeings with good fastness properties, but the development of the color usually takes place under the influence of H 2 O 2 or H 2 O 2 adducts, which can damage the fibers.
- Oxidation coloring agents with atmospheric oxygen as a very mild oxidizing agent have also already been proposed; in general, however, the oxidations with atmospheric oxygen do not take place completely.
- oxidation hair colorants which are generally applied in a cream-like cosmetic carrier, there is no satisfactory diffusion of the atmospheric oxygen to the dye precursors.
- the amount of the oxidizing agent can be greatly reduced or
- the coloring can be done with atmospheric oxygen alone as an oxidizing agent.
- EP-AI-749 748 describes, for example, hair colorants based on at least one ortho-diaminopyrazole, which contain at least one manganese salt.
- coloring is carried out with air or atmospheric oxygen as the only oxidizing agent.
- this document does not give any indication that colorations with other developer substances can also be achieved in this way.
- a first subject of the present invention are therefore agents for dyeing keratin fibers, which
- At least one developer component selected from a group formed by p-phenylenediamine, p-toluenediamine, p-aminophenol, 1- (2'-hydroxyethyl) -2,5-diaminobenzene, N, N-bis (2-hydroxyethyl) - p-phenylenediamine, 4-amino-3-methylphenol, 2-aminomethyl-4-aminophenol, 4-amino-2 - ((diethylamino) methyl) phenol, bis (2-hydroxy-5-aminophenyl) methane, 2,4,5, 6-tetraaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine and 4-hydroxy-2,5,6-triaminopyrimidine, and • Manganese cations contained in oxidation levels greater than 2.
- developer components are p-phenylenediamine, p-toluenediamine, p-aminophenol, 1 - (2'-hydroxyethyl) -2,5-diaminobenzene, N, N-bis (2-hydroxyethyl) -p-phenylenediamine, 4- Amino-3-methylphenol, 2-aminomethyl-4-aminophenol, 2,4,5, 6-tetra-aminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine and 4-hydroxy-2,5,6-triaminopyri- midin.
- Manganese cations of oxidation levels 3, 4 and / or 5 are particularly preferred.
- Manganese cations of oxidation state 3 are very particularly preferred.
- the manganese cations can be present both in the form of their salts soluble in the use preparation and in the form of their complexes.
- manganese cations are used in the form of their salts, in principle all physiologically compatible anions can be used as counterions.
- nitrate, hydroxide, chlorate, sulfate, fluoroacetate, carbonate, perchlorate, complex anions such as hexafluorophosphate, tetrafluoroborate, the halides such as chloride or the anions of carboxylic acids such as formate, acetate, benzoate or citrate are particularly preferred.
- Suitable ligands in the manganese complexes which can be used according to the invention are customary substances of both inorganic and organic nature.
- the organic ligands in such complexes include, in addition to carboxylates, in particular compounds with primary, secondary and / or tertiary amine and / or alcohol functions, such as pyridine, pyridazine, pyrimidine, pyrazine, imidazole, pyrazole, triazole, 2,2'-bispyridyl - amine.
- a complex to be used according to the invention contains further, preferably anionic and among these in particular monodentate or bidentate ligands.
- these include, in particular, the halides such as fluoride, chloride, bromide and iodide, and the (NO 2 ) " group.
- a nitro ligand which is attached to the manganese cation via the nitrogen atom is said to be under a (NO 2 ) " group is bound, or a nitrito ligand which is bound to the manganese cation via an oxygen atom.
- the (NO 2 ) " group can also be chelated to form a manganese cation or it can bridge two manganese cations asymmetrically or ⁇ '-O.
- the manganese complexes to be used in the activator system according to the invention can also, as a rule more simple ligands, especially mono- or polyvalent anion ligands, such as nitrate, acetate, trifluoroacetate, formate, carbonate, citrate, perchlorate and complex anions such as hexafluorophosphate, which are intended to balance the charge between the manganese cation and the ligand system
- mono- or polyvalent anion ligands such as nitrate, acetate, trifluoroacetate, formate, carbonate, citrate, perchlorate and complex anions such as hexafluorophosphate, which are intended to balance the charge between the manganese cation and the ligand system
- anionic counterions which are cationic can be present in the manganese complex compounds to be used according to the invention Neutralize the manganese complex.
