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WO2025119816A1 - Agents de décoloration contenant de la vanilline comme additif - Google Patents

Agents de décoloration contenant de la vanilline comme additif Download PDF

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Publication number
WO2025119816A1
WO2025119816A1 PCT/EP2024/084253 EP2024084253W WO2025119816A1 WO 2025119816 A1 WO2025119816 A1 WO 2025119816A1 EP 2024084253 W EP2024084253 W EP 2024084253W WO 2025119816 A1 WO2025119816 A1 WO 2025119816A1
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WO
WIPO (PCT)
Prior art keywords
composition
bleaching agent
bleaching
optionally
additive
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.)
Pending
Application number
PCT/EP2024/084253
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German (de)
English (en)
Inventor
Leonie Hansen
Jing Hodes
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Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of WO2025119816A1 publication Critical patent/WO2025119816A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/22—Peroxides; Oxygen; Ozone
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/38—Percompounds, e.g. peracids
    • 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
    • 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
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/432—Direct dyes
    • A61K2800/4324—Direct dyes in 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
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/87—Application Devices; Containers; Packaging
    • 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
    • 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 bleaching agents that serve as agents for lightening keratin fibers, in particular human hair. Furthermore, the present invention relates to the use of the agents for the gentle bleaching or oxidative lightening of human hair, a multi-component packaging unit (kit of parts) comprising several separate components that together form a bleaching agent for the gentle oxidative lightening of keratin fibers, and a method for the oxidative lightening of keratin fibers using the bleaching agent mentioned and the kit comprising this bleaching agent.
  • kit of parts comprising several separate components that together form a bleaching agent for the gentle oxidative lightening of keratin fibers
  • a method for the oxidative lightening of keratin fibers using the bleaching agent mentioned and the kit comprising this bleaching agent.
  • the products contain higher concentrations of hydrogen peroxide and percarbonates or persalts, in particular persulfates. Dark, dark brown, or black hair can thus be lightened by 4 to 9 shades in a single step.
  • the hydrogen peroxide and the percarbonates or persalts are stored separately until ready for use to prevent premature deactivation of the percarbonates or persalts.
  • the hydrogen peroxide component which comprises an aqueous solution of hydrogen peroxide, has an acidic pH to stabilize the hydrogen peroxide.
  • the bleaching agent contains at least one powdered alkalizing agent in such a total amount that the application mixture has the desired alkaline pH value; or the hydrogen peroxide solution is additionally combined with an alkalizing agent preparation to form the application mixture.
  • bleaching also causes damage to the hair, as not only the hair's pigments but also its structural components are subject to oxidative damage. Depending on the severity of the damage, this can range from rough, brittle, and difficult-to-comb hair to reduced resilience and tensile strength, all the way to hair breakage. Therefore, the greater the amount of hydrogen peroxide and, if applicable, persalts or percarbonates used, the more severe the damage to the keratin fibers.
  • EP 1022014 A1 describes an acidic hair dye containing an alkylene carbonate and optionally acidified with organic dicarboxylic acids.
  • DE 102010063370 and DE 102005013488 disclose the use of solubilizers based on acylpyridinium derivatives to improve the lightening effect of bleaching agents, thereby reducing the required amount of harmful substances.
  • DE 10008640 discloses a bleaching process under acidic conditions, which also reduces hair damage.
  • the oxidizing agent is typically less reactive than under alkaline conditions, which can limit the efficiency of the bleaching process.
  • WO 2017/085117 discloses bleaching agents that enable gentle hair lightening with the addition of certain amino acids with dicarboxylic acids.
  • a first subject of the invention is therefore a bleaching agent for lightening keratin fibers, in particular human hair, comprising a) a composition (A) comprising at least one alkalizing agent and optionally at least one persalt; and/or b) a composition (B) having a pH of 2.5 to 5.5, preferably 3 to 5, particularly preferably 3.2 to 4, containing hydrogen peroxide; and/or c) optionally a composition (C) containing at least one persalt; wherein, upon mixing all components of the bleaching agent with one another, an alkaline pH is established which is preferably in the range from 8 to 12, preferably 8.5 to 11.5, particularly preferably 9 to 10.5, characterized in that the bleaching agent comprises at least one stabilizing additive having the following structural formula: where -R is selected from
  • radical R is more preferably selected from -H, -OH or -CH 3.
