Intensification of oxidative coloring of keratin fibers

Abstract

The invention relates to the use of 1-hydroxy-2-octanone for increasing the intensity of the coloration obtained on keratin fibers with an oxidative colorant containing, in a cosmetic carrier, at least one oxidation dye precursor of the developer type and at least one oxidation dye precursor of the coupler type.

Description

[0001] The present invention is in the field of cosmetics and relates to the use of 1-hydroxy-2-octanone for increasing the intensity of the coloration obtained on keratin fibers with an oxidative colorant containing, in a cosmetic carrier, at least one oxidation dye precursor of the developer type and at least one oxidation dye precursor of the coupler type.

[0002] Altering the shape and color of keratin fibers, especially hair, represents an important area of ​​modern cosmetics. This allows the appearance of the hair to be adapted to both current fashion trends and the individual's wishes. Depending on the coloring requirements, hair professionals are familiar with various coloring systems for changing hair color. Oxidation dyes are typically used for permanent, intense colorings with good fastness properties and good gray coverage. Such dyes typically contain oxidation dye precursors, so-called developer components, and coupler components, which, under the influence of oxidizing agents such as hydrogen peroxide, form the actual dyes. The oxidation dyes are offered as a two-component kit.The first component contains the oxidation dye precursors in a cosmetic carrier, which typically contains at least one alkalizing agent. The second component contains an aqueous solution of hydrogen peroxide adjusted to an acidic pH. Shortly before application to the keratin fibers, both components are mixed together. The amount of alkalizing agent in the first component is typically so high that the application mixture also has an alkaline pH.

[0003] Oxidative dyes can achieve excellent, long-lasting coloring results on keratin fibers, especially human hair. However, existing oxidative dyes still have room for improvement, particularly with regard to the intensity of the color achieved on keratin fibers.

[0004] The present invention was therefore based on the object of providing an oxidative colorant for keratin fibers, in particular for human hair, which achieves colorations with improved intensity.

[0005] The use of 1-hydroxy-2-octanone in conditioning, non-coloring hair treatment products is known from the published patent application DE 10 2020 206647 A1.

[0006] Surprisingly, it was found that the addition of 1-hydroxy-2-octanone or its tautomer improves the intensity of oxidative staining on keratin fibers.

[0007] Keratin fibers include fur, wool, feathers, and especially human hair. Although these products are primarily suitable for dyeing keratin fibers, there is nothing in principle to prevent their use in other areas as well.

[0008] The term “agent for coloring” keratin fibers refers to coloring agents that color the keratin fibers based on oxidation dye precursors and hydrogen peroxide.

[0009] Preferred uses according to the invention are characterized in that the oxidative colorant is present as a ready-to-use colorant and contains hydrogen peroxide.

[0010] Further preferred uses according to the invention are characterized in that the total content of 1-hydroxy-2-octanone and / or its tautomer is 0.1 - 10 wt.%, preferably 0.5 - 5 wt.%, particularly preferably 1 - 3 wt.%, in each case based on the weight of the ready-to-use colorant.

[0011] The agents used according to the invention for changing the color of keratin fibers contain at least one oxidation dye precursor of the developer type and at least one oxidation dye precursor of the coupler type.

[0012] Based on their reactivity, oxidation dye precursors can be divided into two categories: developer components and coupler components. Coupler components do not produce significant coloration on their own during oxidative dyeing, but always require the presence of developer components. Developer components can form the actual dye with themselves.

[0013] The developer and coupler components are usually used in free form. However, for substances containing amino groups, it may be preferable to use them in salt form, particularly in the form of hydrochlorides, hydrobromides, or sulfates.

[0014] Further preferred uses according to the invention are characterized in that the at least one oxidation dye precursor of the developer type is selected from at least one compound from the group formed by p-phenylenediamine, p-toluenediamine, 2-(2-hydroxyethyl)-p-phenylenediamine, 2-(1,2-dihydroxyethyl)-p-phenylenediamine, N,N-bis-(2-hydroxyethyl)-p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N-(4-amino-3-methylphenyl)-N-[3-(1H-imidazol-1-yl)propyl]amine, N,N'-bis-(2-hydroxyethyl)-N,N'-bis-(4-aminophenyl)-1,3-diaminopropan-2-ol, bis-(2-hydroxy-5-aminophenyl)methane, 1,3-bis-(2,5-diaminophenoxy)propan-2-ol, N,N'-bis-(4-aminophenyl)-1,4-diazacycloheptane, 1,10-bis-(2,5-diaminophenyl)-1,4,7,10-tetraoxadecane, p-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(1,2-dihydroxyethyl)phenol and 4-Amino-2-(diethylaminomethyl)phenol, 4,5-diamino-1-(2-hydroxyethyl)-pyrazole, 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine,2-Hydroxy-4,5,6-triaminopyrimidine, the physiologically acceptable salts of these compounds and mixtures of these developer components and developer component salts.

