EP1807100A1 - Agents de blanchiment doux presentant un pouvoir de blanchiment augmente - Google Patents

Agents de blanchiment doux presentant un pouvoir de blanchiment augmente

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Publication number
EP1807100A1
EP1807100A1 EP05760726A EP05760726A EP1807100A1 EP 1807100 A1 EP1807100 A1 EP 1807100A1 EP 05760726 A EP05760726 A EP 05760726A EP 05760726 A EP05760726 A EP 05760726A EP 1807100 A1 EP1807100 A1 EP 1807100A1
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EP
European Patent Office
Prior art keywords
group
acid
composition according
compound
agent
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Application number
EP05760726A
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German (de)
English (en)
Inventor
Elisabeth Poppe
Horst Höffkes
Claudia Brockmann
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Publication of EP1807100A1 publication Critical patent/EP1807100A1/fr
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Classifications

    • 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
    • A61Q5/08—Preparations for bleaching the hair
    • 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
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles

Definitions

  • the present invention relates to bleaching agents for fibers containing keratin, which in addition to at least one oxidizing agent additionally contain imidazole or special derivatives thereof as bleach enhancers, the use of imidazole or special derivatives thereof to increase the whitening performance of bleaching agents for keratin-containing fibers and the use of imidazole or special derivatives thereof to reduce the destructuring of keratin-containing fibers by oxidative processes, and a method for lightening keratin-containing fibers with the bleaching agents according to the invention.
  • oxidation dyes are used for permanent, intensive dyeings with appropriate fastness properties.
  • Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components.
  • the developer components form the actual dyes under the influence of oxidizing agents with one another or under coupling with one or more coupler components.
  • the oxidation coloring agents are characterized by excellent, long-lasting coloring results.
  • bleaching processes are often used.
  • the oxidizing agents contained in the bleaching agents have an oxidative effect on the natural hair dye melanin and, if applicable, on synthetic dyes in the fiber and thereby cause a lightening of the Hair color.
  • the basics of the bleaching and oxidative dyeing processes are known to the person skilled in the art and in relevant monographs, for example by K. Schrader, Basics and Recipes of Cosmetics, 2nd Edition, 1989, Dr. Alfred Wilsonhig Verlag, Heidelberg, or W. Umbach (ed.), Kosmetik, 2nd edition, 1995, Georg Thieme Verlag, Stuttgart, New York, described in summary.
  • the conventional ready-to-use bleaches for keratin-containing fibers mostly contain peroxodisulfate compounds to increase the whitening power and, when used on the fiber, have a pH of greater than pH 9.
  • the whitening power is optimal at this basic pH.
  • damage to the keratin-containing fiber occurs through destructuring of the fiber structure and, on the other hand, skin irritation when used on the subject.
  • Lowering the pH value is associated with less hair damage and skin irritation, but also inevitably with a reduction in the whitening power.
  • JP-A-04 279514 relates to hair bleaches which have a mild effect on the keratin-containing fiber and the skin at a pH of 5 to 8. These bleaches contain hydrogen peroxide, persulfate and hydrogen carbonate. However, the whitening performance of these bleaches does not meet the requirements for a high-performance bleach.
  • the object of the present invention is therefore to improve the whitening performance of bleaching agents for keratin-containing fibers in order to provide more powerful bleaching agents with increased compatibility for the keratin-containing fibers. It has now surprisingly been found that the brightening performance of bleaching agents for fibers containing keratin, in particular in the pH range from 2.5 to 12.0, can be increased by the addition of imidazole or special derivatives thereof and, moreover, the fiber structure of the fibers containing keratin is less destructured during the lightening process becomes.
  • keratin fibers are understood to mean furs, wool, feathers and in particular human hair.
  • a first object of the present invention is therefore the use of
  • R 1 represents a hydrogen atom, an optionally substituted aryl group or a (CrC 6 ) alkyl group,
  • R 2 represents a hydrogen atom, a carboxaldehyde group, a (-C 6 ) alkyl group or a nitro group,
  • R 3 represents a hydrogen atom, a carboxy (CC 6 ) alkyl group, an amino (C 1 -C 6 ) alkyl group, a carboxyl group, a carboxaldehyde group, a (CrC 6 ) alkyl group, a nitro group, a 2nd Amino-3-hydroxypropyl group or a group -CH 2 -CH (NH 2 ) -COOH,
  • R 4 represents a hydrogen atom, a carboxaldehyde group or a carboxyl group
  • the imidazole compounds of the formula I are used in particular at pH values in the range from pH 2.5 to 12.0, particularly preferably in the range from pH 4.5 to 10.0, to increase the whitening performance of bleaching agents.