  • Alkyl radicals are groups of carbon and hydrogen atoms that have only single bonds between the carbon atoms.
  • Alkyl radicals are saturated hydrocarbon groups and typically terminate in a hydrogen atom. They are formed by removing a hydrogen atom from an alkane molecule. Examples include methyl, ethyl, propyl, isopropyl, butyl, etc. A methyl radical is particularly preferred, yielding acetovanillone.
  • Alkenyl radicals are groups of carbon and hydrogen atoms that contain at least one double bond (alkene bond) between two adjacent carbon atoms. This double bond imparts a certain degree of unsaturation to the alkenyl radicals. Examples include vinyl, allyl, butenyl, etc.
  • Alkynyl radicals are groups of carbon and hydrogen atoms that contain at least one triple bond (alkyne bond) between two adjacent carbon atoms. This triple bond gives alkynyl radicals a higher degree of unsaturation compared to alkenyl radicals. Examples include ethynyl, propynyl, butynyl, etc.
  • Alkyl radicals are preferably selected from the following: Methyl radical: -CH3, Ethyl radical: -C2H5, Propyl radical: -C3H7, Isopropyl radical: -C(CH3)3, Butyl radical: -C4H9, Isobutyl radical: -C(CH3)2CH2, Pentyl radical: -C5H11, hexyl radical: -C6H13.
  • Alkynyl radicals are preferably selected from the following: ethynyl radical: -CnCH, propynyl radical: -CECCH3, butynyl radical: -CECCH2CH3.
  • the stabilizing additive is referred to as a vanillin derivative.
  • R is selected from -H, -OH, and a methyl radical: -CH3.
  • the additive is vanillin, vanillic acid, or acetovanillone.
  • a product containing only one composition (A) or only one composition (B) is therefore also considered a bleaching product within the meaning of the invention. It is essential that the bleaching product comprises a vanillin derivative. The user can then combine these individual bleaching products and use them to lighten the hair. In this case, the product can be available either individually or as part of a kit-of-parts. Furthermore, the invention also encompasses the use of a vanillin derivative for bleaching hair. According to one embodiment of the use, the bleaching product does not contain any additives. Rather, the consumer adds the additive to the bleaching product during use. In this case, the additive can be present as part of a kit-of-parts or entirely separate from the bleaching product.
  • the bleaching agents according to the invention demonstrate good bleaching results while effectively protecting the keratin fibers. They are also simple to produce and easy to handle.
  • keratin-containing or keratinic fibers are understood to mean fur, wool, feathers, and especially human hair.
  • agents according to the invention are primarily suitable for the oxidative lightening of keratin-containing fibers, in principle, there is nothing to prevent their use in other areas as well.
  • a suitable parameter for quantifying fiber damage, especially hair damage is the measurement of the cysteic acid content of the keratin fibers, which increases upon oxidation of the cystine groups contained in the keratin fibers.
  • binder or “powdery” is understood according to the invention to mean a solid, free-flowing composition of individual particles at 20 °C and 1013 mbar, in which the individual particles have particle sizes in the range of 0.1 pm to a maximum of 1.6 mm. Particle size determination is preferably carried out using laser diffraction measurement according to ISO 13320-1 (2009). If necessary, the particle size can be adjusted to the requirements of the bleaching agent through physical treatment, such as sieving, pressing, granulation, or pelletizing, or through the addition of certain additives, for example, to enable better miscibility of the individual powder components or the miscibility of the bleaching agent with a hydrogen peroxide preparation.
  • Powdered compositions preferred according to the invention have a bulk density in the range of 500 to 1000 g/l (grams/liter), preferably 550 to 900 g/l, particularly preferably 600 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 terms “paste” or “paste-like” are to be understood as meaning a composition which, at 20 °C and 1013 mbar, has a viscosity in the range from 200,000 to 1,600,000 mPas, preferably 250,000 to 1,400,000 mPas, particularly preferably 300,000 to 1,000,000 mPas, extraordinarily preferably 400,000 to 750,000 mPas.
  • the paste viscosity is preferably determined using a Brookfield RVDV II+ instrument, spindle no. 96, 4 revolutions per minute, at 20°C.