- anionic counterions include in particular nitrate, hydroxide, hexafluorophosphate, sulfate, chlorate, perchlorate, the halides such as chloride or the anions of carboxylic acids such as formate, acetate, benzoate or citrate.
- the use of the dihydrate of manganese (III) triacetate in the hair colorants according to the invention is very particularly preferred.
- the compounds according to the invention can be used both in soluble form and, if they are cationic compounds, can be fixed on a support.
- Support materials which can be used according to the invention are, for example, zeolites, phyllosilicates or sol / gel systems.
- Zeolites are aluminosilicates made from three-dimensionally cross-linked aluminate and silicate tetrahedral building blocks. All zeolites have a one- or multi-dimensional channel and pore system.
- the preferred carrier materials include the zeolites of the A, K, L, P-L, O, T, X, Y and ⁇ type and mixtures thereof.
- the manganese compounds according to the invention can both be present on the surface of the zeolite and also be located within the pores or enclosed within the pores. The charge balance can also be carried out at least in part by the zeolite.
- Layered silicates which can be used according to the invention are also aluminosilicates, but they do not have the zeolite-typical pore structure. Layered silicates rather form in the suspended state platelet-shaped structures on the surface of which the manganese compounds according to the invention can accumulate. Examples of novel phyllosilicates in addition to bentonite, as usual mixture of montmorillonite and kaolinite, further the product sold under the trade name HT Dehydril ® by the company Henkel product of highly swellable hectorite.
- Sol / gel systems according to the invention are amorphous, glass-like substances which consist of interpenetrating inorganic (silicate) and optionally organic (polymer-analogous gen) networks are established. Sol / gel systems can be synthesized both on the basis of silicon dioxide and on the basis of titanium dioxide.
- the agents according to the invention can also contain one or more coupler components and further developer components.
- Coupler substances are often aromatic or heterocyclic ring systems which have two reactive groups in the meta position.
- M-Phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones and m-aminophenol derivatives are generally used as coupler components.
- Coupler components preferred according to the invention are 1-naphthol, pyrogallol, 1,5-, 2,7- and 1,7-dihydroxynaphthalene, o-aminophenol, 5-amino-2-methylphenol, m-aminophenol, resorcinol, resorcinol monomethyl ether, m- Phenylenediamine, l-phenyl-3-methyl-pyrazo-ion-5, 2,4-dichloro-3-aminophenol, l, 3-bis (2,4-diaminophenoxy) propane, 4-chlororesorcinol, 2-chloro 6-methyl-3-aminophenol, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol, 2,6-dihydroxypyridine, 2,6-diaminopyridine, 2-amino-3-hydroxypyridine, 2,6-dihy- hydroxy-3,4-diaminopyridine, 3-amino-2-
- coupler components are 1-naphthol, 1,5-, 2,7- and 1,7-dihydroxynaphthalene, 5-amino-2-methylphenol, resorcinol, 3-aminophenol, 4-chlororesorcinol. 2-chloro-6-methyl-3-aminophenol, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol and 2,6-dihydroxy-3,4-diaminopyridine.
- developer components preferred according to the invention are o-aminophenol, 2- (2,5-diaminophenoxy) -ethanol, 1-phenyl-3-carboxyamido-4-amino-pyrazolone-5, 2,4- Dihydroxy-5,6-diaminopyrimidine, 2-dimethylamino-4,5,6-triaminopyrimidine, 2-
- the developer and coupler components are usually used in free form.
- substances with amino groups however, it can be preferred to use them in salt form, in particular in the form of the hydrochlorides and sulfates.
- the hair colorants according to the invention preferably contain both the developer components and the coupler components in an amount of 0.005 to 20% by weight, preferably 0.1 to 5% by weight, in each case based on the total oxidation colorant.