[0015] Further uses preferred according to the invention are characterized in that the at least one oxidation dye precursor of the developer type is contained in a total amount of 0.01 to 5 wt.%, preferably 0.1 to 4 wt.%, particularly preferably 0.2 to 2.5 wt.%, in each case based on the weight of component 1 of the oxidation dye used according to the invention.

[0016] Coupler components within the meaning of the invention allow at least one substitution of a chemical residue of the coupler by the oxidized form of the developer component. This results in the formation of a covalent bond between the coupler and developer components. Couplers are preferably cyclic compounds that carry at least two groups on the cycle, selected from (i) optionally substituted amino groups and / or (ii) hydroxyl groups. If the cyclic compound is a six-membered ring (preferably aromatic), said groups are preferably located in the ortho or meta position to one another.

[0017] Further preferred uses according to the invention are characterized in that the at least one oxidation dye precursor of the coupler type is selected from one of the following classes: - 3-aminophenol (m-aminophenol) and / or its derivatives, - 3-aminoaniline (m-diaminobenzene) and / or its derivatives, - 2-aminoaniline (1,2-diaminobenzene; o-diaminobenzene) and / or its derivatives, - 2-aminophenol (o-aminophenol) and / or its derivatives, - naphthalene derivatives containing at least one hydroxy group, - Di- or trihydroxybenzene and / or their derivatives, - pyridine derivatives, - pyrimidine derivatives, - monohydroxyindole derivatives and / or monoaminoindole derivatives, - monohydroxyindoline derivatives and / or monoaminoindoline derivatives, - Pyrazolone derivatives, such as 1-phenyl-3-methylpyrazol-5-one, - Morpholine derivatives, such as 6-hydroxybenzomorpholine or 6-aminobenzomorpholine, - quinoxaline derivatives, such as 6-methyl-1,2,3,4-tetrahydroquinoxaline, - mixtures of two or more compounds from one or more of these classes.

[0018] Preferably, at least one coupler component is present in a total amount of 0.001 to 4 wt.%, preferably 0.01 to 2 wt.%, particularly preferably 0.05 to 1 wt.%, extraordinarily preferably 0.1 to 0.5 wt.%, in each case based on the weight of component 1 of the oxidation colorant used according to the invention.

[0019] Further uses preferred according to the invention are characterized in that at least one coupler component is present in a total amount of 0.001 to 4 wt.%, preferably 0.01 to 2 wt.%, particularly preferably 0.05 to 1 wt.%, extraordinarily preferably 0.1 to 0.5 wt.%, in each case based on the weight of component 1 of the oxidation colorant used according to the invention.

[0020] Further ready-to-use colorants preferably used according to the invention are characterized in that they have a pH in the range of 6.5 - 11, preferably 8 - 10.5, particularly preferably 9 - 10.3, extremely preferably 9.5 - 10.0, in each case measured at 20°C.

[0021] The alkalizing agents usable according to the invention for adjusting the preferred pH value can be selected from the group consisting of ammonia, alkanolamines, basic amino acids, and inorganic alkalizing agents such as (alkali earth) metal hydroxides, (alkali earth) metal metasilicates, (alkali earth) metal phosphates, and (alkali earth) metal hydrogenphosphates. Preferred inorganic alkalizing agents are magnesium carbonate, sodium hydroxide, potassium hydroxide, sodium silicate, and sodium metasilicate. Organic alkalizing agents usable according to the invention are preferably selected from monoethanolamine, 2-amino-2-methylpropanol, and triethanolamine. The basic amino acids usable as alkalizing agents according to the invention are preferably selected from the group consisting of arginine, lysine, ornithine, and histidine, particularly preferably arginine.However, in the course of the investigations relating to the present invention, it has been found that further preferred agents according to the invention are characterized in that they additionally contain an organic alkalizing agent. One embodiment of the first subject matter of the invention is characterized in that the agent additionally contains at least one alkalizing agent selected from the group consisting of ammonia, alkanolamines, and basic amino acids, in particular ammonia, monoethanolamine, and arginine or its compatible salts.

[0022] Acidifying agents that can be used to adjust the pH value are organic acids such as citric acid, acetic acid, ascorbic acid, benzoic acid, lactic acid, malic acid and maleic acid, as well as mineral acids such as hydrochloric acid, sulfuric acid or phosphoric acid.

