EP4475813A1 - Agent de traitement capillaire oxydatif à développement thermique régulé basé sur des teneurs respectueuses de l'environnement - Google Patents
Agent de traitement capillaire oxydatif à développement thermique régulé basé sur des teneurs respectueuses de l'environnementInfo
- Publication number
- EP4475813A1 EP4475813A1 EP23700587.1A EP23700587A EP4475813A1 EP 4475813 A1 EP4475813 A1 EP 4475813A1 EP 23700587 A EP23700587 A EP 23700587A EP 4475813 A1 EP4475813 A1 EP 4475813A1
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- EP
- European Patent Office
- Prior art keywords
- acid
- weight
- hair treatment
- oxidative hair
- salt
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Classifications
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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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/22—Peroxides; Oxygen; Ozone
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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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
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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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/362—Polycarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
-
- 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
- A61K8/55—Phosphorus compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
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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
- A61Q5/08—Preparations for bleaching the hair
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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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
- A61K2800/31—Anhydrous
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/592—Mixtures of compounds complementing their respective functions
- A61K2800/5922—At least two compounds being classified in the same subclass of A61K8/18
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/88—Two- or multipart kits
- A61K2800/882—Mixing prior to application
Definitions
- the present invention relates to oxidative hair treatment agents, in particular bleaching powders and bleaching pastes, containing biodegradable complexing agents which do not heat up too much even when used on hair with a higher metal or heavy metal content and thus gently lighten or lighten the hair.
- the present invention relates to the use of the agent for gentle bleaching or oxidative lightening or for lightening dyeing of human hair and a multi-component packaging unit (kit-of-parts) for lightening or for lightening dyeing of keratin fibers, an oxidative hair treatment agent and, separately , an oxidizer preparation.
- kit-of-parts multi-component packaging unit
- the oxidative hair treatment agent according to the invention is an essentially water-free oxidizing agent preparation containing at least one persalt.
- the substantially anhydrous oxidative hair treatment agent is preferably in powder or paste form.
- the agents contain higher concentrations of hydrogen peroxide and persalts, especially persulfates. Dark, dark brown or black hair can be lightened by 4 to 6 shades in one step.
- the hydrogen peroxide and the persalt-containing hair treatment agent are stored separately from one another until they are used, so as not to deactivate the persalts prematurely.
- the hydrogen peroxide component which comprises an aqueous solution of hydrogen peroxide, has Stabilization of the hydrogen peroxide to an acidic pH, in particular a pH of from 1.5 to 5.5, in particular from 3 to 5, measured at 20° C. in each case.
- the application mixture of hydrogen peroxide solution and persalt-containing hair treatment agent has an alkaline pH value in the range from 8.0 to 11. 5, preferably in the range from 8.5 to 11.0, particularly preferably 9.0-10.5, extraordinarily preferably 9.5-10.0, measured at 20° C. in each case.
- oxidative hair treatment agents preferred according to the invention can contain, in addition to the at least one persalt, at least one powdered alkalizing agent in such a total amount that the application mixture has the desired alkaline pH.
- oxidation dye precursors and/or substantive dyes are added to the oxidative hair treatment composition, the hair can be colored at the same time.
- Corresponding hair dyes are offered in particular for consumers with very dark melanin-rich hair.
- oxidative hair treatment composition according to the invention was to damage the hair as little as possible, despite the harsh chemical conditions that prevail during oxidative lightening, without impairing the quality of the lightening.
- the active ingredients used for this purpose should be as environmentally friendly as possible.
- EP1714634A1 discloses a hair treatment kit for coloring human hair, comprising a first compartment with a complexing agent and a second compartment with a coloring agent.
- the complexing agent should prevent undesirable reactions on and with hair, which lead to undesirable heating of the agent during production of the application mixture and its exposure time on the hair.
- HEDP (1-hydroxyethane-1,1-diphosphonic acid, etidronic acid) or their salts or EDTA (ethylenediaminetetraacetic acid) or their salts as complexing agents.
- HEDP as well as EDTA stabilize hydrogen peroxide in an effective way and complex existing metal ions so efficiently that an undesirable increase in temperature during use is almost completely avoided.
- a major disadvantage of HEDP and EDTA is their poor biodegradability.
- consumers are increasingly paying attention to the ecological profile of their products cosmetic products used. Consumers prefer cosmetics that are as sustainable as possible with biodegradable ingredients.
- FR2852834A1 discloses agents for bleaching, coloring or shaping hair, which contain the combination of at least one oxidizing agent and at least one polyhydroxycarboxylic acid. Even if the polyhydroxycarboxylic acids of FR2852834A1 are readily biodegradable, the application properties of the agents described in this document are still in need of improvement, especially with regard to heat generation, which is particularly unfavorable in the presence of gluconic acid and its salts, and with regard to the bleaching performance.
- EP1602356A1 discloses bleaching agents or bleaching agents that contain the biodegradable complexing agent ethylenediamine-N,N'-disuccinic acid in combination with a persulfate.
- the object of the present invention was to find oxidative hair treatment agents, in particular bleaching agents or agents for oxidative color change, with biodegradable complexing agents which are as superior as possible to the bleaching or lightening agents known from the prior art in terms of their bleaching performance.