- Developer components and coupler components are usually used in approximately equal molar amounts to one another. If the equimolar use has also proven expedient, a certain excess of individual oxidation dye precursors is not disadvantageous, so that developer components and coupler components can preferably be present in the colorant in a molar ratio of 1: 0.5 to 1: 2.
- the total amount of oxidation dye precursors is usually at most 20 wt .-%, based on the total agent.
- the hair colorants according to the invention contain, in addition to the dye precursors, customary direct dyes for further modification of the color shades.
- Direct dyes are usually nitro phenylene diamines, nitroaminophenols, azo dyes, anthraquinones or indophenols.
- Preferred direct dyes are those with the international names or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, Basic Yellown 57, Disperse Orange 3, HC Red 3, HC Red BN, Basic Red 76, HC Blue 2, HC Blue 12, Disperse Blue 3, Basic Blue 99, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9, Basic Brown 16 and Basic Brown 17 known compounds and 4-amino-2-nitrodiphenylamine-2'-carboxylic acid, 6-nitro-1, 2,3,4-tetrahydroquinoxaline, hydroxyethyl-2-nitro-toluidine, picramic acid, 2-Ammo-6-chloro-4-nitrophenol 4-ethylamino-3-nitrobenzoic acid and 2-chloro-6-ethylamino-1-hydroxy-4-nitrobenzene.
- the agents according to the invention in accordance with this embodiment preferably contain the substantive dyes in an amount of 0.01 to 20% by weight, based on the total colorant.
- preparations according to the invention can also contain naturally occurring dyes such as, for example, henna red, henna neutral, henna black, chamomile flowers, sandalwood, black tea, rotten bark, sage, blue wood, madder root, catechu, sedre and alkanna root.
- naturally occurring dyes such as, for example, henna red, henna neutral, henna black, chamomile flowers, sandalwood, black tea, rotten bark, sage, blue wood, madder root, catechu, sedre and alkanna root.
- Further dye components contained in the colorants according to the invention can also be indoles and indolines, and also their physiologically tolerable salts.
- Preferred examples 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.
- Also preferred 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, 6-hydroxyindoline, 6-aminoindoline and 4-aminoindoline.
- the dye precursors or the substantive dyes each represent uniform compounds. Rather, in the hair colorants according to the invention, due to the production processes for the individual dyes, further components may be present in minor amounts, provided that these do not adversely affect the coloring result or must be excluded for other reasons, for example toxicological ones.
- the dyes which can be used in the hair colorants according to the invention reference is also expressly made to the monograph Ch. Zviak, The Science of Hair Care, chapter 7 (pages 248-250; direct dyes) and chapter 8, pages 264-267; Oxidation dye precursors), published as Volume 7 of the "Dermatology" series (Ed .: Ch. Culnan and H.
- compositions additionally contain an oil of cuckoo flower (INCI name: Meadowfoam Seed Oil).
- the dye precursors are incorporated into a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
- a suitable aqueous, alcoholic or aqueous-alcoholic carrier for the purpose of hair coloring, such carriers are e.g. Creams, emulsions, gels or also surfactant-containing foaming solutions, e.g. Shampoos, aerosols or other preparations that are suitable for use on the hair.
- aqueous-alcoholic solutions include aqueous solutions containing 3 to 70% by weight of a C 1 -C 4 -alcohol, in particular ethanol or isopropanol. to understand.
- the colorants according to the invention can furthermore contain all active substances, additives and auxiliaries known in such preparations.
- the colorants contain at least one surfactant, and in principle both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants are suitable.
- anionic surfactants can be very particularly preferred.
- Suitable anionic surfactants in the colorants according to the invention are all anionic surface-active substances suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. B. a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group with about 10 to 22 carbon atoms.
- anionic group such as. B. a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group with about 10 to 22 carbon atoms.
- glycol or polyglycol ether groups, ether, amide and hydroxyl groups and generally also ester groups can be contained in the molecule.