  • cream or “creamy” are understood to mean a composition consisting mainly of an oil-in-water emulsion or water-in-oil emulsion with ingredients dissolved or suspended therein.
  • gel or “gel-like” are understood to mean a composition consisting mainly of an aqueous solution or oil-in-water emulsion treated with a gelling agent with ingredients dissolved or suspended therein.
  • bleaching refers to the oxidative lightening of keratin fibers, in particular human hair.
  • Bleaching agents according to the invention do not contain oxidation dyes or their precursors. Direct-absorbing dyes may be present to mask undesirable shades, but not to produce a color of their own.
  • the bleaching agents according to the invention preferably do not contain acylpyridinium derivatives.
  • the bleaching agent according to the invention contains a composition (A), a composition (B), optionally a composition (C) and optionally a composition (D), wherein (A), (B), (C), and (D) are separated from one another; and wherein
  • (A) contains at least one alkalizing agent and optionally at least one persalt, preferably a percarbonate or a persulfate, particularly preferably a persulfate;
  • (B) contains hydrogen peroxide and has a pH of 2.5 to 5.5, preferably from 3 to 5, particularly preferably from 3.2 to 4; and, if (C) is present, (C) contains at least one persalt, preferably a percarbonate or a persulfate, particularly preferably a persulfate; wherein at least one of the compositions (A) or (B) or optionally (C) or optionally (D) contains a vanillin derivative; and when the compositions (A), (B), (C) and (D) are mixed, an alkaline pH is established which is preferably in the range from 8 to 12, particularly preferably from 8.5 to 11.5, extremely preferably from 9.0 to 10.5, in each case measured at 20°C.
  • alkalizing agent preferably ammonia or monoethanolamine
  • (A) is a cream or gel with a high content of alkalizing agent, preferably ammonia or monoethanolamine
  • (B) is an aqueous hydrogen peroxide solution or emulsion with a pH of 2.5 to 5.5, preferably from 3 to 5, particularly preferably from 3.2 to 4,
  • (C) and (D) are not present, wherein either (A) or (B) contains vanillin derivative.
  • (A) is a cream or gel with a high content of alkalizing agent, preferably ammonia or monoethanolamine
  • (B) is an aqueous hydrogen peroxide solution or emulsion with a pH of 2.5 to 5.5, preferably from 3 to 5, particularly preferably from 3.2 to 4, and (C) and (D) are not present, wherein (A) contains vanillin derivative, and (B) contains vanillin derivative.
  • (A) is a cream or gel with a high content of alkalizing agent, preferably ammonia or monoethanolamine;
  • (D) an aqueous solution of vanillin derivative is a cream or gel with a high content of alkalizing agent, preferably ammonia or monoethanolamine;
  • (A) is a cream or gel with a high content of alkalizing agent, preferably ammonia or monoethanolamine;
  • (B) is an aqueous hydrogen peroxide solution or emulsion with a pH of 2.5 to 5.5, preferably from 3 to 5, particularly preferably from 3.2 to 4;
  • (C) is a persalt-containing powder, preferably a persulfate- or percarbonate-containing powder, particularly preferably a persulfate-containing powder, optionally containing a filler, preferably silica, optionally containing an oil, and optionally containing a powdered alkalizing agent; and (D) is not present, wherein either (A) or (B) or (C) contains vanillin derivative.
  • (A) is a cream or gel with a high content of alkalizing agent, preferably ammonia or monoethanolamine;
  • (B) is an aqueous hydrogen peroxide solution or emulsion with a pH of 2.5 to 5.5, preferably from 3 to 5, particularly preferably from 3.2 to 4;
  • (C) is a persalt-containing powder, preferably a persulfate- or percarbonate-containing powder, particularly preferably a persulfate-containing powder, optionally containing a filler, preferably silica, optionally containing an oil, and optionally containing a powdered alkalizing agent; and (D) is not present, wherein either (A) or (C) contains a component selected from vanillin derivatives and (B) contains the component selected from vanillin derivatives that is not contained in (A) or (C).