  • the imidazole compounds according to formula I are preferably selected from a group which is formed from histamine, D-histidine, L-histidine, DL-histidine, D-histidinol, L-histidinol, DL-histidinol, imidazole, imidazole-4-acetic acid , imidazole-4-carboxylic acid, imidazole-4,5-dicarboxylic acid, imidazole-2-carboxaldehyde, imidazole-4-carboxaldehyde, imidazole-5-carboxaldehyde, 2-nitroimidazole, 4-nitroimidazole, 4-methylimidazole-5-carboxaldehyde, N -Methylimidazole-2-carboxaldehyde, 4-methylimidazole, 2-methylimidazole, N-methylimidazole, N- (4-aminophenyl) imidazole, and the physiologically acceptable salts of
  • the invention also relates to the use of imidazole compounds of the formula I and / or their physiologically tolerable salts,
  • R 1 , R 2 , R 3 and R 4 are as defined above,
  • the oxidative treatment of the fiber can be carried out as part of an oxidative dyeing, but in particular as part of an oxidative lightening (bleaching) and in the oxidative fixing step during permanent deformation of keratin-containing fibers.
  • the imidazole compounds of the first subject are preferred.
  • a third object of the present invention are agents for lightening keratin-containing fibers containing a combination of
  • R 1 , R 2 , R 3 and R 4 are as defined above.
  • the bleaching agents according to the invention contain at least one oxidizing agent as the first important component.
  • Hydrogen peroxide is preferably used as the oxidizing agent according to the invention.
  • the hydrogen peroxide is used as a solution or in the form of a solid addition compound of hydrogen peroxide onto inorganic or organic compounds, such as sodium perborate, sodium percarbonate,
  • the bleaching agents of this invention each contain at least one imidazole compound of the formula I, preferably in an amount of 0.1 to 10.0% by weight, particularly preferably in an amount of 0.5 to 5.0% by weight based on the weight of the bleach.
  • the preferred imidazole compounds of the first subject are preferred.
  • the agents according to the invention are preferably free from oxidation dye precursors of the developer or coupler type.
  • at least one optionally hydrated SiO 2 compound is added to the agent according to the invention.
  • small amounts of the optionally hydrated SiO 2 compounds further increase the whitening power, it may be preferred according to the invention to use the optionally hydrated SiO 2 compounds in amounts of 0.05% by weight to 15% by weight, particularly preferably in amounts from 0.15% by weight to 10% by weight and very particularly preferably in amounts of 0.2% by weight to 5% by weight, in each case based on the total composition according to the invention.
  • the quantities given in each case reflect the content of the SiO 2 compounds (without their water content) in the compositions.
  • the present invention is in principle not subject to any restrictions.
  • Silicic acids, their oligomers and polymers and their salts are preferred.
  • Preferred salts are the alkali salts, especially the potassium and sodium salts.
  • the sodium salts are very particularly preferred.
  • the optionally hydrated SiO 2 compounds can be in various forms.
  • the SiO 2 compounds are preferably used in the form of silica gels (silica gel) or particularly preferably as water glass. Some of these SiO 2 compounds can be present in aqueous solution.
  • water glasses which are formed from a silicate of the formula (SiO 2 ) n (Na 2 O) m (K 2 O) p , where n stands for a positive rational number and m and p independently of one another positive rational number or for 0, with the provisos that at least one of the parameters m or p is different from 0 and the ratio between n and the sum of m and p is between 1: 4 and 4: 1.
  • the water glasses can also contain small amounts of other additives, such as phosphates or magnesium salts.
  • Water glasses which are particularly preferred according to the invention are, inter alia, from Henkel under the names Ferrosil ® 119, sodium water glass 40/42, Portil ® A, Portil ® AW and Portil ® W and sold by Akzo under the name Britesil ® C20.