- suitable anionic surfactants are, in each case in the form of the sodium, potassium and ammonium as well as the mono-, di- and trialkanolammonium salts with 2 or 3 carbon atoms in the alkanol group,
- Esters of tartaric acid and citric acid with alcohols the addition products of about 2-15 molecules of ethylene oxide and or propylene oxide to fatty alcohols with 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 z as a hydrophilic group.
- Such connections are, for example
- Zwitterionic surfactants are surface-active compounds that contain 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 the cocoalkyl dimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example the cocoacylammopropyl dimethylammonium glycinate, and 2-alkyl-3-carboxymemyl-3-hydroxyemylimidazolines each with 8 to 18 C atoms in the alkyl or acyl group and the cocoacyl-aminoethyl-hydroxyethylcarboxymethylglycinate.
- a preferred zwitterionic surfactant is the fatty acid amide derivative known under the CT
- Ampholytic surfactants are surface-active compounds which, in addition to a C 8 to C lg alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and are capable of forming internal salts are.
- ampholytic surfactants are N-alkylglycine, N-alkylpropionic acid, N-alkylaminobutyric acid, N-alkylimino dipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, 2-alkylaminopropionic acid and alkylaminoacetic acid each with about 8 to 18 carbon atoms in the alkyl group.
- Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C 12 -C 8 -acyl sarcosine.
- Examples of the cationic surfactants which can be used in the hair treatment compositions according to the invention are, in particular, quaternary ammonium compounds.
- Ammonium halides such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, for.
- the quaternized protein hydrolyzates are further cationic surfactants which can be used according to the invention.
- 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, which is also known as amodimethicone), SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® -Quat 3270 and 3272 (manufacturer: Th. Goldschmidt; diquaternary polydimethylsiloxanes, Quaternium-80 ).
- alkylamidoamines especially fatty acid amidoamines such as the stearylamidopropyldimethylamine available under the name Tego Amid ® S 18, are notable for their good biodegradability.
- esterquats such as those sold under the trademark Stepantex ® methyl hydroxyalkyl dialkoyloxyalkyl ammonium methosulfates and the products sold under the trade name Dehyquart ®.
- a suitable cationic surfactant quaternary sugar derivative is the commercial product Glucquat ® 100, according to CTFA nomenclature a "lauryl methyl Gluceth-10 Hydroxypropyl Dimonium Chloride”.
- the compounds with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to use native vegetable or animal raw materials in the production of these substances, so that mixtures of substances with different alkyl chain lengths depending on the respective raw material are obtained.
- both products with a "normal” homolog distribution and those with a narrowed homolog distribution can be used.
- “Normal” homolog distribution is understood to mean mixtures of homologues which are obtained as catalysts when converting fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates. Narrowing homolog distributions will be on the other hand obtained when, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alcoholates are used as catalysts. The use of products with a narrow homolog distribution can be preferred.
- the surfactants in the agents according to the invention are usually present in amounts of in total from 0.5 to 30 wt.
- the hair treatment compositions according to the invention can preferably also contain a conditioning active ingredient selected from the group formed by cationic surfactants, cationic polymers, alkylamidoamines, paraffin oils, synthetic oligomeric alkenes, vegetable oils and synthetic oils.
- a conditioning active ingredient selected from the group formed by cationic surfactants, cationic polymers, alkylamidoamines, paraffin oils, synthetic oligomeric alkenes, vegetable oils and synthetic oils.
- Cationic polymers can be preferred as conditioning agents. These are usually polymers that 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.
- the compounds Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives.
- polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid are preferred.
- Copolymers of vinyl pyrrolidone with quaternized derivatives of dialkylamino acrylate and methacrylate such as, for example, vinyl pyrrolidone-dimethylaminomethacrylate copolymers quaternized with diethyl sulfate.
- vinyl pyrrolidone-dimethylaminomethacrylate copolymers quaternized with diethyl sulfate are commercially available under the names Gafquat ® 734 and Gafquat ® 755.