  • (A) is a cream or gel with a high content of alkalizing agent, preferably ammonia or monoethanolamine;
  • (B) is an aqueous hydrogen peroxide solution or emulsion with a pH of 2.5 to 5.5, preferably from 3 to 5, particularly preferably from 3.2 to 4;
  • (C) is a persalt-containing powder, preferably a persulfate- or percarbonate-containing powder, particularly preferably a persulfate-containing powder, optionally containing a filler, preferably silica, optionally containing an oil, and optionally containing a powdered alkalizing agent; and (D) is not present, wherein (A) contains a component selected from vanillin derivatives and (C) contains the component selected from vanillin derivatives that is not contained in (A).
  • alkalizing agent preferably ammonia or monoethanolamine
  • (B) is an aqueous hydrogen peroxide solution or emulsion with a pH of 2.5 to 5.5, preferably
  • (A) is a powder or an anhydrous oil paste with a high content of alkalizing agent, preferably an alkali silicate, additionally containing at least one persalt, preferably a persulfate or a percarbonate, particularly preferably a persulfate;
  • (B) is an aqueous hydrogen peroxide solution or emulsion having a pH of 2.5 to 5.5, preferably 3 to 5, particularly preferably 3.2 to 4;
  • (D) is an aqueous solution of vanillin derivative, and (C) is not present.
  • (A) is a powder or an anhydrous oil paste with high
  • alkalizing agent preferably an alkali silicate, additionally containing at least one Persalt, preferably a persulfate or a percarbonate, more preferably a persulfate;
  • B an aqueous hydrogen peroxide solution or emulsion having a pH of from 2.5 to 5.5, preferably from 3 to 5, more preferably from 3.2 to 4; and
  • C) and (D) are not present, wherein either (A) or (B) contains vanillin derivative.
  • (A) is a powder or an anhydrous oil paste with a high content of alkalizing agent, preferably an alkali silicate, additionally containing at least one persalt, preferably a persulfate or a percarbonate, particularly preferably a persulfate;
  • (B) is an aqueous hydrogen peroxide solution or emulsion having a pH of 2.5 to 5.5, preferably 3 to 5, particularly preferably 3.2 to 4; and (C) and (D) are not present, wherein (A) contains vanillin derivative and (B) contains vanillin derivative not contained in (A).
  • a high content of alkalizing agent is understood to mean one in which mixing of the compositions (A), (B), optionally (C) and optionally (D) leads to an alkaline pH, preferably in the range from 8 to 12, particularly preferably from 8.5 to 11.5, extremely preferably from 9.0 to 10.5.
  • compositions are described in more detail below.
  • Bleaching agents according to the invention contain vanillin derivative, which is distributed as desired between the compositions (A), (B), optionally (C) and optionally (D).
  • Bleaching agents preferred according to the invention contain between 0.001% by weight and 1% by weight, preferably between 0.005% by weight and 0.8% by weight, particularly preferably between 0.01% and 0.5% by weight, extraordinarily preferably between 0.02% and 0.4% by weight of vanillin derivative.
  • a further object of the present invention is also the use of vanillin derivative in an alkaline bleaching agent for reducing damage to keratin fibers, in particular human hair, during the oxidative lightening of these fibers, wherein the bleaching agent is preferably a bleaching agent according to the invention.
  • the vanillin derivative is one or more of the following: vanillin or vanillic acid and/or acetovanillon.
  • Vanillin is an organic compound. It is a phenolic aldehyde with the chemical formula C8H8O3. Vanillin occurs naturally in the vanilla bean, but it can also be produced synthetically.
  • Vanillic acid is a carboxylic acid derivative of vanillin.
  • the chemical structure of vanillic acid is modified by the insertion of a carboxyl group into the vanillin molecule.
  • the carboxyl group in vanillic acid imparts (slightly) acidic properties to this compound.
  • Acetovan illon also known as 3-methoxy-4-hydroxyacetophenone, is a chemical compound. This substance is closely related to vanillin and is therefore a vanillin derivative.
  • Bleaching agents according to the invention contain at least one alkalizing agent in composition (A).
  • the alkalizing agent is preferably selected from ammonia and amines, with the amine preferably being an alkanolamine, particularly preferably monoethanolamine, 2-amino-2-methylpropanol, and triethanolamine, most preferably monoethanolamine.
  • composition (A) contains water and has a pH in the range of 8 - 12, preferably 9 - 11, particularly preferably 9.5 - 10.5, in each case measured at 20°C.
  • ammonia NH3 is used in the form of its aqueous solution.