[0023] Further preferred uses according to the invention are characterized in that the content of hydrogen peroxide is 0.1 - 12 wt.%, preferably 1 - 9 wt.%, particularly preferably 3 - 6 wt.%, in each case based on the weight of the ready-to-use colorant.

[0024] A common process for the oxidative coloring of keratin fibers within the meaning of the present invention comprises the following process steps: i) Providing a cosmetic agent (M1) as component 1 for the oxidative hair coloring of keratin fibers, containing - 40 wt% to 99 wt% water, - at least one alkalizing agent, - zero to less than 0.1% by weight of peroxide compounds, - at least one oxidation dye precursor of the developer type and at least one oxidation dye precursor of the coupler type, - wherein the oxidation colorant preferably has a pH in the range from 8 to 11, in particular in the range from 8.5 to 10.7, particularly preferably in the range from 9 to 10.3, extraordinarily preferably 9.5 to 9.7, in each case measured at a temperature of 22 °C, and ii) Providing an oxidizing agent preparation (M2) as component 2, containing 40-96 wt.%, preferably 65-90 wt.%, particularly preferably 70-80 wt.%, water, furthermore hydrogen peroxide in a total amount of 0.5 to 23 wt.%, further preferably 2.5 to 21 wt.%, particularly preferably 4 to 20 wt.%, very particularly preferably 5 to 18 wt.% and extraordinarily preferably 6 to 12 wt.%, and having a pH in the range of 2.0 to 6.5, preferably 2.5-5.5, particularly preferably 2.8 to 4.5, in each case measured at 20°C, wherein the wt.% data in each case relate to the weight of the oxidizing agent preparation (M2), optionally containing at least one surfactant and / or one oil, iii) Mixing the cosmetic agent (M1) with the oxidizing agent preparation (M2), preferably in a weight ratio (M1):(M2) in the range from 1:0.8 to 1:2.5, preferably 1:1 to 1:2, immediately thereafter iv) applying the mixture obtained in step iii) to the hair and leaving this mixture on the hair for a time of 1 to 60 minutes, preferably 20 to 45 minutes, at room temperature and / or at 30 - 60°C, preferably at 32 - 50°C, v) rinsing the hair with water and / or a cleansing composition, and vi) if necessary, apply a post-treatment product to the hair and rinse if necessary, then dry.

[0025] In the context of the present invention, the time specification "immediately thereafter" means a period of 1 second to 10 minutes, preferably 10 seconds to 5 minutes, particularly preferably 15 seconds to 2 minutes. In the ready-to-use mixture of (M1) and (M2) and optionally (M3) (see below), the reaction of the hydrogen peroxide with the contained reaction components begins immediately. This reaction must take place on the keratin fibers, so the reactive, ready-to-use mixture must be applied to the keratin fibers immediately after its preparation. Optional components of the cosmetic carrier of the agent used according to the invention

[0026] Colorants preferably used according to the invention contain at least one surfactant and / or at least one emulsifier.

[0027] Surfactants or emulsifiers are amphiphilic (bifunctional) compounds consisting of at least one hydrophobic and at least one hydrophilic moiety. The hydrophobic moiety is usually a hydrocarbon chain. Depending on the type of surfactant, the hydrophilic moiety can have a negative charge, a positive charge, a negative and a positive charge, or no charge.

[0028] In anionic surfactants, the hydrophilic moiety contains at least one negatively charged hydrophilic head group. Anionic surfactants contain exclusively negative charges.

[0029] Cationic surfactants are surfactants, i.e., surface-active substances, with one or more positive charges. Cationic surfactants contain exclusively positive charges.

[0030] Zwitterionic (amphoteric) surfactants contain at least one negatively charged and at least one positively charged group in the hydrophilic moiety of the molecule. These are spatially separated from each other and exist side by side, with the surfactant as a whole being electrically neutral. There are also non-ionic (non-ionogenic) surfactants, which are characterized by the absence of electrical charges in the molecules.

[0031] In general, the total amount of surfactants in the agent used according to the invention is preferably 0.1 to 25 wt.%, more preferably 1 to 15 wt.%, further preferably 2 to 10 wt.%, and extraordinarily preferably 3 to 5 wt.%, in each case based on the weight of the agent.

[0032] Amphoteric surfactants comprise at least one negatively charged and at least one positively charged group in the hydrophilic moiety of the molecule. Examples of preferred amphoteric surfactants (b) are betaines, N-alkyl-N,N-dimethylammonium glycinates, N-acylaminopropyl-N,N-dimethylammonium glycinates, and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines, each containing 8 to 24 carbon atoms in the alkyl group.