  • the bleaching effect of hydrogen peroxide can also be further increased by peroxo compounds. These are usually those peroxo compounds that do not represent addition products of hydrogen peroxide with other components.
  • peroxo compounds are usually those peroxo compounds that do not represent addition products of hydrogen peroxide with other components.
  • the selection of the peroxo compounds potentially contained in the agents according to the invention is in principle not subject to any restrictions; Typical peroxo compounds known to the person skilled in the art are, for example, ammonium peroxydisulfate, potassium peroxydisulfate, sodium peroxydisulfate,
  • Ammonium persulfate, potassium persulfate, sodium persulfate, potassium peroxide phosphate and peroxides such as magnesium and barium peroxide.
  • the inorganic compounds are preferred according to the invention.
  • the peroxydisulfates, in particular ammonium peroxydisulfate, are particularly preferred.
  • the bleaching agents according to the invention preferably contain the peroxo compounds in amounts of 1-40% by weight, in particular in amounts of 2-30% by weight.
  • the pH of the agents according to the invention is preferably in a pH range from pH 2.5 to 12.0, particularly preferably from pH 4.5 to 10.0.
  • the bleaching agents according to the invention contain at least one alkalizing agent.
  • the usual alkalizing agents known to the person skilled in the art for bleaching agents such as ammonium, alkali metal and alkaline earth metal hydroxides, carbonates, bicarbonates, hydroxycarbonates and carbamides, and alkali metal phosphates can be used.
  • the alkalizing agent is preferably contained in component A.
  • the bleaching agents according to the invention contain at least one alkalizing agent, selected from ammonium, alkali metal and alkaline earth metal carbonates, bicarbonates and carbamides.
  • the pH of the bleaching agent is preferably in a range from pH 7.5 to 12.0, particularly preferably in a range from pH 7.5 to 9.5, very particularly preferably in a range from 7.9 to 8.5.
  • the addition of the selected Alkalizing agent of this embodiment has a further reinforcing effect on the degree of lightening of the keratin-containing fiber.
  • the bleaching agents according to the invention preferably contain the alkalizing agents in amounts of 0.2 to 25% by weight, in particular 0.5 to 10% by weight.
  • the agents according to the invention can preferably contain at least one organic compound with a carboxyl group, preferably selected from acetic acid, lactic acid, tartaric acid, citric acid, salicylic acid and orthophthalic acid.
  • the bleaching agents according to the invention additionally contain other structure-improving active ingredients.
  • active ingredients which improve the hair structure are vitamins and their derivatives or precursors.
  • Panthenol and its physiologically tolerable derivatives are particularly preferred according to the invention.
  • Such derivatives are in particular the esters and ethers of panthenol and cationically derivatized panthenols.
  • Individual representatives are, for example, panthenol triacetate, panthenol monoethyl ether and its monoacetate and the cationic panthenol derivatives disclosed in WO 92/13829 A1.
  • a preferred panthenol derivative according to the invention is its precursor pantolactone. Panthenol is preferred within this group.
  • Another example of a structure-improving vitamin is pyridoxine (vitamin B6).
  • PVP polyvinylpyrrolidone
  • structure-improving compounds which are particularly effective according to the invention are the aldehydes.
  • Particularly preferred examples are formaldehyde and compounds which release formaldehyde, such as, for example, methoxymethyl ester, dimethylol (thio) urea derivatives, oxazolidine derivatives, N-hydroxymethylmaleimide, hexamethylenetetramine and its derivatives, hydantoin derivatives, pyridinium-substituted compounds Dimethyl ether, imidazolidinyl urea derivatives, isothiazolinones, 2-bromo-2-nitropropanediol and 5-bromo-5-nitro-1, 3-dioxane.
  • Further particularly preferred aldehydes are acetaldehyde, glyoxal, glyceraldehyde and glutardialdehyde.
  • Another suitable group of structure-improving active ingredients are plant extracts.
  • extracts are usually produced by extracting the entire plant. In individual cases, however, it may also be preferred to produce the extracts exclusively from flowers and / or leaves of the plant.
  • the 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 are particularly preferred , Cuckoo flower, quendel, yarrow, hake, meristem, green tea, ginseng and ginger root.