  • Aqueous ammonia solutions often contain ammonia (NH3) in concentrations of 10 to 32% by weight. Preference is given to using an aqueous ammonia solution which contains 25% by weight of ammonia (NH3).
  • Ammonia and/or monoethanolamine are preferably present in the alkalizing compositions preferably used according to the invention in amounts of 0.01 - 10 wt.%, preferably 0.1 - 7.5 wt.%, more preferably 0.5 - 5.5 wt.% and particularly preferably 1.5 - 4.5 wt.% - in each case based on the weight of the composition (A).
  • At least one further alkalizing agent may be included, which is selected from alkali metal silicates, alkaline earth metal silicates, alkaline earth metal hydroxide carbonates, alkaline earth metal carbonates, alkali metal metasilicates, alkaline earth metal metasilicates, alkali metal hydroxides and alkaline earth metal hydroxides, as well as mixtures of these substances.
  • Bleaching agents according to the invention in which the composition (A) is in the form of a powder or water- free oil paste, preferably contain exclusively solid (at 20°C and 1013 mbar) alkalizing agents, preferably selected from those mentioned above.
  • bleaching agents according to the invention optionally contain in composition (A) at least one persalt as oxidizing agent.
  • percarbonates and persulfates are referred to as persalts.
  • Percarbonates are understood, in particular, to be sodium carbonate-hydrogen peroxide complexes.
  • Commercially available sodium percarbonate has the average composition 2 Na2O3 • 3 H2O2.
  • Sodium percarbonate is a white, water-soluble powder that readily decomposes into sodium carbonate and "active" oxygen, which has a bleaching and oxidizing effect.
  • Persulfates are inorganic salts of peroxosulfuric acids.
  • Peroxosulfuric acids are understood to mean peroxodisulfuric acid and peroxomonosulfuric acid (Caro's acid).
  • the persulfates are preferably selected from ammonium peroxodisulfate, alkali metal peroxodisulfates, ammonium peroxomonosulfate, alkali metal peroxomonosulfates, and alkali metal hydrogen peroxomonosulfates.
  • Ammonium peroxodisulfate, potassium peroxodisulfate, sodium peroxodisulfate, and potassium hydrogen peroxomonosulfate are particularly preferred.
  • the bleaching agent according to the invention contains at least two different peroxodisulfates.
  • Preferred peroxodisulfate salts are combinations of ammonium peroxodisulfate and potassium peroxodisulfate and/or sodium peroxodisulfate.
  • the at least one persalt is selected from sodium percarbonates and inorganic salts of a peroxosulfuric acid and mixtures thereof in a total amount of 5-85 wt.%, preferably 10-75 wt.%, particularly preferably 15-65 wt.%, extraordinarily preferably 20-55 wt.%, in each case based on the weight of the composition (A).
  • Bleaching agents according to the invention which contain exclusively solid alkalizing agents, preferably at least one alkali silicate, in the composition (A), preferably also contain an oxidizing agent selected from sodium percarbonates and inorganic salts of a peroxosulfuric acid and mixtures thereof, in a total amount of 5-85 wt.%, preferably 10-75 wt.%, particularly preferably 15-65 wt.%, extraordinarily preferably 20-55 wt.%, in each case based on the weight of the composition (A).
  • Preferred bleaching agents according to the invention which contain in composition (A) an oxidizing agent selected from sodium percarbonates and inorganic salts of a peroxosulfuric acid and mixtures thereof, additionally contain in composition (A) at least one inorganic alkalizing agent which is solid at 20 °C and 1013 mbar, including at least one sodium silicate or sodium metasilicate with a molar SiO2/Na2O ratio of > 2, preferably 2.5-3.5, in a total amount of 0.1 to 50 wt.%, preferably 5 to 40 wt.%, each based on the weight of composition (A).
  • the alkalizing agent which is solid at 20°C and 1013 mbar, is preferably present in a total amount of 1-60 wt.%, preferably 5-55 wt.%, particularly preferably 10-50 wt.%, extraordinarily preferably 15-45 wt.%, based on the weight of composition (A).