[0033] In a preferred embodiment, at least one betaine, in particular at least one alkyl betaine, is used as the amphoteric surfactant. This is particularly preferably an alkylamidoalkyl betaine of the following formula (I): R represents a linear or branched, saturated or unsaturated hydrocarbon radical having 5 to 20, preferably 8 to 14 carbon atoms, and n is an integer from 0 to 10, in particular 0 to 4.

[0034] In a preferred embodiment, R is a linear hydrocarbon radical, in particular a linear, saturated hydrocarbon radical.

[0035] In a particularly preferred embodiment, an alkylamidoalkylbetaine of the formula (I) with R = -C 10 H 21 , -C 11 H 23 or -C 12 H 25 and n = 0, 1 or 2, in particular an alkylamidoalkylbetaine of the formula (I) with R = -C 11 H 23 and n = 1 as an amphoteric surfactant, also known as cocamidopropyl betaine.

[0036] The alkyl polyglycosides (c) are non-ionic surfactants characterized by the absence of electrical charges in the molecules.

[0037] Alkylpolyglycosides according to the invention are characterized by having a hydrophobic, long-chain alkyl radical and a glycoside sugar as the hydrophilic moiety. In a preferred embodiment, the alkylpolyglycoside comprises at least one linear, branched, or cyclic, saturated or unsaturated moiety having 1 to 30 carbon atoms, preferably 5 to 25 carbon atoms, and in particular 8 to 20 carbon atoms. The alkyl radical is particularly preferably linear, and even more preferably linear and saturated. The degree of polymerization of the glycoside sugar is preferably 1 to 10, in particular 1 to 5, particularly preferably 1.1 to 2. Particularly preferred alkylpolyglycosides are alkylpolyglucosides.

[0038] Particularly preferred alkyl polyglucosides include lauryl polyglucoside, decyl polyglucoside, octyl polyglucoside, and cocoglucoside, especially lauryl polyglucoside. Lauryl polyglucoside is available, for example, under the trade name PLANTACARE® from BASF. Particularly preferred alkyl polyglycosides include lauryl polyglycoside, decyl polyglycoside, octyl polyglycoside, and cocoglycoside, especially lauryl polyglycoside.

[0039] The colorants may further contain additional active ingredients, auxiliaries, and additives to improve the coloring performance and to adjust other desired properties of the agents. The colorants are preferably provided as a liquid preparation, and therefore, if appropriate, an additional surface-active substance is added to the agents. Such surface-active substances are referred to as surfactants or emulsifiers depending on the area of ​​application. They are preferably selected from sulfate-free anionic, cationic, non-ionic, ampholytic, and amphoteric surfactants and emulsifiers.

[0040] As previously explained, cationic surfactants are surfactants, i.e., surface-active compounds, each with one or more positive charges. Cationic surfactants contain exclusively positive charges. These surfactants are typically composed of a hydrophobic moiety and a hydrophilic head group, with the hydrophobic moiety generally consisting of a hydrocarbon backbone (e.g., consisting of one or two linear or branched alkyl chains), and the positive charge(s) located in the hydrophilic head group. Cationic surfactants adsorb at interfaces and aggregate in aqueous solution above the critical micelle concentration to form positively charged micelles.

[0041] Examples of cationic surfactants are: - quaternary ammonium compounds which may carry one or two alkyl chains with a chain length of 8 to 28 C atoms as hydrophobic residues, - quaternary phosphonium salts substituted by one or more alkyl chains with a chain length of 8 to 28 C atoms, or - tertiary sulfonium salts.

[0042] Furthermore, the cationic charge can also be part of a heterocyclic ring (e.g., an imidazolium ring or a pyridinium ring) in the form of an onium structure. In addition to the functional unit carrying the cationic charge, the cationic surfactant can also contain other uncharged functional groups, as is the case, for example, with esterquats. Cationic surfactants of this type are, for example, physiologically acceptable salts of N,N,N-trimethyl-1-hexadecanaminium, in particular N,N,N-trimethyl-1-hexadecanaminium chloride, which is also sold under the trade name Dehyquart A-CA. Another suitable cationic surfactant is a physiologically acceptable salt of dimethyldistearyldimethylammonium, particularly preferably dimethyldistearylammonium chloride. Other cationic surfactants can be selected from the group of cationic imidazolium compounds.

[0043] Examples of preferred ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, wherein the ampholytic surfactant is different from the amphoteric surfactant.

[0044] The one or more ampholytic and / or cationic surfactants can be present in a total amount of 0.0 to 5.0 wt.%, preferably 0.1 to 2.5 wt.%, more preferably 0.4 to 1.8 wt.% and particularly preferably 0.6 to 0.9 wt.% - in each case based on the total weight of the agent.