- the bleaching agents should have a sufficiently high stability and should not heat up too much even when used on hair with a higher metal or heavy metal content.
- swelling and/or foaming of the ready-to-use lightening or bleaching agent should be contained as much as possible while it is on the hair.
- the complexing agents b)i), b)ii) and b)iii) are described as biodegradable and therefore represent an ecologically advantageous replacement for HEDP and EDTA. Surprisingly, it has been found that, in addition, with the use of these special complexing agents (b) in the agent according to the invention, the bleaching performance could also be significantly improved.
- keratin-containing or keratinic fibers are understood to mean in particular human hair, but also fur, wool and feathers.
- a first subject of the present invention is an oxidative hair treatment agent for lightening or for lightening coloring of the hair, containing a) at least one oxidizing agent selected from the inorganic salts of a peroxosulfuric acid, and mixtures of these salts, b) also at least one complexing agent selected from b) i) complexing agents of the general formula (I), where
- R1 represents a hydrogen atom, a Ci-Ce-alkyl group, a hydroxy-C2-Ce-alkyl group, a carboxy-Ci-Ce-alkyl group or a physiologically tolerable salt thereof,
- R2, R3 independently represent a hydrogen atom, a Ci-Ce-alkyl group, a hydroxy-C2-C6-alkyl group, a carboxy-Ci-Ce-alkyl group or a physiologically acceptable salt thereof, where R2 and R3 are not simultaneously a
- M1, M2 independently represent a hydrogen atom or an alkali metal ion, preferably sodium, potassium, or an ammonium ion (NH4 + ), and b) ii) complexing agents of the general formula (II) where R4, R5 are independently a carboxy-Ci-Ce-alkyl group or a physiologically acceptable salt thereof, a hydrogen atom, a Ci-Ce-alkyl group or a hydroxy-C2-Ce-alkyl group, and m is a whole is a number from 0 to 6, and n is an integer from 0 to 6, and
- M1, M2 independently represent a hydrogen atom or an alkali metal ion, preferably sodium, potassium, or an ammonium ion (NF ), b) iii) ethylenediamine-N,N'-disuccinic acid or at least one alkali metal salt or ammonium salt of this acid, c) also at least one amino acid selected from alpha-amino acids, beta-amino acids and the salts of an alpha-amino acid or beta-amino acid, and mixtures of these substances, d) also polyquaternium-4 and e) 0 to 10% by weight, preferably 0 1 to 8 wt / or includes methacrylic acid ester.
- Bleaching powders preferred according to the invention have a bulk density in the range from 400 to 1000 g/l (grams/liter), preferably 450 to 900 g/l, particularly preferably 550 to 820 g/l.
- the bulk density is preferably determined according to EN ISO 60 (version 01/2000) or DIN ISO 697 (version 01/1984).
- the paste viscosity is preferably determined using Brookfield; Device RVDV II+; Spindle No. 96, 4 rpm, at 20°C.
- R1 represents a hydrogen atom, a Ci-Ce-alkyl group, a hydroxy-C2-Ce-alkyl group, a carboxy-Ci-Ce-alkyl group or a physiologically tolerable salt thereof,
- Ci-Ce-alkyl radicals are -CH3 , -CH2CH3, -CH2CH2CH3, -CH( CH3 )2, -CH2CH (CH3) 2 , -CH(CH3) CH2CH3 , -C( CH3 ) 3, -(CH2)4CH3, -(CH2)SCH3.
- Particularly preferred Ci-Ce-alkyl radicals are methyl and ethyl; an extraordinarily preferred Ci-Ce-alkyl radical is methyl.
- Ci-Ce-hydroxyalkyl groups are -CH2OH, -CH2CH2OH, -CH2CH2CH2OH, -CH2CH (OH) CH3 , -CH2CH2CH2CH2OH, with -CH2CH2OH being preferred.
- carboxy-Ci-Ce-alkyl groups are HOOC-CH2-, HOOC-CH2-CH2-, HOOC-CH2-CH2-CH2-, HOOC-CH2-CH2-CH2-CH2-, the group HOOC-CH2- according to the invention is extremely preferred.
- R2 represents a methyl group
- R3 represents a hydrogen atom.
- MGDA has a stereogenic center. Both the D-form and the L-form and a mixture of D- and L-form are according to the invention.
- Oxidative hair treatment agents which are particularly preferred according to the invention are characterized in that the at least one complexing agent b)i) selected from complexing agents (b)i) of the formula (I) or an alkali metal or ammonium salt of this acid is present in a total amount of 0.1 up to 5.0% by weight, preferably 0.5 to 3.0% by weight, particularly preferably 1.0 to 2.0% by weight, extremely preferably from 1.4 to 1.6% by weight , in each case based on the weight of the oxidative hair treatment composition according to the invention.
- oxidative hair treatment agents that are particularly preferred according to the invention are characterized in that the at least one complexing agent b) i), which is selected from methylglycinediacetic acid and its alkali metal or ammonium salts, in a total amount of 0.1 to 5.0% by weight, preferably 0 5 to 3.0% by weight, particularly preferably 1.0 to 2.0% by weight, extraordinarily preferably from 1.4 to 1.6% by weight, based in each case on the weight of the oxidative hair treatment agent is.
- M1, M2 independently represent a hydrogen atom or an alkali metal ion, preferably sodium or potassium, or an ammonium ion (NH4 + ).