- Vinylpyrrolidone methoimidazolinium chloride copolymers such as those sold under the name Luviquat ®, quaternized polyvinyl alcohol and under the designations Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and
- Polyquaternium 27 known polymers with quaternary nitrogen atoms in the main polymer chain.
- Cationic polymers of the first four groups are particularly preferred.
- Silicone oils in particular dialkyl- and alkylarylsiloxanes, such as, for example, dimethylpolysiloxane and methylphenylpolysiloxane, are also suitable as conditioning agents. and their alkoxylated and quaternized analogs.
- silicones examples include the products sold by Dow Corning under the names DC 190, DC 200, DC 344, DC 345 and DC 1401 as well as the commercial products Q2-7224 (manufacturer: Dow Corning; a stabilized trimethylsilylamodimethicone), Dow Corning® 929 emulsion (containing a hydroxylamino-modified silicone, which is also referred to as amodimethicone), SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® -Quat 3270 and 3272 (manufacturer: Th. Goldschmidt ; diquaternary polydimethylsiloxanes. Quaternium-80).
- Paraffin oils and vegetable oils such as jojoba oil, sunflower oil, orange oil, almond oil, wheat germ oil and peach seed oil can also be used as conditioning agents.
- hair-conditioning compounds are phospholipids, for example soy lecithin, egg lecithin and cephalins.
- the colorants according to the invention preferably also contain a fatty substance.
- Preferred fatty substances are linear and branched, saturated and unsaturated fatty alcohols or natural fatty alcohol mixtures with 8 to 22 carbon atoms in the alkyl chain such as, for example, decanol, octanol, octenol, dodecenol, decenol, octadienol, dodecadienol, decadienol, oleyl alcohol, erucalcohol, ricinol alcohol, isearyl alcohol, stearyl alcohol Palmityl alcohol, lauryl alcohol, myristyl alcohol, arachidyl alcohol, capryl alcohol, caprine alcohol, linoleyl alcohol, linolenyl alcohol and behenyl alcohol, as well as their Guerbet alcohols and fatty alcohol cuts, which are reduced by naturally occurring triglycerides such as beef tallow, palm oil, palm oil, soybean
- Monoesters of fatty acids with alcohols with 6 to 24 carbon atoms and triglycerides of natural origin can also be used as fatty substances.
- nonionic polymers such as, for example, vinylpyrrolidone / vinyl acrylate copolymers, polyvinylpyrrolidone and vinylpyrrolidone, vinyl acetate copolymers and polysiloxanes
- zwitterionic and amphoteric polymers such as, for example, acrylamidopropyltrimethylammonium chloride, acrylate copolymers and octyl acrylate copolymers / lat tert-butylaminoethyl methacrylate / 2-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 acrylate copolymers,
- Antidandruff agents such as piroctone olamine, zinc omadine and climbazole, animal and vegetable protein hydrolyzates, in particular elastin, collagen, keratin, milk protein, soy protein, almond protein and wheat protein hydrolyzates, as well as their fatty acid condensation products and quaternized derivatives, such as vitamins and vitamin precursors Panthenol, its derivatives and biotin, plant and honey extracts, such as in particular extracts from oak bark, nettle, witch hazel, hops, chamomile, burdock root, horsetail, linden flowers, almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi, melon , Orange, grapefruit, sage, rosemary, birch, cuckoo flower, quendel, yarrow, heels, meristem, ginseng and ginger root,
- animal and vegetable protein hydrolyzates in particular elastin, collagen, keratin, milk protein, soy protein, almond protein
- active ingredients such as ceramides, allantoin, pyrrolidone carboxylic acids and bisabolol, light stabilizers, defoamers such as silicones,
- Thickeners such as agar agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum, locust bean gum, linseed gums, dextrans, cellulose derivatives, e.g. As methyl cellulose, hydroxyalkyl cellulose and carboxy methyl cellulose, starch fractions and derivatives such as amylose, amylopectin and dextrins, clays such as. B. bentonite or fully synthetic hydrocolloids such as e.g. Polyvinyl alcohol,
- Structurants such as glucose, maleic acid and lactic acid, perfume oils, dimethyl isosorbide and cyclodextrins,
- Solubilizers such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerin and diethylene glycol, Alkalizing agents such as ammonia, monoethanolamine, 2-amino-2-methylpropanol and 2-amino-2-methyl-propanediol-1, 3 further substances for adjusting the pH,
- Swelling and penetration substances such as glycerol, propylene glycol monoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary
- Consistency enhancers such as sugar esters, polyol esters or polyol alkyl ethers,
- Structurants such as maleic acid, mono-, di- and oligosaccharides
- Fats and waxes such as walrus, beeswax, montan wax and paraffins,
- Opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers
- Pearlescent agents such as ethylene glycol mono- and distearate and PEG-3 distearate,
- Blowing agents such as propane-butane mixtures, N 2 O, dimethyl ether, CO 2 , N 2 and air
- the oxidative development of the coloring can only take place with atmospheric oxygen.