[0045] In anionic surfactants, the hydrophilic moiety comprises a negatively charged hydrophilic head group. The negatively charged hydrophilic head group can be, for example, a carboxylic acid group or the salt of a carboxylic acid group, a sulfonic acid group or the salt of a sulfonic acid group, a sulfuric acid ester group or the salt thereof, a phosphonic acid group or the salt of a phosphonic acid group, or a phosphoric acid ester group or the salt thereof.

[0046] The cosmetic agent according to the invention typically comprises an aqueous carrier. In aqueous solution, the aforementioned hydrophilic head groups of the anionic surfactant—such as the carboxylic acid and the salts of the carboxylic acids—exist in an equilibrium, the position of which is partly determined by the pH of the agent. If, for example, a fatty acid is used as the anionic surfactant, a small portion of the fatty acid is present in aqueous solution in the form of the protonated fatty acid, whereas the majority of the fatty acid is deprotonated in aqueous solution and thus converted into the fatty acid salt. For this reason, the definition of an anionic surfactant also includes a surfactant with a—still protonated—acid group. An anionic surfactant within the meaning of the present invention does not contain any cationic moieties, i.e., amphoteric surfactants are not included in the definition of an anionic surfactant.

[0047] Anionic surfactants are characterized by the presence of a water-solubilizing anionic group, such as a carboxylate, sulfate, sulfonate, or phosphate group, and a lipophilic alkyl group with approximately 8 to 30 carbon atoms. Additionally, the molecule may contain glycol or polyglycol ether groups, ester, ether, and amide groups, as well as hydroxyl groups.

[0048] Typical examples of anionic surfactants are alkylbenzenesulfonates, alkanesulfonates, olefinsulfonates, alkyl ether sulfonates, glycerol ether sulfonates, a-methyl ester sulfonates, sulfofatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, acyl lactylates, acyl tartrates, acyl glutamates, acyl aspartates, alkyl oligoglucoside sulfates, protein fatty acid condensates (especially wheat-based vegetable products) and alkyl (ether) phosphates. If the anionic surfactants contain polyglycol ether chains, these can have a conventional, but preferably a narrowed homolog distribution.

[0049] Furthermore, it has proven advantageous if the colorants contain at least one stabilizer or complexing agent. Particularly preferred stabilizers are phenacetin, alkali metal benzoates (sodium benzoate), and salicylic acid. Furthermore, all prior art complexing agents can be used. Complexing agents preferred according to the invention are nitrogen-containing polycarboxylic acids, in particular EDTA and EDDS, and phosphonates, in particular 1-hydroxyethane-1,1-diphosphonate (HEDP) and / or ethylenediaminetetramethylenephosphonate (EDTMP) and / or diethylenetriaminepentamethylenephosphonate (DTPMP), or their sodium salts.

[0050] Furthermore, the agents according to the invention can contain further active ingredients, auxiliaries and additives, such as, for example, non-ionic polymers such as, for example, vinylpyrrolidinone / vinyl acrylate copolymers, polyvinylpyrrolidinone, vinylpyrrolidinone / vinyl acetate copolymers, polyethylene glycols and polysiloxanes; silicones such as volatile or non-volatile, straight-chain, branched or cyclic, crosslinked or non-crosslinked polyalkylsiloxanes (such as dimethicones or cyclomethicones), polyarylsiloxanes and / or polyalkylarylsiloxanes, in particular polysiloxanes with organofunctional groups, such as substituted or unsubstituted amines (amodimethicones), carboxyl, alkoxy and / or hydroxyl groups (dimethicone copolyols), linear polysiloxaneA)-polyoxyalkyleneB) block copolymers, grafted silicone polymers;cationic polymers such as quaternized cellulose ethers, polysiloxanes with quaternary groups, dimethyldiallylammonium chloride polymers, acrylamide-dimethyldiallylammonium chloride copolymers, diethyl sulfate-quaternized dimethylaminoethyl methacrylate-vinylpyrrolidinone copolymers, vinylpyrrolidinone-imidazolinium methochloride copolymers and quaternized polyvinyl alcohol; zwitterionic and amphoteric polymers; anionic polymers such as polyacrylic acids or crosslinked polyacrylic acids; fatty substances such as C; 8 -C 30-Fatty alcohols, hydrocarbons or natural oils and fats; hair conditioning compounds such as phospholipids, for example lecithin and cephalins; perfume oils, dimethyl isosorbide and cyclodextrins; fiber structure improving agents, in particular mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose and lactose; dyes for coloring the product; anti-dandruff agents such as piroctone olamine, zinc omadine and climbazole; amino acids and oligopeptides; protein hydrolysates of animal and / or plant origin, as well as in the form of their fatty acid condensation products or optionally anionically or cationically modified derivatives; light stabilizers and UV blockers; active ingredients such as panthenol, pantothenic acid, pantolactone, allantoin, pyrrolidinone carboxylic acids and their salts and bisabolol;Polyphenols, in particular hydroxycinnamic acids, 6,7-dihydroxycoumarins, hydroxybenzoic acids, catechins, tannins, leucoanthocyanidins, anthocyanidins, flavanones, flavones and flavonols; ceramides or pseudoceramides; vitamins, provitamins and vitamin precursors; plant extracts; fats and waxes such as fatty alcohols, beeswax, montan wax and paraffins; swelling and penetrating agents such as glycerol, propylene glycol monoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates; opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers; pearlescent agents such as ethylene glycol mono- and distearate and PEG-3 distearate and pigments.