- oxidative hair treatment agents which are particularly preferred according to the invention are characterized in that the tetrasodium salt of glutamic acid ZV, ZV diacetic acid in an amount of 0.1 to 5.0% by weight, preferably 0.5 to 3.0% by weight, particularly preferably 1.0 to 2.0% by weight, extraordinarily preferably 1.4-1.6% by weight, based in each case on the weight of the oxidative hair treatment agent.
- An amino acid means a chemical compound with an amino group and a carboxylic acid group.
- the class of amino acids includes organic compounds that contain at least one amino group (-NH2 or substituted -NR2) and one carboxy group (-COOH) as functional groups, i.e. have structural features of amines and carboxylic acids. Chemically, they can be distinguished according to the position of their amino group in relation to the carboxy group. If the amino group on the Caipha atom is immediately adjacent to the terminal carboxy group, it is called alpha-position (a-position) and speaks of alpha-amino acids (a-amino acids).
- beta position ß position
- beta amino acids ß amino acids
- alkaline earth metal silicates selected from alkaline earth metal silicates, alkaline earth metal hydroxide carbonates, alkaline earth metal carbonates, alkaline earth metal metasilicates, alkali metal hydroxides , Alkaline earth metal hydroxides, (earth) alkali metal phosphates and (earth) alkali metal hydrogen phosphates and mixtures of these substances.
- Inorganic alkalizing agents which are particularly preferred according to the invention and are solid at 20° C.
- Magnesium hydroxide carbonates preferred according to the invention are those with the formula MgCOs ⁇ Mg(OH)2 ⁇ 2H2O and those with the formula MgCOs ⁇ Mg(OH)2.
- Magnesium hydroxide carbonate with the formula MgCOs ⁇ Mg(OH)2 is particularly preferred according to the invention.
- the oxidative hair treatment agents according to the invention are further characterized in that no polymer is present which comprises acrylic acid, acrylamides, acrylic esters, methacrylic acid, methacrylamides and/or methacrylic esters as a monomer.
- Such polymers can have an unfavorable effect on the development of heat in the ready-to-use bleaching agent.
- oils By skilfully selecting the oils, the application properties of the oxidative hair treatment agent as well as the entire ready-to-use lightening agent can be optimized.
- oils the consumer's desire for products that are as little synthetically produced as possible and more naturally derived must also be taken into account ingredients included. Oils of mineral origin, such as mineral oils and paraffins, show good application properties and are available at low cost. In terms of the sustainability of the entire product, oils from renewable raw material sources can preferably be used instead of oils of mineral origin. Surprisingly, it was found that certain oils can have a very favorable effect on the swelling behavior of the oxidative hair treatment composition according to the invention after mixing with an aqueous hydrogen peroxide preparation.
- Oxidative hair treatment agents that are preferred according to the invention contain, based on their weight, at least one oil in a total amount of 0.2-80% by weight, preferably 1-70% by weight, particularly preferably 4-60% by weight, exceptionally preferably 5 - 20% by weight.
- the at least one oil is preferably selected from mineral oils, branched fatty alcohols having 8-24 carbon atoms, dialkyl ethers having 6 to 18 carbon atoms in the alkyl groups, and mixtures of the aforementioned substances.
- Branched fatty alcohols having 8-24 carbon atoms which are preferred according to the invention are 2-octyl-1-dodecanol, 2-hexyl-1-decanol, 2-ethyl-1-hexanol and isostearyl alcohol and mixtures thereof.
- 2-Octyl-1-dodecanol is extremely preferred.
- suitable salts of pimelic acid are selected from the pimelates and hydrogen pimelates of alkali metal ions, alkaline earth metal ions and ions of basic amino acids such as arginine, lysine and histidine, in particular lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- suitable salts of suberic acid are selected from the suberates and hydrogen suberates of alkali metal ions, alkaline earth metal ions and ions of basic amino acids such as arginine, lysine and histidine, in particular lithium, sodium, potassium, magnesium and calcium ions. and mixtures of these salts.
- suitable salts of azelaic acid are selected from the azelates and hydrogen azelates of alkali metal ions, alkaline earth metal ions and ions of basic amino acids such as arginine, lysine and histidine, in particular lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- Salts of particularly preferred maleic acid which are suitable according to the invention are selected from the maleates and hydrogenmaleates of alkali metal ions and alkaline earth metal ions, in particular of lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- suitable salts of the preferred fumaric acid are selected from the fumarates and hydrogen fumarates of alkali metal ions and alkaline earth metal ions, in particular of lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- suitable salts of the preferred D-tartaric acid are selected from the tartrates and hydrogen tartrates of alkali metal ions and alkaline earth metal ions, in particular of lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- suitable salts of the preferred L-tartaric acid are selected from the tartrates and hydrogen tartrates of alkali metal ions and alkaline earth metal ions, in particular of lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- Salts of the preferred mesotartaric acid which are suitable according to the invention are selected from the tartrates and hydrogen tartrates of alkali metal ions and alkaline earth metal ions, in particular of lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- the particularly preferred tartaric acid according to the invention is the racemic mixture of D-tartaric acid and L-tartaric acid.