- a chemical oxidizing agent especially if, in addition to the coloring, a lightening effect on human hair is desired.
- Particularly suitable oxidizing agents are hydrogen peroxide or its adducts with urea, melamine or sodium borate. It is also possible to carry out the oxidation with the aid of enzymes.
- the enzymes can be used both to produce oxidizing per compounds and to enhance the effect of a small amount of oxidizing agents present.
- An example of an enzymatic process is the procedure, the effect of small amounts (e.g. 1 % and less, based on the total agent) to amplify hydrogen peroxide by peroxidases.
- the manganese compounds can be made up both in a common preparation with the dye precursors and separately.
- the separately prepared manganese compounds in particular if they are applied to a carrier, are dissolved or suspended in a suitable solvent, for example in water, ethanol or acetone, and immediately before dyeing the hair with the preparation , containing the dye precursors, mixed.
- a suitable solvent for example in water, ethanol or acetone
- the resulting ready-to-use hair color preparation should preferably have a pH in the range from 6 to 10. A pH of 6.5 to 8 is particularly preferred.
- the application temperatures can be in a range between 15 and 40 ° C. After an exposure time of approx. 30 minutes, the hair dye is removed from the hair to be colored by rinsing. Washing with a shampoo is not necessary if a carrier containing high tensides, e.g. a coloring shampoo was used.
- an oxidation component can be applied after the application preparation has taken effect for 20 to 30 minutes, if appropriate after an intermediate rinse. After a further exposure time of 10 to 20 minutes, rinsing is then carried out and, if desired, re-shampooing.
- a second object of the present invention is the use of the above-mentioned agents for coloring keratin fibers.
- a strand of hair was immersed in the solution for one minute and then left in the air for 30 minutes before it was dried with a hair dryer.
- the streak had an intense red color, which does not deviate from a color obtained with a preparation containing 1-3% by weight of hydrogen peroxide.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Inorganic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Cosmetics (AREA)
- Coloring (AREA)
- Luminescent Compositions (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT99963525T ATE271372T1 (de) | 1998-12-23 | 1999-12-14 | Färbemittel mit mangankationen |
EP99963525A EP1139987B1 (de) | 1998-12-23 | 1999-12-14 | Färbemittel mit mangankationen |
AU19787/00A AU1978700A (en) | 1998-12-23 | 1999-12-14 | Coloring agents comprising manganese cations |
DE59910027T DE59910027D1 (de) | 1998-12-23 | 1999-12-14 | Färbemittel mit mangankationen |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19859682.0 | 1998-12-23 | ||
DE19859682A DE19859682A1 (de) | 1998-12-23 | 1998-12-23 | Färbemittel mit Mangankationen |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2000038624A2 true WO2000038624A2 (de) | 2000-07-06 |
WO2000038624A3 WO2000038624A3 (de) | 2000-08-10 |
Family
ID=7892401
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1999/009902 WO2000038624A2 (de) | 1998-12-23 | 1999-12-14 | Färbemittel mit mangankationen |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP1139987B1 (de) |