[0051] The expert will select these additional substances based on the desired properties of the agent. Regarding further optional components and the amounts of these components used, reference is expressly made to the relevant manuals known to the expert. The additional active ingredients and excipients are preferably contained in the agents according to the invention in amounts of 0.0001 to 25 wt.%, in particular 0.0005 to 15 wt.%, based on the total weight of the respective agents.

[0052] The cosmetic carrier of the compositions according to the invention is preferably aqueous, alcoholic, or aqueous-alcoholic. For hair treatment, such carriers include, for example, creams, emulsions, gels, or surfactant-containing foaming solutions, such as shampoos, foam aerosols, or other preparations suitable for application to the hair.

[0053] An aqueous carrier according to the invention contains 20-95% by weight, in particular 50-90% by weight, particularly preferably 65-85% by weight of water. Aqueous-alcoholic carriers according to the present invention are water-containing compositions containing 3 to 70% by weight of a C 1 -C 4-alcohol, in particular ethanol or isopropanol. The agents according to the invention can additionally contain other organic solvents, such as, for example, 4-methoxybutanol, ethyl diglycol, 1,2-propylene glycol, n-propanol, n-butanol, 1,3-butylene glycol, glycerol, diethylene glycol monoethyl ether, and diethylene glycol mono-n-butyl ether. Preference is given to all water-soluble organic solvents. Preferred agents according to the invention are characterized in that they additionally contain a non-aqueous solvent, with preferred agents according to the invention containing the solvent in a concentration of 0.1 to 20 wt.%, preferably in a concentration of 0.5 to 10 wt.%, very particularly preferably in a concentration of 1 to 7 wt.%, in each case based on the total weight of the agent.

[0054] The agent according to the invention can be formulated in various forms. For example, it can be applied as a gel, an emulsion, a solution, or even in the form of a coloring foam. The use of gels (shampoo) represents a particularly appealing and convenient application form for the user and is therefore preferred. The gel can be applied directly to the keratin fibers to be colored, and the application process can be easily integrated into the user's daily hygiene routine. Therefore, the formulation of the agent as a shampoo (coloring shampoo) is particularly preferred. Examples

[0055] The formulations summarized in Table 1 were prepared. Unless otherwise stated, the quantities are given in percent by weight based on the total weight.

[0056] Tables 1 and 2: Composition of the tested formulations according to the invention and the comparative formulations Table 1: Colorants according to the invention (all amounts in wt.%) Component I of the oxidative colorant Example 1a (comparative example) Example 1a (according to the invention) Example 1b (comparative example) Example 1b (according to the invention) Carbomer 0,90 0,90 0,90 0,90 Propanediol-1,2 5,00 5,00 5,00 5,00 Xanthan Gum 1,00 1,00 1,00 1,00 Sodium sulfite, anhydrous 0,80 0,80 0,80 0,80 Potassium hydroxide solution (50 wt% KOH) 0,50 0,50 0,50 0,50 EDTA 0,20 0,20 0,20 0,20 Sodium silicate 40 / 42 0,50 0,50 0,50 0,50 Ammonia (25 wt% NH3) 5,00 5,00 5,00 5,00 Coco-glucoside (52% w / w active substance content in water) 2,00 2,00 2,00 2,00 Polyquaternium-39 0,10 0,10 0,10 0,10 PPG-1-PEG-9 Lauryl Glycol Ether 1,80 1,80 1,80 1,80 4,5-Diamino-1-(2-hydroxyethyl)-pyrazole sulfate 1,138 1,138 - - 4-Amino-2-methylphenol 0,189 0,189 - - 1,3-Bis-(2,4-diaminophenoxy)-propane 4HCl 0,130 0,130 - - m-Aminophenol 0,293 0,293 0,030 0,030 p-Toluenediamine sulfate - - 0,790 0,790 2-Methylresorcin - - 0,120 0,120 Resorcin - - 0,155 0,155 4-Chlororesorcin - - 0,140 0,140 Sulfuric acid (20 wt%) - - 1,800 1,800 1-Hydroxy-2-octanone - 2,000 - 2,000 demineralized water to 100 to 100 to 100 to 100 Component II Sodium hydroxide solution (50 wt% NaOH) 0,66 EDTA 1,50 Xanthan Gum 2,00 Propanediol-1,2 4,00 Hydrogen peroxide (50% w / w) 12,20 demineralized water to 100