- suitable salts of grape acid are selected from the tartrates and hydrogen tartrates of alkali metal ions and alkaline earth metal ions, in particular of lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- Salts of alpha-ketoglutaric acid suitable according to the invention are selected from the alpha-ketoglutarates and alpha-ketohydrogenglutarates of alkali metal ions and alkaline earth metal ions, in particular of lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- Salts of beta-ketoglutaric acid which are suitable according to the invention are selected from the beta-ketoglutarates and beta-ketohydrogenglutarates of alkali metal ions and alkaline earth metal ions, in particular of lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- suitable salts of oxaloacetic acid are selected from the oxaloacetates and oxalohydrogenacetates of alkali metal ions and alkaline earth metal ions, in particular lithium, sodium, potassium, magnesium and calcium ions, and mixtures of these salts.
- oxidative hair treatment agents preferred according to the invention contain malonic acid and/or at least one salt of malonic acid in a total amount of 0.2 to 4.0% by weight, preferably 0.33 to 3.0% by weight, based on the mass of free dicarboxylic acid. , especially preferably 0.5 to 2.0% by weight, exceptionally preferably 0.7-1.0% by weight, based in each case on the weight of the oxidative hair treatment agent.
- Preferred hydrophilic polysaccharide thickeners are selected from celluloses, cellulose ethers of C1-C4 alcohols, cellulose esters, xanthan gum, alginic acids (and their corresponding physiologically tolerable salts, the alginates), agar agar (with the polysaccharide agarose present as the main component in agar agar) , starch fractions and starch derivatives such as amylose, amylopectin and dextrins, karaya gum, locust bean gum, gum arabic, pectins, dextrans and guar gum and mixtures thereof.
- preferred cellulose ethers of C1-C4 alcohols and cellulose esters are selected from methyl cellulose, ethyl cellulose, hydroxyalkyl cellulose (such as hydroxyethyl cellulose), methylhydroxyalkyl cellulose and carboxymethyl cellulose (such as those with the INCI name cellulose gum) and their physiologically tolerable salts.
- a combination of carboxymethyl cellulose and xanthan (preferably xanthan with the INCI name xanthan gum) can also be preferred according to the invention.
- Oxidative hair treatment agents that are particularly preferred according to the invention contain at least one hydrophilic thickener in a total amount of from 0.1 to 5% by weight, preferably from 0.5 to 4% by weight, more preferably from 1 to 3.5% by weight and completely particularly preferably from 2.5 to 3.4% by weight, based in each case on the weight of the oxidative hair treatment agent.
- the oxidative hair treatment agent (B) is composed in such a way that the mixture with the aforementioned oxidation composition (Ox), i.e. the ready-to-use lightening agent, in particular bleaching agent, has an alkaline pH, preferably a pH of 8.0 to 11.5 , preferably in the range from 8.5 to 11.0, particularly preferably 9.0-10.5, extraordinarily preferably 9.5-10.0, measured at 20° C. in each case.
- Ox a pH of 8.0 to 11.5
- the range from 8.5 to 11.0 particularly preferably 9.0-10.5, extraordinarily preferably 9.5-10.0, measured at 20° C. in each case.
- Fat components with a melting point in the range of 23-110° C. which are preferably used according to the invention in the oxidation compositions (Ox) are selected from linear saturated 1-alkanols having 12-30 carbon atoms, preferably in a total amount of 0.1-8% by weight, particularly preferably 3.0 to 6.0% by weight, based in each case on the weight of the invention used oxidizer composition (Ox).
- Preferred anionic surfactants are alkyl sulfates, alkyl ether sulfates and alkyl ether carboxylic acids each having 10 to 18 carbon atoms, preferably 12 to 14 carbon atoms in the alkyl group and up to 12 glycol ether groups, preferably 2 to 6 glycol ether groups in the molecule.
- Examples of such surfactants are the compounds with the INCI designations sodium laureth sulfate, sodium lauryl sulfate, sodium myreth sulfate or sodium laureth carboxylate.
- Zwitterionic surfactants are surface-active compounds which contain at least one quaternary ammonium group and at least one carboxylate, sulfonate or sulfate group in the molecule.
- Particularly suitable zwitterionic surfactants are the so-called betaines, such as the N-alkyl-N,N-dimethylammonium glycinates, for example coconut alkyl dimethyl ammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example cocoacylaminopropyl dimethylammonium glycinate, and 2-Alkyl-3-carboxymethyl-3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
- a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI
- Amphoteric surfactants are surface-active compounds which, in addition to a Cs-C24-alkyl or acyl group, contain at least one free amino group and at least one --COOH or --SOsH group in the molecule and are capable of forming inner salts.
- Oxidation compositions (Ox) particularly preferably used according to the invention contain at least one cationic surfactant, which is preferably selected from quaternary ammonium compounds having at least one C8-C24 alkyl radical, ester quats and amidoamines each having at least one C8-C24 acyl radical, and mixtures thereof.
- at least one cationic surfactant which is preferably selected from quaternary ammonium compounds having at least one C8-C24 alkyl radical, ester quats and amidoamines each having at least one C8-C24 acyl radical, and mixtures thereof.
- the alkylamidoamines are usually prepared by amidating natural or synthetic C8-C24 fatty acids and fatty acid cuts with di-(C1-C3)alkylaminoamines.