  • composition (A) in addition to the at least one sodium silicate or sodium metasilicate with a molar SiO2/Na2O ratio of > 2, preferably 2.5-3.5, in a total amount of 0.1 to 50 wt.%, preferably 5 to 40 wt.%, each based on the weight of composition (A) as optional alkalizing agent, further inorganic alkalizing agents which are particularly preferred according to the invention and are solid at 20°C and 1013 mbar are 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, (alkali earth) metal phosphates and (alkali earth) metal hydrogen phosphates and mixtures of these substances.
  • Particularly preferred inorganic alkalizing agents which are solid at 20°C and 1013 mbar, in addition to the at least one obligatory sodium silicate or sodium metasilicate, each with a molar SiO2/Na2O ratio of > 2, preferably from 2.5 to 3.5, are selected from magnesium hydroxide carbonates and mixtures of these alkalizing agents.
  • Magnesium hydroxide carbonates preferred according to the invention are those with the formula MgCOs ⁇ Mg(OH)2 ⁇ 2 H2O 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.
  • Bleaching agents which are particularly preferred according to the invention and which contain in the composition (A) an oxidizing agent which is selected from sodium percarbonates and inorganic salts of a peroxosulfuric acid and mixtures thereof, contain in the composition (A), based on their total weight, 0.1 to 50% by weight, preferably 5 to 40% by weight, of sodium silicates with a molar SiO2/Na2O ratio of > 2, preferably from 2.5 to 3.5, and 2 - 20% by weight, preferably 5 - 15% by weight, particularly preferably 8 - 25% by weight of magnesium hydroxide carbonate as inorganic alkalizing agents which are solid at 20 °C and 1013 mbar.
  • an oxidizing agent which is selected from sodium percarbonates and inorganic salts of a peroxosulfuric acid and mixtures thereof, contain in the composition (A), based on their total weight, 0.1 to 50% by weight, preferably 5 to 40% by weight, of sodium silicates with a molar SiO2/Na2O
  • particularly preferred bleaching agents contain in composition (A) in the absence of a composition (C), if the latter is present, in each case based on their total weight, 0.1 to 50% by weight, preferably 5 to 40% by weight of sodium silicates with a molar SiO2/Na2O ratio of > 2, preferably from 2.5 to 3.5, and 2 - 20% by weight, preferably 5 - 15% by weight, particularly preferably 10 - 13% by weight of magnesium hydroxide carbonate with the formula MgCOs ⁇ Mg(OH)2 as inorganic alkalizing agents which are solid at 20°C and 1013 mbar.
  • the bleaching agent according to the invention or preferred according to the invention contains one or more inorganic carbonates in composition (A), whether as alkalizing agents or as oxidizing agents in the form of sodium carbonate-hydrogen peroxide complexes, their content is preferably selected such that in the application mixture with composition (B), optionally composition (C) and optionally composition (D) the total molar CO3 2 concentration is at least 0.015 mol/100 grams of application mixture.
  • the bleaching agent according to the invention or preferred according to the invention is in the composition composition (A)) contains one or more inorganic carbonates, either as alkalizing agents or as oxidizing agents in the form of sodium carbonate-hydrogen peroxide complexes, their content is particularly preferably selected such that in the application mixture with the composition (B) and optionally the composition (D) the molar CO3 2 total concentration is calculated to be at least four times higher than the total concentration of proton donors.
  • the bleaching agent according to the invention or preferred according to the invention contains one or more inorganic carbonates in composition (A), whether as alkalizing agents or as oxidizing agents in the form of sodium carbonate-hydrogen peroxide complexes, their content is extremely preferably selected such that in the application mixture with composition (B), optionally composition (C) and optionally composition (D), the total molar CO3 2 concentration is at least 0.015 mol/100 grams of application mixture and is mathematically at least four times higher than the total concentration of proton donors.
  • the bleaching agents according to the invention preferably have a water content of 0 to 8% by weight, preferably 0.1 to 5% by weight, particularly preferably 0.5 to 3% by weight, of water in the composition (A), based on the weight of the composition (A), if it contains alkali silicates as alkalizing agent, and not ammonia or an amine.
  • This information refers to the free water content. It does not take into account the content of molecularly bound water or water of crystallization that individual powder components may contain.
  • the water content can be determined, for example, using Karl Fischer titration based on ISO 4317 (version 2011-12).
  • At least one dedusting agent can be added, which is selected in particular from at least one oil, in particular selected from paraffin oil, silicone oil, or ester oil, as well as mixtures of these oils.