  • the extracts from almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi, melon and green tea are particularly suitable for the agents according to the invention.
  • Water, alcohols and mixtures thereof can be used as extractants for the production of the plant extracts mentioned.
  • the alcohols lower alcohols such as ethanol and isopropanol, but in particular polyhydric alcohols such as ethylene glycol and propylene glycol, are preferred, both as the sole extracting agent and in a mixture with water.
  • Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
  • the plant extracts can be used both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80% by weight of active substance and, as a solvent, the extractant or extractant mixture used in their extraction.
  • mixtures of several, in particular two, different plant extracts in the agents according to the invention may be preferred.
  • Honey extracts are also preferred according to the invention as structure-improving active ingredients. These extracts are obtained in an analogous manner to the plant extracts and usually contain 1-10% by weight, in particular 3-5% by weight, of active substance. Water / propylene glycol mixtures can also be preferred extraction agents here.
  • protein hydrolyzates in particular elastin, collagen, keratin, milk protein, soy protein, almond protein and wheat protein hydrolyzates, their condensation products with fatty acids and quaternized protein hydrolyzates.
  • Highly degraded keratin hydrolysates are particularly preferred having molecular weights in the range of 400 to 800.
  • quaternized protein hydrolyzates such as for example, under the trade designations Gluadin ® WQ (INCI name: Laurdimonium Hydroxypropyl Hydrolyzed Wheat Protein) and Crotein ® Q (INCI name: Hydroxypropyltrimonium Hydrolyzed collagen) are sold, particularly preferred according to the invention.
  • quaternary polymers are also preferred structure-improving compounds according to the invention .
  • Onamer ® M the polymers (Polyquaternium-2 Name INCI) under the trade names Mirapol ® A15 are preferred (INCI name: Polyquaternium-1) and Merquat ® 100 (INCI name: Polyquaternium-6) Polymer JR 400 (INCI name: Polyquaternium-10) are sold.
  • Active ingredients that improve fiber structure are also mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose, sucrose and lactose. Furthermore, derivatives of these pentoses, hexoses and heptoses, such as the corresponding on- and uronic acids (sugar acids), sugar alcohols, sugar amines, such as N-glucosamine, and glycosides, as well as pentoses, hexoses and heptoses etherified with C 4 -C 30 fatty alcohols , are used according to the invention.
  • the sugar acids can be used in free form, in the form of their salts, calcium, magnesium and zinc salts are preferred, and in the form of their esters or lactones.
  • Preferred sugar acids are gluconic acid, gluconic acid- ⁇ -lactone, lactobionic acid, glucuronic acid and its mono- or dilactones, pangamic acid, sugar acid, mannosugaric acid and its mono- or dilactones, and also mucic acid and its mono- or dilactones.
  • Preferred sugar alcohols are sorbitol, mannitol and dulcitol.
  • Preferred glycosides are the methyl glucosides. From this group, glucose, N-glucosamine and gluconic acid are particularly preferred.
  • Certain amino acids can also be used in the context of the present invention as active ingredients which improve the hair structure.
  • Examples are the amino acids serine, threonine and tyrosine described in DE-195 22 569, to which express reference is made here.
  • Derivatives of serine, such as, for example, serine phosphate, are also preferred according to the invention.
  • Another structure-improving amino acid is lysine.
  • Serine is a particularly preferred fiber structure-improving agent.
  • Certain acids in particular ⁇ -hydroxycarboxylic acids, and their salts can also be used to improve the structure.
  • Structure-improving acids preferred according to the invention are lactic acid, malic acid, tartaric acid, glyceric acid and maleic acid. Lactic acid and glyceric acid are particularly preferred.
  • Special phosphonic acids and their salts also improve the structure of keratin fibers.
  • Phosphonic acids preferred according to the invention are n-octylphosphonic acid and n-decylphosphonic acid.
  • Lipid-soluble ester alcohols or ester polyols are also known for their structure-improving effect. They are considered to be lipid-soluble when 5% by weight of these products clearly dissolve in cetyl alcohol at 80 ° C.
  • the ester alcohols or ester polyols suitable according to the invention can be obtained by reacting an epoxy fatty acid ester with water or monohydric or polyhydric alcohols having 1-10 carbon atoms with opening of the epoxy ring and formation of a vicinal dihydroxyethyl or hydroxyalkoxyethyl group.