- a compound from this group of substances that is particularly suitable according to the invention is stearamidopropyldimethylamine.
- Oxidation compositions (Ox) which are particularly preferably used according to the invention contain at least one cationic surfactant in a total amount of 0.01-5% by weight, preferably 0.1-3% by weight, particularly preferably 0.3-2% by weight, in each case based on the weight of the oxidizing composition (Ox) used according to the invention.
- Another object of the present invention is a multi-component packaging unit (kit-of-parts) for lightening keratin fibers, which contains at least two separately packaged components and which is characterized in that i) the first component (B) is an inventive or an inventive preferred oxidative hair treatment agent, ii) the second component (Ox) is an oxidizing composition which, based in each case on its weight, contains 50-96% by weight, preferably 70-93% by weight, particularly preferably 80-90% by weight.
- the oxidizing composition has a pH in the range from 1.5 to 5.5, measured at 20.degree , having the components (B) and (Ox) preferably in a weight-related ratio (B): (Ox) of 0.2-2, particularly preferably 0.3-1.5, more preferably 0.5-1, extraordinarily preferably 0.5 - 0.6 to each other.
- a multi-component packaging unit comprises a number of individual components that are made up separately from one another, as well as common packaging for these components, for example a folding box.
- the components are each provided separately in different containers.
- a container is understood to mean a cover which is present in the form of an optionally resealable bottle, a tube, a can, a small bag, a sachet or a similar cover.
- the covering material there are no limits to the covering material. However, these are preferably casings made of glass or plastic.
- packaging unit can include application aids such as combs, brushes or brushes, personal protective clothing, in particular disposable gloves, and instructions for use.
- the exposure time is preferably 5 to 60 minutes, in particular 5 to 50 minutes, particularly preferred 10 to 45 min. While the agent is taking effect on the fiber, it can be advantageous to support the lightening process by supplying heat.
- An exposure phase at room temperature is also in accordance with the invention.
- the temperature during the exposure time is between 20°C and 40°C, in particular between 25°C and 38°C. The agents produce good treatment results even at physiologically tolerable temperatures below 45°C.
- Oxidative hair treatment agent for lightening or for lightening coloring of the hair containing a) at least one oxidizing agent selected from the inorganic salts of a peroxosulfuric acid, and mixtures of these salts, b) also at least one complexing agent selected from b) i) complexing agents of the general formula (I) where
- R1 represents a hydrogen atom, a Ci-Ce-alkyl group, a hydroxy-C2-C6-alkyl group, a carboxy-Ci-Ce-alkyl group or a physiologically tolerable salt thereof,
- R2, R3 independently represent a hydrogen atom, a Ci-Ce-alkyl group, a hydroxy-C2-C6-alkyl group, a carboxy-Ci-Ce-alkyl group or a physiologically acceptable salt thereof, where R2 and R3 are not simultaneously a Hydrogen atom and not simultaneously stand for a carboxy-Ci-Ce-alkyl group, M1, M2 independently stand for a hydrogen atom or an alkali metal ion, preferably sodium, potassium, or an ammonium ion (NH4 + ), and b) ii) complexing agents of general formula (II) where
- R4, R5 are independently a carboxy-Ci-Ce-alkyl group or a physiologically acceptable salt thereof, a hydrogen atom, a Ci-Ce-alkyl group or a hydroxy-02-Ce-alkyl group, and m is an integer of is 0 to 6, and n is an integer of 0 to 6, and
- M1, M2 independently represent a hydrogen atom or an alkali metal ion, preferably sodium, potassium, or an ammonium ion (NH4 + ), b) iii) ethylenediamine-N,N'-disuccinic acid or at least one alkali metal salt or ammonium salt of this acid, c ) furthermore at least one amino acid selected from alpha-amino acids, beta-amino acids and the salts of an alpha-amino acid or beta-amino acid, and mixtures of these substances, d) furthermore polyquaternium-4 and e) and 0 to 10% by weight, preferably 0.1 to 8% by weight, particularly preferably 0.5 to 5% by weight of water, based in each case on the weight of the oxidative hair treatment agent, where no polymer is present which comprises acrylic acid, acrylamides, acrylic esters, methacrylic acid, methacrylamides and/or methacrylic esters as a monomer.
- Oxidative hair treatment composition according to point 1 characterized in that the at least one oxidizing agent a) in a total amount of 5-85% by weight, preferably 10-70% by weight, particularly preferably 17-55% by weight, extremely preferably 22 - 45% by weight, based in each case on the weight of the oxidative hair treatment composition.
- Oxidative hair treatment agent according to point 1 or 2, characterized in that the at least one oxidizing agent a) is selected from sodium peroxodisulfate, potassium peroxodisulfate, ammonium peroxodisulfate, sodium peroxomonosulfate, potassium peroxomonosulfate, ammonium peroxomonosulfate and mixtures of these compounds, preferably potassium peroxodisulfate-ammonium peroxodisulfate mixtures, potassium peroxodisulfate Ammonium peroxodisulphate-sodium peroxodisulphate mixtures and potassium peroxodisulphate-sodium peroxodisulphate mixtures, particularly preferably potassium peroxodisulphate-ammonium peroxodisulphate mixtures, extremely preferably potassium peroxodisulphate-ammonium peroxodisulphate mixtures with an excess of potassium peroxodisulphate which are free from sodium peroxo
- Oxidative hair treatment agent according to one of points 1 - 3, characterized in that the at least one complexing agent b) i) of the general formula (I) is selected from methylglycine diacetic acid, the sodium salts, potassium salts and ammonium salts of methylglycine diacetic acid and mixtures of the aforementioned substances, the disodium salt and trisodium salt of methylglycinediacetic acid are preferred, and trisodium salt of methylglycinediacetic acid is particularly preferred.