  • the at least one oil is preferably present in a total amount of 0.1-15 wt.%, preferably 0.5-10 wt.%, particularly preferably 1-8 wt.%, extremely preferably 2-6 wt.%, in each case based on the weight of the bleaching agent (A).
  • Preferred oils according to the invention are selected from natural and synthetic hydrocarbons, particularly preferably from paraffin oils, Cs-Cs isoparaffins, in particular isoeicosane, polyisobutenes and polydecenes, furthermore selected from Cs-Ci6 isoparaffins, in particular from isodecane, isododecane, isotetradecane and isohexadecane and mixtures thereof, and also 1,3-di-(2-ethylhexyl)-cyclohexane.
  • paraffin oils Cs-Cs isoparaffins, in particular isoeicosane, polyisobutenes and polydecenes
  • Cs-Ci6 isoparaffins in particular from isodecane, isododecane, isotetradecane and isohexadecane and mixtures thereof, and also 1,3-di-(2-ethylhexyl)-cyclohexan
  • oils preferred according to the invention are selected from the benzoic acid esters of linear or branched C8-22 alkanols. Benzoic acid C12-C15 alkyl esters are particularly preferred. Further oils preferred according to the invention are selected from fatty alcohols having 6-30 carbon atoms, which are unsaturated or branched and saturated, or branched and unsaturated. Preferred alcohol oils are 2-hexyldecanol, 2-octyldodecanol, 2-ethylhexyl alcohol and isostearyl alcohol.
  • Particularly preferred are natural oils, e.g., amaranth seed oil, apricot kernel oil, argan oil, avocado oil, babassu oil, cottonseed oil, borage seed oil, camelina oil, safflower oil, peanut oil, pomegranate seed oil, grapefruit seed oil, hemp oil, hazelnut oil, elderberry seed oil, currant seed oil, jojoba oil, linseed oil, macadamia nut oil, corn germ oil, almond oil, marula oil, evening primrose oil, olive oil, palm oil, palm kernel oil, Brazil nut oil, pecan nut oil, peach kernel oil, rapeseed oil, castor oil, sea buckthorn pulp oil, sea buckthorn kernel oil, sesame oil, soybean oil, sunflower
  • Further cosmetic oils which are particularly preferred according to the invention are selected from the dicarboxylic acid esters of linear or branched O2-C10-alkanols, in particular diisopropyl adipate, di-n-butyl adipate, di-(2-ethylhexyl) adipate, dioctyl adipate, diethyl/di-n-butyl/dioctyl sebacate, diisopropyl sebacate, dioctyl malate, dioctyl maleate, dicaprylyl maleate, diisooctyl succinate, di-2-ethylhexyl succinate and di-(2-hexyldecyl) succinate.
  • Further cosmetic oils which are particularly preferred according to the invention are selected from the esters of linear or branched saturated or unsaturated fatty alcohols having 2 - 30 carbon atoms with linear or branched saturated or unsaturated fatty acids having 2 - 30 carbon atoms, which may be hydroxylated.
  • Further cosmetic oils preferred according to the invention are selected from the addition products of 1 to 5 propylene oxide units with mono- or polyhydric C 2-22 alkanols, such as octanol, decanol, decanediol, lauryl alcohol, myristyl alcohol, and stearyl alcohol, e.g., PPG-2 myristyl ether and PPG-3 myristyl ether.
  • mono- or polyhydric C 2-22 alkanols such as octanol, decanol, decanediol, lauryl alcohol, myristyl alcohol, and stearyl alcohol, e.g., PPG-2 myristyl ether and PPG-3 myristyl ether.
  • Further cosmetic oils preferred according to the invention are selected from the addition products of at least 6 ethylene oxide and/or propylene oxide units with mono- or polyhydric C 2-22 alkanols, such as glycerol, butanol, butanediol, myristyl alcohol, and stearyl alcohol, which may be esterified if desired, e.g., PPG-14 butyl ether, PPG-9 butyl ether, PPG-10 butanediol, PPG-15 stearyl ether, and glycereth-7 diisononanoate.