AT (1) | ATE271372T1 (de) |
AU (1) | AU1978700A (de) |
DE (2) | DE19859682A1 (de) |
WO (1) | WO2000038624A2 (de) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2817469B1 (fr) * | 2000-12-04 | 2003-04-18 | Oreal | Composition de coloration, procede d'obtention et utilisation pour la coloration de fibres keratiniques |
ATE343368T1 (de) * | 2001-01-04 | 2006-11-15 | Kpss Kao Gmbh | Haarfärbemittel und verfahren zum färben von menschlichen haaren |
DE10100863A1 (de) * | 2001-01-11 | 2002-08-14 | Goldwell Gmbh | Haarfärbemittel und Verfahren zum Färben von menschlichen Haaren |
DE10100907A1 (de) * | 2001-01-11 | 2002-07-25 | Goldwell Gmbh | Haarfärbemittel und Verfahren zum Färben von menschlichen Haaren |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4776856A (en) * | 1985-08-24 | 1988-10-11 | Goldwell Gmbh Chemische Fabrik H. E. Dotter | Process and means for oxidized dyeing of hair using a manganese dioxide catalyst |
EP0697210A1 (de) * | 1994-07-22 | 1996-02-21 | L'oreal | Verwendung eines Mangan, Zinc und/oder Kobaltsalzes in einem zweistufigen Färbeverfahren mit einer Indol-/Indolinverbindung |
EP0749748A1 (de) * | 1995-06-21 | 1996-12-27 | L'oreal | Haarfärbemittel enthaltend ein ortho-Diaminopyrazol und eines Mangansalz und Färbeverfahren mit denselben Mittel |
EP0850635A1 (de) * | 1996-12-23 | 1998-07-01 | L'oreal | Oxidationsfärbungsverfahren in zwei Stufen von keratinischen Fasern mit einem Mangansalz oder einem Komplex von Mangan und ein 1-Naphtol, substituiert in Lage 4 und eine Färbeset |
-
1998
- 1998-12-23 DE DE19859682A patent/DE19859682A1/de not_active Withdrawn
-
1999
- 1999-12-14 EP EP99963525A patent/EP1139987B1/de not_active Expired - Lifetime
- 1999-12-14 DE DE59910027T patent/DE59910027D1/de not_active Expired - Fee Related
- 1999-12-14 WO PCT/EP1999/009902 patent/WO2000038624A2/de active IP Right Grant
- 1999-12-14 AU AU19787/00A patent/AU1978700A/en not_active Abandoned
- 1999-12-14 AT AT99963525T patent/ATE271372T1/de not_active IP Right Cessation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4776856A (en) * | 1985-08-24 | 1988-10-11 | Goldwell Gmbh Chemische Fabrik H. E. Dotter | Process and means for oxidized dyeing of hair using a manganese dioxide catalyst |
EP0697210A1 (de) * | 1994-07-22 | 1996-02-21 | L'oreal | Verwendung eines Mangan, Zinc und/oder Kobaltsalzes in einem zweistufigen Färbeverfahren mit einer Indol-/Indolinverbindung |
EP0749748A1 (de) * | 1995-06-21 | 1996-12-27 | L'oreal | Haarfärbemittel enthaltend ein ortho-Diaminopyrazol und eines Mangansalz und Färbeverfahren mit denselben Mittel |
EP0850635A1 (de) * | 1996-12-23 | 1998-07-01 | L'oreal | Oxidationsfärbungsverfahren in zwei Stufen von keratinischen Fasern mit einem Mangansalz oder einem Komplex von Mangan und ein 1-Naphtol, substituiert in Lage 4 und eine Färbeset |
Also Published As
Publication number | Publication date |
---|---|
AU1978700A (en) | 2000-07-31 |
ATE271372T1 (de) | 2004-08-15 |
EP1139987B1 (de) | 2004-07-21 |
WO2000038624A3 (de) | 2000-08-10 |
DE59910027D1 (de) | 2004-08-26 |
DE19859682A1 (de) | 2000-06-29 |
EP1139987A2 (de) | 2001-10-10 |
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