- Oxidative hair treatment agent according to one of points 1 - 4, characterized in that the trisodium salt of methylglycinediacetic acid in an amount of 0.1 to 5.0% by weight, preferably 0.5 to 3.0% by weight, particularly preferably 1 0 to 2.0% by weight, exceptionally preferably from 1.4 to 1.6% by weight, based in each case on the weight of the oxidative hair treatment agent.
- Oxidative hair treatment agent according to one of points 1 - 5, characterized in that the at least one complexing agent b) ii) of the general formula (II) is selected from glutamic acid-ZV, ZV-diacetic acid, the sodium salts, potassium salts and ammonium salts of glutamic acid-ZV, ZV-diacetic acid and mixtures of the aforementioned substances, the disodium salt and the trisodium salt of glutamic acid-ZV, ZV-diacetic acid being preferred and the trisodium salt of glutamic acid-ZV, ZV-diacetic acid being particularly preferred.
- Oxidative hair treatment composition according to one of points 1 - 6, characterized in that as complexing agent b) ii) the tetrasodium salt of glutamic acid ZV, A / diacetic acid in an amount of 0.1 to 5.0 wt .-%, preferably 0, 5 to 3.0% by weight, particularly preferably 1.0 to 2.0% by weight, exceptionally preferably 1.4-1.6% by weight, based in each case on the weight of the oxidative hair treatment agent .
- Oxidative hair treatment agent according to one of points 1 - 7, characterized in that the at least one salt of ethylenediamine-N,N'-disuccinic acid is selected from the sodium salts, potassium salts and ammonium salts and mixtures of these salts, preferably selected from the monosodium salt, the disodium salt, the trisodium salt and the tetrasodium salt of ethylenediamine-N,N'-disuccinic acid and mixtures thereof, the trisodium salt and the tetrasodium salt of ethylenediamine-N,N'-disuccinic acid being particularly preferred and the trisodium salt of ethylenediamine-N,N'- disuccinic acid is extremely preferred.
- the at least one salt of ethylenediamine-N,N'-disuccinic acid is selected from the sodium salts, potassium salts and ammonium salts and mixtures of these salts, preferably selected from the monosodium salt, the disodium
- Oxidative hair treatment composition according to one of points 1 - 8, characterized in that as complexing agent b) iii) the trisodium salt of ethylenediamine-N,N'-disuccinic acid in an amount of 0.1 to 5.0% by weight, preferably 0. 5 to 3.0% by weight, particularly preferably 1.0 to 2.0% by weight, exceptionally preferably 1.4-1.6% by weight, based in each case on the weight of the oxidative hair treatment agent .
- Oxidative hair treatment composition according to one of points 1 - 9, characterized in that the at least one complexing agent b) in a total amount of 0.1 to 5.0 wt .-%, preferably 0.5 to 3.0 wt .-%, particularly preferably 1.0 to 2.0% by weight, exceptionally preferably 1.4-1.6% by weight, based in each case on the weight of the oxidative hair treatment composition.
- Oxidative hair treatment agent according to one of points 1 - 10, characterized in that the at least one alpha-amino acid or beta-amino acid c) and/or its salt is present in a total amount of 0.1 to 3.0 wt %, preferably 0.2 to 1.5% by weight, particularly preferably 0.3 to 0.6% by weight, extraordinarily preferably 0.4-0.5% by weight, in each case based on the weight of the oxidative hair treatment agent.
- Oxidative hair treatment agent according to one of points 1 - 12, characterized in that at least one alpha-amino acid c) selected from L-arginine, L-serine or at least one salt of these amino acids, in a total amount of 0, calculated on the mass of free amino acids 1 to 3.0% by weight, preferably 0.2 to 1.5% by weight, particularly preferably 0.3 to 0.6% by weight, extremely preferably 0.4-0.5% by weight %, each based on the weight of the oxidative hair treatment composition.
- at least one alpha-amino acid c) selected from L-arginine, L-serine or at least one salt of these amino acids in a total amount of 0, calculated on the mass of free amino acids 1 to 3.0% by weight, preferably 0.2 to 1.5% by weight, particularly preferably 0.3 to 0.6% by weight, extremely preferably 0.4-0.5% by weight %, each based on the weight of the oxidative hair treatment composition.
- Oxidative hair treatment composition according to one of points 1 - 13, characterized in that polyquaternium-4 in a total amount of 0.01 to 3.0% by weight, preferably 0.1 to 1.0% by weight, particularly preferably 0 1 to 0.7% by weight, extremely preferably 0.3-0.5% by weight, based in each case on the weight of the oxidative hair treatment agent.