  • the epoxy fatty acid ester can also be an epoxidation product from a technical fatty acid ester with proportions of saturated fatty acids.
  • the epoxy oxygen content should be at least 3% by weight, preferably 5-10% by weight.
  • the epoxy fatty acid esters are either epoxidized fatty acid esters of monohydric alcohols, e.g. epoxidized oleic acid methyl ester, linoleic acid methyl ester, ricinoleic acid methyl ester or epoxidized fatty acid esters of polyhydric alcohols, e.g. Glycerol monooleate or propylene glycol monooleate or epoxidized
  • Fatty acid triglycerides e.g. oleic acid triglyceride or unsaturated oils such as e.g. Olive oil, soybean oil, sunflower oil, linseed oil, rape oil.
  • unsaturated fatty acid methyl ester epoxides from unsaturated vegetable fatty acids are particularly interesting.
  • the reaction product of a vegetable oil fatty acid methyl ester epoxidate with a polyol having 2-6 carbon atoms and 2-6 hydroxyl groups is particularly preferred as the ester polyol.
  • polyols e.g. Ethylene glycol, 1, 2-propylene glycol, 1, 3-propylene glycol, butanediol, pentanediol, hexanediol, glycerol, trimethylolpropane, pentaerythritol, sorbitol or diglycerol can be included.
  • Vitamin H can also be used as a structure-improving active ingredient in the sense of the present invention.
  • Vitamin H is the compound (3aS, 4S, 6aR) -2-oxohexa- hydrothienol [3,4-d] imidazole-4-valeric acid, but for which the trivial name biotin has now become established.
  • particularly preferred structure-improving agents are selected from PanthenöC physiologically 'polyols acceptable Pa itf ⁇ enol derivatives, mono-, di- and oligosaccharides, serine, lactic acid, glyceric acid, niacinamide, vitamin B6, polyvinylpyrrolidone, glucose, gluconic acid, biotin and the lipid-soluble Esteralkoholen or ester ,
  • the agents according to the invention preferably contain the structure-improving active ingredients in amounts of 0.1 to 5% by weight, particularly preferably in amounts of 0.2 to 2% by weight.
  • the agents further contain a magnesium compound.
  • the agents according to the invention can be further optimized with regard to their structure-preserving properties by adding the Mg 2+ cations.
  • Preferred magnesium compounds are inorganic and organic Mg 2+ salts, such as, for example, the halides, the carbonates and hydrogen carbonates, the acetate and the citrate.
  • the agents according to the invention can furthermore contain all active substances, additives and auxiliaries known for such preparations.
  • the bleaching agents contain at least one surfactant, both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants being suitable in principle. In many cases, however, it has proven to be advantageous to select the surfactants from anionic, zwitterionic or nonionic surfactants.
  • Suitable anionic surfactants in preparations according to the invention are all anionic surface-active agents suitable for use on the human body Substances. 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, ester, ether and amide groups and hydroxyl groups can be contained in the molecule.
  • Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids with 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule, and 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.
  • Zwitterionic surfactants are those surface-active compounds that carry at least one quaternary ammonium group and at least one -COO (" > - or -SO ⁇ '- group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as N-alkyl-N, N-dimethylammonium glycinate, for example the coconut alkyl dimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example the coconut acylaminopropyl dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines each with 8 to 18 C.
  • a preferred zwitterionic " surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants are surface-active compounds which, apart from a C 8 . ⁇ 8 alkyl or acyl group in the molecule at least one free amino group and at least one -COOH or -SO 3 H group and the formation of internal salts are capable .
  • suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkylitinodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each with about 8 to 18 C Atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci 2 - ⁇ -acylsarcos
  • Nonionic surfactants contain z as a hydrophilic group.
  • B a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether group.
  • Such connections are, for example
  • Examples of the cationic surfactants which can be used in the bleaching agents according to the invention are, in particular, quaternary ammonium compounds.
  • Ammonium halides such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, e.g. B. cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride.