[0057] Before the dyeing process, hair strands (Kerling 12-0) were colorimetrically measured (Spectralflash SF 450 colorimetric device from Datacolor). The color formulations prepared as described above were then applied to the hair strands and left there at 20°C for 30 minutes. The hair strands were then thoroughly rinsed and air-dried. After dyeing and drying, the hair strands were colorimetrically measured again. The strands were then washed twelve times and twenty-four times, respectively, using a standardized procedure with a commercially available shampoo. The strands were colorimetrically measured after 12 and 24 washes, respectively. The L a b values ​​were measured, and the color difference (ΔE) between dyed, unwashed strands and dyed, washed strands was calculated using the following formula: ΔE=(Lv−Ln)2+(av−an)2+(bv−bn)2, with Lv, av, bv colorimetric values ​​without washing, Ln, an, bn colorimetric values ​​after 12 or 24 washes.

[0058] The chromaticity (chroma c, color direction) is calculated from the measured values ​​a (CIE) and b (CIE) according to the following formula: c=a2+b2.

[0059] The measured and calculated data are summarized in the tables below.

[0060] The smaller the color difference ΔE between the unwashed strand and the washed strand, the higher the washfastness of the dye.

[0061] The measured value L (CIE) is a measure of the brightness or intensity of a color. Small measured values ​​indicate high intensity. The lower the L value, the greater the intensity of the color. Table 2: Improvement of intensity by 1-hydroxy-2-octanone (Examples 1a and 1b) Std. CIE a Std. CIE b Std. CIE C Std. CIE h 1,28 19,75 19,79 86,30 CIE a pattern CIE b pattern ClE C pattern CIE h pattern CIE DL CIE Da CIE Db CIE DC CIE DH CIE DE dE % Washout behavior 6.88 Ben WE0* 26,09 11,95 28,70 24,61 -52,44 24,81 -7,80 8,90 -24,44 58,53 6.88 Ben WE12* 28,78 12,82 31,51 24,01 -48,26 27,50 -6,93 11,71 -25,83 55,98 4,36% 6.88 Ben WE24* 28,16 11,92 30,58 22,95 -46,35 26,88 -7,83 10,79 -25,84 54,15 8,09% 6.88 Ad WE0** 24,50 10,87 26,80 23,92 -55,02 23,22 -8,88 7,01 -23,86 60,38 6.88 Ad WE12** 27,86 11,99 30,33 23,29 -50,38 26,58 -7,76 10,54 -25,61 57,49 4,79% 6.88 Ad WE24** 28,24 12,36 30,83 23,65 -46,96 26,96 -7,39 11,03 -25,69 54,66 9,47% * without 1-hydroxy-2-octanone ** with 1-hydroxy-2-octanone

[0062] The intensity of the color is significantly improved by 1-hydroxy-2-octanone, which can be seen from the reduction in the L values. Table 3: Improvement in intensity by 1-hydroxy-2-octanone. Examples 2a and 2b Std. Name Std. CIE L Std. CIE a Std. CIE b Std. CIE C Std. CIE h 78,05 1,28 19,75 19,79 86,30 Batch Name CIE L pattern ClE a pattern CIE b pattern ClE C pattern CIE h pattern CIE DL CIE Da CIE Db CIE DC CIE DH CIE DE dE % Washout behavior 7.0 Ben WE0* 28,83 4,91 11,64 12,64 67,12 -49,22 3,64 -8,11 -7,16 -5,27 50,01 7.0 Ben WE12* 31,69 5,27 12,37 13,45 66,94 -46,35 3,99 -7,38 -6,35 -5,49 47,11 5,80% 7.0 Ben WE24* 31,09 5,69 12,92 14,12 66,23 -46,96 4,41 -6,83 -5,68 -5,83 47,65 4,95% 7.0 Ad WE0** 27,21 4,89 10,75 11,81 65,55 -50,83 3,61 -9,00 -7,98 -5,51 51,75 7.0 Ad WE12** 29,47 5,40 12,25 13,39 66,20 -48,57 4,13 -7,50 -6,40 -5,68 49,32 4,70% 7.0 Ad WE24** 30,37 5,69 12,51 13,75 65,55 -47,68 4,41 -7,24 -6,05 -5,94 48,43 6,42% * without 1-hydroxy-2-octanone ** with 1-hydroxy-2-octanone