- Oxidative hair treatment composition according to one of points 1-14, characterized in that at least one alkali metal or alkaline earth metal salt of a C12-C24 monocarboxylic acid, which can be saturated or unsaturated, linear or branched, is included, with the C12-C24 monocarboxylic acid being preferably selected is made from lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, arachidic acid, gadoleic acid, behenic acid, erucic acid and brassidic acid and mixtures thereof, with stearic acid and palmitic acid and mixtures thereof being particularly preferred and with the potassium, magnesium - and calcium salts of C12-C24 monocarboxylic acid are extremely preferred.
- Oxidative hair treatment agent according to one of points 1 - 15, characterized in that, based on its weight, at least one alkali metal or alkaline earth metal salt of a C12-C24 monocarboxylic acid, which can be saturated or unsaturated, linear or branched, in a total amount of 0 0.05-1% by weight, preferably 0.2-0.6% by weight, particularly preferably 0.3-0.5% by weight.
- Oxidative hair treatment composition according to one of points 1 - 16 characterized in that, based in each case on its weight, potassium stearate in a total amount of 0.05 - 1 wt .-%, preferably 0.2 - 0.6 wt .-%, particularly preferably 0.3 - 0.5% by weight.
- Oxidative hair treatment composition according to one of points 1 - 17, characterized in that 0.05 - 0.5% by weight, preferably 0.2 - 0.4% by weight sodium hexametaphosphate, based in each case on the weight of the oxidative hair treatment composition is.
- Oxidative hair treatment composition according to one of points 1 - 18, characterized in that at least one dicarboxylic acid having 2 to 10 carbon atoms selected from succinic acid, oxalic acid, malonic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, malic acid, D-tartaric acid, L-tartaric acid, mesotartaric acid, tartaric acid, alpha-ketoglutaric acid, beta-ketoglutaric acid, oxaloacetic acid, maleic acid and fumaric acid, the salts of the aforementioned acids and mixtures of the aforementioned substances, with preference the at least one dicarboxylic acid having 2 to 10 carbon atoms and/or its salt(s) in a total amount of 0.2 to 4.0% by weight, preferably 0.33 to 3.0% by weight, especially preferably 0.5 to 2.0% by weight, exceptionally preferably 0.7-1.0% by weight, converted in each case to the undissociated
- Oxidative hair treatment agent according to one of points 1-21, characterized in that, based on its weight, at least one oil selected from mineral oils, branched fatty alcohols having 8-24 carbon atoms, dialkyl ethers having 6 to 18 carbon atoms in the alkyl groups, and mixtures of the aforementioned substances, in a total amount of 0.2-80% by weight, preferably 1-70% by weight, particularly preferably 4-60% by weight, extraordinarily preferably 5-20% by weight.
- Process for lightening or for lightening coloring of keratin fibers, in particular human hair characterized in that an oxidative hair treatment medium (B) according to one of points 1-24 is mixed with an oxidizing composition (Ox) which, based in each case on its weight, contains 50-96% by weight, preferably 70-93% by weight, particularly preferably 80-90% by weight Wt 20°C, immediately thereafter applied to the keratin-containing fibers, left on the fibers for 5 to 60 minutes and then the fibers are rinsed with water and optionally washed out with a cleaning agent containing surfactants, with the oxidative hair treatment agent (B) and the oxidizing composition (Ox ) are preferably mixed together in a weight-related ratio (B):(Ox) of 0.2-2, more preferably 0.3-1.5, more preferably 0.5-1.
- Multi-component packaging unit for lightening keratinic fibers, which contains at least two separately packaged components and which is characterized in that i) the first component (B) is an oxidative hair treatment agent according to one of points 1-24 , ii) the second component (Ox) is an oxidizing composition which, based on its weight, contains 50-96% by weight, preferably 70-93% by weight, particularly preferably 80-90% by weight, water and 0.5-20% by weight of hydrogen peroxide and also at least one pH adjuster in such an amount that the oxidizing composition has a pH in the range from 1.5 to 5.5, measured at 20.degree , the components (B) and (Ox) preferably in a weight-related ratio (B): (Ox) of 0.2-2, particularly preferably 0.3-1.5, more preferably 0.5-1, extraordinarily preferred 0.5 - 0.6 to each other.
- Table 2 Developer containing oxidizing agent Each of the bleaching powders from Table 1 was mixed with the hydrogen peroxide-containing oil-in-water emulsion according to Table 2 in a weight ratio of 1:1 and applied to strands of hair doped with copper salt, which were then wrapped in aluminum foil. The temperature profile in the bleaching agent mixture was measured at regular time intervals. The results are shown in Table 3.
- the ready-to-use bleaching agent mixtures which contain tetrasodium iminodisuccinate (IDS) or sodium gluconate as a complexing agent, heated up to almost 100 °C within the first three minutes. This is unsuitable for use on a human head.
- IDS tetrasodium iminodisuccinate
- sodium gluconate as a complexing agent
- the complexing agents MGDS and GLDA used according to the invention on the other hand, heated up to a maximum of 51° C., which makes them suitable substitutes for the complexing agent EDTA.
- the complexing agent EDDS used according to the invention showed the lowest heating with a maximum of 42° C., which makes it an excellently suitable replacement for the complexing agent EDTA.
- Table 4 bleaching powder
- Each of the bleaching powders from Table 4 was mixed with the hydrogen peroxide-containing oil-in-water emulsion according to Table 2 in a weight ratio of 1:1 in a mixing bowl.