  • 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 referred to as amodimethicone), SM-2059 (Manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® - Quat 3270 and 3272 (manufacturer: Th. Goldschmidt; diquaternary polydimethylsiloxanes, Quatemium-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 with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to start from natural vegetable or animal raw materials in the production of these substances, so that substance mixtures 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 homologs which are obtained as catalysts from the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates.
  • narrow homolog distributions are obtained if, 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 bleaching agents 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, vegetable oils and synthetic oils.
  • Cationic polymers can be preferred as conditioning agents. These are usually polymers that have a quaternary nitrogen atom, for example in the form of a
  • 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.
  • Merquat ® 100 poly (dimethyldiallylammonium chloride)
  • Merquat ® 550 dimethyldiallylammonium chloride-acrylamide copolymer
  • Merquat ® 280 Dimethyldiallylammonium chloride-acrylic acid copolymer commercially available are examples of such cationic polymers.
  • Such compounds are among the names Commercially available Gafquat ® 734 and Gafquat ® 755.
  • Vinylpyrrolidone-methoimidazolinium chloride copolymers such as those offered under the name Luviquat ® , quaternized polyvinyl alcohol and the polymers known under the names Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27 with nitrogen atoms in the polymer backbone.
  • Cationic polymers of the first four groups are particularly preferred; polyquaternium-2, polyquaternium-10 and polyquaternium-22 are very particularly preferred.
  • conditioning agents are silicone oils, in particular dialkyl and alkylarylsiloxanes, such as, for example, dimethylpolysiloxane and methylphenylpolysiloxane, 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 and the commercial products Q2-7224 (manufacturer: Dow Corning; a stabilized trimethylsilylamodimethicone), Dow Corning® 929 emulsion (containing a hydroxyl-amino-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 ; di-quaternary polydimethylsiloxanes, Quaternium-80).
  • Dow Corning a stabilized trimethylsilylamodimethicone
  • Dow Corning® 929 emulsion containing a hydroxyl-amino-modified silicone, which is also referred to as amodimethicone
  • SM-2059
  • Paraffin oils synthetically produced oligomeric alkenes and vegetable oils such as jojoba oil, sunflower oil, orange oil, almond oil, wheat germ oil and peach seed oil, and tocopherol acetate can also be used as conditioning agents.
  • suitable hair-conditioning compounds are phospholipids, for example soy lecithin, egg lecithin and cephalins.
  • 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 methacrylic copolymers and lat / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers
  • anionic polymers such as, for example, polyacrylic acids, crosslinked polyacrylic acids, vinyl acetate crotonic acid copolymers, vinyl pyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate ether copolymers, methyl maleate copolymers, Copoly
  • bentonite or fully synthetic hydrocolloids such as polyvinyl alcohol, structurants such as maleic acid and lactic acid, protein hydrolyzates, in particular elastin, collagen, keratin, milk protein, soy protein and wheat protein hydrolyzates, their condensation products with fatty acids and quaternized protein hydrolyzates, perfume oils, cyclodextrin oils, cyclodextrins Solvents and mediators such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerin, dimethyl isosorbide and diethylene glycol, quaternized amines such as methyl 1-alkylamidoethyl-2-alkylimidazolinium methosulfate defoamers such as silicones, dyes for coloring the agent, antidandruff agents such as piroctone actives and climbazole, light stabilizers, in particular derivatized benzophenones, cinnamic acid derivatives and triaz
  • a fourth object of the present invention is a process for lightening keratin-containing fibers, in which the fibers are treated with the above-described agent of the third subject of the invention.
  • the bleaching agents according to the invention of the third subject matter of the invention are preferably produced within the scope of this process shortly before use on the fiber by mixing at least two components.
  • component A which may optionally contain a peroxo compound, is mixed with a hydrogen peroxide solution as component B, the mixture preferably having the aforementioned pH values.
  • the imidazole compound according to formula I is part of at least one of components A and B. However, it is preferred in Component A included.
  • Component A is preferably in the form of a cream, paste, a W / O emulsion, an O / W emulsion or an oil.
  • component A can be prepared by mixing component A1 and component A2, containing at least one peroxo compound.
  • Component A1 is preferably in the form of a W / O or O / W emulsion and component A2 is a solid.
  • the concentration of the hydrogen peroxide solution of component B is determined on the one hand by the legal requirements and on the other hand by the desired effect; usually 6 to 12 percent solutions in water are used.