[0063] The intensity of the color is significantly improved by 1-hydroxy-2-octanone, which can be seen from the reduction in the L values. QUOTES CONTAINED IN THE DESCRIPTION

[0000] This list of documents submitted by the applicant was generated automatically and is included solely for the convenience of the reader. This list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions. Cited patent literature

[0000] DE 10 2020 206647 A1

[0005]

Claims

[1] Use of 1-hydroxy-2-octanone to increase the intensity of the coloration obtained on keratin fibers with an oxidative colorant containing, in a cosmetic carrier, at least one oxidation dye precursor of the developer type and at least one oxidation dye precursor of the coupler type. [2] Use according to claim 1, characterized by that the oxidative dye is a ready-to-use dye and contains hydrogen peroxide. [3] Use according to claim 1 or 2, characterized by that the total content of 1-hydroxy-2-octanone and / or its tautomer is 0.1 - 10 wt.%, preferably 0.5 - 5 wt.%, particularly preferably 1 - 3 wt.%, in each case based on the weight of the ready-to-use colorant. [4] Use according to one of claims 1 to 3, characterized bythat the at least one developer-type oxidation dye precursor is selected from at least one compound from the group consisting of p-phenylenediamine, p-toluenediamine, 2-(2-hydroxyethyl)-p-phenylenediamine, 2-(1,2-dihydroxyethyl)-p-phenylenediamine, N,N-bis-(2-hydroxyethyl)-p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N-(4-amino-3-methylphenyl)-N-[3-(1H-imidazol-1-yl)propyl]amine, N,N'-bis-(2-hydroxyethyl)-N,N'-bis-(4-aminophenyl)-1,3-diamino-propan-2-ol, bis-(2-hydroxy-5-aminophenyl)methane, 1,3-bis-(2,5-diaminophenoxy)propan-2-ol, N,N'-bis-(4-aminophenyl)-1,4-diazacycloheptane, 1,10-bis-(2,5-diaminophenyl)-1,4,7,10-tetraoxadecane, p-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(1,2-dihydroxyethyl)phenol and 4-Amino-2-(diethylaminomethyl)phenol, 4,5-diamino-1-(2-hydroxyethyl)pyrazole, 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine,the physiologically acceptable salts of these compounds as well as mixtures of these developer components and developer component salts. [5] Use according to one of claims 1 to 4, characterized by that the at least one oxidation dye precursor of the coupler type is selected from one of the following classes: - 3-aminophenol (m-aminophenol) and / or its derivatives, - 3-aminoaniline (m-diaminobenzene) and / or its derivatives, - 2-aminoaniline (1,2-diaminobenzene; o-diaminobenzene) and / or its derivatives, - 2-aminophenol (o-aminophenol) and / or its derivatives, - naphthalene derivatives containing at least one hydroxy group, - Di- or trihydroxybenzene and / or their derivatives, - pyridine derivatives, - pyrimidine derivatives, - monohydroxyindole derivatives and / or monoaminoindole derivatives, - monohydroxyindoline derivatives and / or monoaminoindoline derivatives, - Pyrazolone derivatives, such as 1-phenyl-3-methylpyrazol-5-one, - Morpholine derivatives, such as 6-hydroxybenzomorpholine or 6-aminobenzomorpholine, - quinoxaline derivatives, such as 6-methyl-1,2,3,4-tetrahydroquinoxaline, - mixtures of two or more compounds from one or more of these classes. [6] Use according to any one of claims 1 to 5, characterized by that the at least one oxidation dye precursor of the developer type is contained in a total amount of 0.01 - 5 wt.%, preferably 0.1 - 4 wt.%, particularly preferably 0.2 - 2.5 wt.%, in each case based on the weight of component 1 of the oxidation dye. [7] Use according to any one of claims 1 to 6, characterized bythat the at least one oxidation dye precursor of the coupler type is present in a total amount of 0.001 - 4 wt.%, preferably 0.01 - 2 wt.%, particularly preferably 0.05 - 1 wt.%, extraordinarily preferably 0.1 to 0.5 wt.%, in each case based on the weight of component 1 of the oxidation dye. [8] Use according to any one of claims 1 to 7, characterized by that the hydrogen peroxide content is 0.1 - 12 wt.%, preferably 1 - 9 wt.%, particularly preferably 3 - 6 wt.%, in each case based on the weight of the ready-to-use colorant. [9] Use according to any one of claims 1 to 8, characterized by that the ready-to-use colorant has a pH in the range of 6.5 - 11, preferably 8 - 10.5, particularly preferably 9 - 10.3, extremely preferably 9.5 - 10.0, in each case measured at 20°C.