- the temperature profile in the bleaching agent mixture in the mixing bowl was measured at regular time intervals. The results are shown in Table 5.
- the bleaching powder formulations 0003 ⁇ 51 and 0003 ⁇ 52 showed a well acceptable heat development and swelling behavior. 3. Studies on bleaching performance and lightening power
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Abstract
L'invention concerne des agents de traitement capillaire oxydatifs, en particulier une poudre de décoloration et des pâtes de décoloration, comprenant une teneur en agents complexants biodégradables qui n'ont pas d'effet de chauffe important même lorsqu'ils sont utilisés sur des cheveux à teneur élevée en métaux ou en métaux lourds, permettant ainsi d'éclaircir les cheveux ou de les teindre d'une manière éclaircissante avec douceur.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102022201371.9A DE102022201371A1 (de) | 2022-02-10 | 2022-02-10 | Oxidatives Haarbehandlungsmittel mit kontrollierter Wärmeentwicklung auf der Basis von umweltverträglichen Inhaltsstoffen |
| PCT/EP2023/050082 WO2023151873A1 (fr) | 2022-02-10 | 2023-01-03 | Agent de traitement capillaire oxydatif à développement thermique régulé basé sur des teneurs respectueuses de l'environnement |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP4475813A1 true EP4475813A1 (fr) | 2024-12-18 |
Family
ID=84982513
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP23700587.1A Pending EP4475813A1 (fr) | 2022-02-10 | 2023-01-03 | Agent de traitement capillaire oxydatif à développement thermique régulé basé sur des teneurs respectueuses de l'environnement |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20240390245A1 (fr) |
| EP (1) | EP4475813A1 (fr) |
| DE (1) | DE102022201371A1 (fr) |
| WO (1) | WO2023151873A1 (fr) |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2386068A (en) | 2001-03-20 | 2003-09-10 | Procter & Gamble | Oxidative treatment of hair with reduced hair damage |
| CA2437053A1 (fr) | 2001-03-20 | 2002-09-26 | The Procter & Gamble Company | Compositions oxydantes comprenant un agent chelatant et un agent revitalisant et procedes de traitement des cheveux |
| MXPA03007844A (es) | 2001-03-20 | 2003-12-08 | Procter & Gamble | Composiciones adecuadas para el tratamiento del cabello que comprenden quelantes y metodos para reducir el dano oxidativo en el mismo. |
| FR2852834B1 (fr) | 2003-03-25 | 2008-02-15 | Oreal | Composition oxydante comprenant des acides hydroxycarboxyliques et leurs sels comme agents complexants pour la coloration, la decoloration ou la deformation permanente des fibres keratiniques |
| FR2870736B1 (fr) | 2004-05-28 | 2006-07-28 | Oreal | Compositions de decoloration de fibres keratiniques comprenant un compose polycarboxylique particulier, compositions pretes a l'emploi, procede de decoloration |
| DE102005013438A1 (de) | 2005-03-21 | 2006-09-28 | Henkel Kgaa | Haarbehandlungs-Kit mit Komplexbildnern |
| DE102006047732A1 (de) * | 2006-10-06 | 2008-04-10 | Henkel Kgaa | Mittel zur Behandlung von blondem oder blondiertem Haar |
| DE102010001994A1 (de) * | 2010-02-16 | 2011-08-18 | Henkel AG & Co. KGaA, 40589 | Färbemittel mit bestimmten Aminosäuren |
| DE102015208788A1 (de) * | 2015-05-12 | 2016-11-17 | Henkel Ag & Co. Kgaa | Mittel zur schonenden oxidativen Aufhellung von keratinhaltigen Fasern |
| DE102019214516A1 (de) * | 2018-12-28 | 2020-07-02 | Henkel Ag & Co. Kgaa | Einsatz von Natriumchlorid in Bleichmitteln auf Percarbonat-Basis für die Anwendung auf Humanhaar |
| DE102020211751A1 (de) * | 2020-09-21 | 2022-03-24 | Henkel Ag & Co. Kgaa | Mittel zur oxidativen Farbveränderung von keratinischen Fasern mit Komplexbildner und Aminosäure und/oder Proteinhydrolysat |
| DE102020213334A1 (de) * | 2020-10-22 | 2022-04-28 | Henkel Ag & Co. Kgaa | Mittel zur oxidativen Farbveränderung von keratinischen Fasern mit Komplexbildner, Aktivator und Oxidationsmittel |
| DE102021200031A1 (de) * | 2021-01-05 | 2022-07-07 | Henkel Ag & Co. Kgaa | Mittel zur oxidativen Farbveränderung von keratinischen Fasern mit Komplexbildner, Aktivator und Oxidationsmittel |
-
2022
- 2022-02-10 DE DE102022201371.9A patent/DE102022201371A1/de not_active Withdrawn
-
2023
- 2023-01-03 WO PCT/EP2023/050082 patent/WO2023151873A1/fr not_active Ceased
- 2023-01-03 EP EP23700587.1A patent/EP4475813A1/fr active Pending
-
2024
- 2024-08-08 US US18/797,678 patent/US20240390245A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US20240390245A1 (en) | 2024-11-28 |
| WO2023151873A1 (fr) | 2023-08-17 |
| DE102022201371A1 (de) | 2023-08-10 |
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