  • the quantitative ratios of component A and component B are usually in the range from 1.5: 1 to 1: 2, an excess of component A being chosen in particular when no excessive bleaching effect is desired.
  • Methyl paraben 0.20% by weight
  • the ready-to-use bleaches were prepared by mixing the components from Table 2 with stirring.
  • the formulas E1 to E4 are according to the invention, the formulas V1 to V4 are comparative formulas. Table 2:
  • Table 3 Developer formulation dipicolinic acid 0.10% by weight Na 2 H 2 P 2 O 7 0.03% by weight Turpinal ® SL 5 1.50% by weight Texapon ® N 28 6 2.00% by weight Dow Corning DB 110 7 0.07% by weight Aculyn ® 33 8 12.00% by weight hydrogen peroxide 12.00% by weight ammonia (25% aqueous solution) 0.65% by weight water ad 100 1-hydroxyethane-1, 1-diphosphonic acid (approx. 60% active substance; INCI name: Etidronic Acid) (Cognis) sodium lauryl ether sulfate (approx.
  • the degree of lightening was determined on standardized hair strands (Fischbach & Miller 6923) by colorimetric measurements of the fibers. For every 1 g of lock of hair, 4 g of a bleaching agent prepared in point 1.0 according to Table 2 were applied to the lock of hair and left there for 45 minutes at a temperature of 32 ° C. The agent was then rinsed off the lock with water. The hair was then dried and measured colorimetrically using the Texfiash DC 3881 from Datacolor to determine the CIE Lab values.
  • Table 4 summarizes the measured L value of the CIE Lab values. The larger the L value, the higher the brightening power.
  • the bleaching agent E3 according to the invention was tested in comparison to the bleaching agent V2 not according to the invention.
  • the strands of hair were pre-combed in a pre-combing apparatus over a period of 105 seconds. Meanwhile, the strand of hair is moistened with tap water (water temperature 32 C C, flow rate 0.5L / minute).
  • the work that has to be done for 10 combing operations is then determined from each strand in the measuring apparatus by means of a dynamometer. The average of the 20 strands from the measured combing work gives the respective wet combing work.
  • Table 5 The percentage values given in Table 5 represent the increase in wet combing work compared to the zero combing wet combing work as described above. The higher the value, the more the hair fiber was destroyed by the bleach. The L values in Table 5 were taken from Table 4 (see point 2.0). Table 5:
  • the bleaches according to the invention have been shown to have a higher lightening power with less destructuring of the hair fiber.

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Abstract

L'invention concerne des agents de blanchiment destinés à des fibres kératiniques, contenant au moins un agent d'oxydation ainsi qu'au moins un composé imidazole selon la formule (I) dans laquelle R1 est un atome d'hydrogène, un groupe aryle éventuellement substitué ou un groupe (C1-C6)-alkyle, R2 est un atome d'hydrogène, un groupe carboxyaldéhyde, un groupe (C1-C6)-alkyle ou un groupe azote, R3 est un atome d'hydrogène, un groupe carboxy-(C1-C6)-alkyle, un groupe amino(C1-C6)-alkyle, un groupe carboxyle, un groupe carboxyaldéhyde, un groupe (C1-C6)-alkyle, un groupe azote, un groupe 2-amino-3-hydroxypropyle ou un groupe -CH2-CH(NH2)-COOH, R4 est un atome d'hydrogène, un groupe carboxyaldéhyde ou un groupe carboxyle, et/ou les sels physiologiquement acceptables de ceux-ci en tant que renforçateurs de blanchiment. L'invention concerne également l'utilisation des composés imidazole selon la formule (I) pour l'augmentation du pouvoir de blanchiment d'agents de blanchiment de fibres kératiniques et pour la réduction de la déstructuration de fibres kératiniques par des processus oxydatifs, ainsi qu'un procédé de blanchiment de fibres kératiniques au moyen des agents de blanchiment selon l'invention.
EP05760726A 2004-06-12 2005-05-13 Agents de blanchiment doux presentant un pouvoir de blanchiment augmente Withdrawn EP1807100A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200410028599 DE102004028599A1 (de) 2004-06-12 2004-06-12 Milde Bleichmittel mit erhöhter Aufhellleistung
PCT/EP2005/005231 WO2005120447A1 (fr) 2004-06-12 2005-05-13 Agents de blanchiment doux presentant un pouvoir de blanchiment augmente

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WO (1) WO2005120447A1 (fr)

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DE102006008149A1 (de) * 2006-02-20 2007-08-23 Henkel Kgaa Bleichmittel
DE102006017901A1 (de) * 2006-04-13 2007-10-25 Henkel Kgaa Aufhell- und/oder Färbemittel mit verbesserter Hautverträglichkeit
DE102006020789A1 (de) * 2006-05-03 2007-11-08 Henkel Kgaa Aufhell- und/oder Färbemittel mit Imidazolen und Aminoalkoholen
DE102006028032A1 (de) * 2006-06-14 2007-12-20 Henkel Kgaa Aufhell- und/oder Färbemittel mit Nitrilen
DE102006028029A1 (de) * 2006-06-14 2007-12-20 Henkel Kgaa Aufhell- und/oder Färbemittel mit Azoliden
DE102006036394A1 (de) * 2006-08-02 2008-02-07 Henkel Kgaa Wasserstoffperoxid-Aktivierung mit Methanol(hetero)-aromaten
DE102006038343A1 (de) * 2006-08-15 2008-02-21 Henkel Kgaa Aufhell- und/oder Färbemittel mit Aldehyd(en)
DE102006043920A1 (de) * 2006-09-14 2008-03-27 Henkel Kgaa Wasserstoffperoxid-Aktivierung mit Dionen
DE102006058392A1 (de) * 2006-12-08 2008-06-12 Henkel Kgaa Wasserstoffperoxidaktivatoren
DE102007007050A1 (de) * 2007-02-08 2008-08-14 Henkel Ag & Co. Kgaa Aufhellmittel und Piperidon(en) und Imidazol(en)
DE102007047688A1 (de) * 2007-10-04 2009-04-09 Henkel Ag & Co. Kgaa Aufhellmittel mit kationischen 3,4-Dihydroisochinoliniumderivaten und Wasserstoffperoxid
DE102008024030A1 (de) * 2008-05-16 2009-11-19 Henkel Ag & Co. Kgaa Aufhellmittel mit kationischen 3,4-Dihydroisochinoliniumderivaten, speziellen Alkanolaminen und Wasserstoffperoxid
DE102014213318A1 (de) * 2014-07-09 2016-01-14 Henkel Ag & Co. Kgaa Verbesserte Entfärbung von gefärbten keratinischen Fasern
DE102014213317A1 (de) * 2014-07-09 2016-01-14 Henkel Ag & Co. Kgaa Verbesserte Entfärbung von gefärbten keratinischen Fasern
FR3060338B1 (fr) * 2016-12-20 2021-02-26 Oreal Composition d’eclaircissement capillaire comprenant du peroxyde d’hydrogene, un sel peroxygene, un compose heterocyclique azote, et au moins un derive polyphosphore
FR3060316B1 (fr) * 2016-12-20 2020-05-01 L'oreal Composition d’eclaircissement capillaire comprenant un agent oxydant, un compose heterocyclique azote et un derive polyphosphore
JP6997222B2 (ja) 2017-06-23 2022-01-17 ザ プロクター アンド ギャンブル カンパニー 皮膚の外観を改善するための組成物及び方法
RU2688160C1 (ru) * 2018-01-24 2019-05-20 Лейла Шахмаловна Свеженцева Способ обесцвечивания волос с последующим окрашиванием
EP3817717A1 (fr) 2018-07-03 2021-05-12 The Procter & Gamble Company Méthode de traitement d'une affection cutanée
EP4157206A1 (fr) 2020-06-01 2023-04-05 The Procter & Gamble Company Méthode d'amélioration de la pénétration d'un composé de vitamine b3 dans la peau
US10959933B1 (en) 2020-06-01 2021-03-30 The Procter & Gamble Company Low pH skin care composition and methods of using the same

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DE102004028599A1 (de) 2005-12-29
RU2400213C2 (ru) 2010-09-27
RU2007100236A (ru) 2008-07-20
AU2005251434A1 (en) 2005-12-22
WO2005120447A1 (fr) 2005-12-22

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