  • mono- or polyhydric C 2-22 alkanols such as glycerol, butanol, butanediol, myristyl alcohol, and stearyl alcohol, which may be esterified if desired, e.g., PPG-14 butyl ether, PPG-9 butyl ether, PPG-10 butanediol, PPG-15 stearyl
  • compositions preferred according to the invention are selected from the O8-O22 fatty alcohol esters of monovalent or polyvalent O2-O7 hydroxycarboxylic acids, in particular the esters of Glycolic acid, lactic acid, malic acid, tartaric acid, citric acid and salicylic acid, e.g. C12-C15 alkyl lactate.
  • compositions preferred according to the invention are selected from the symmetrical, asymmetrical or cyclic esters of carbonic acid with O3-22-alkanols, O3-22-alkanediols or O3-22-alkanetriols, e.g. dicaprylyl carbonate, or the esters according to DE 19756454 A1, in particular glycerol carbonate.
  • silicone oils which are suitable according to the invention are selected from the silicone oils, which include, for example, dialkyl and alkylaryl siloxanes, such as decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, dimethylpolysiloxane and methylphenylpolysiloxane, but also hexamethyldisiloxane, octamethyltrisiloxane and decamethyltetrasiloxane.
  • dialkyl and alkylaryl siloxanes such as decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, dimethylpolysiloxane and methylphenylpolysiloxane, but also hexamethyldisiloxane, octamethyltrisiloxane and decamethyltetrasiloxane.
  • Preferred bleaching agents according to the invention are characterized in that the cosmetic oil is selected from natural and synthetic hydrocarbons, particularly preferably from paraffin oils, C18-C16 isoparaffins, in particular isoeicosane, polyisobutenes and polydecenes, C8-C16 isoparaffins, and 1,3-di-(2-ethylhexyl)-cyclohexane; the benzoic acid esters of linear or branched C8-C22 alkanols; fatty alcohols with 6-30 carbon atoms, which are unsaturated or branched and saturated or branched and unsaturated; triglycerides of linear or branched, saturated or unsaturated, optionally hydroxylated C8-C10 fatty acids, in particular natural oils; the dicarboxylic acid esters of linear or branched C22-C10 alkanols; the esters of linear or branched saturated or unsaturated fatty alcohols with 2 - 30 carbon atoms
  • Bleaching agents preferred according to the invention optionally contain at least one polymer selected from acrylic acid homo- and copolymers, methacrylic acid homo- and copolymers, itaconic acid homo- and copolymers, polysaccharides which may be chemically and/or physically modified, and mixtures of these polymers, with one or more of the polymers mentioned being particularly preferably present in a total amount of 0.1 - 6 wt.%, preferably 0.5 - 4 wt.%, particularly preferably 1 - 3.5 wt.%, extraordinarily preferably 2 - 3 wt.%, in each case based on the weight of the bleaching agent.
  • composition (A) may further comprise 2-[2-hydroxy-3-(trimethylammonio)propoxy]ethylcellulose ether chloride.
  • the 2-[2-hydroxy-3-(trimethylammonio)propoxy]ethylcellulose ether chloride is preferably present in a total amount of 0.01-1.00 wt.%, particularly preferably 0.10-0.60 wt.%, further particularly preferably 0.20-0.48, extraordinarily preferably 0.30-0.47 wt.%, in each case based on the weight of the bleaching powder.
  • composition (A) further contains at least one amino acid selected from arginine, lysine, histidine, or at least one of the salts of these amino acids.
  • Arginine is extremely preferred. Mixtures of arginine and lysine may be particularly preferred according to the invention.
  • the salts of arginine, lysine, or histidine that are particularly suitable according to the invention are the ammonium salts, alkali metal salts, and alkaline earth metal salts, in particular the lithium, sodium, potassium, magnesium, and calcium salts, as well as the hydrohalides, in particular the hydrochlorides, and mixtures of these salts.
  • a particularly preferred amino acid salt according to the invention is lysine hydrochloride.
  • the amino acids suitable according to the invention, selected from arginine, lysine, histidine, and their salts may also contain water of crystallization.
  • Compositions (A) preferred according to the invention can contain at least one amino acid selected from arginine, lysine, histidine or at least one salt of these amino acids in a total amount, converted to the mass of free amino acid, of 0.1 - 7 wt.%, preferably 0.2 - 5 wt.%, particularly preferably 0.5 - 2.5 wt.%, extraordinarily preferably 1 - 2 wt.%, in each case based on the weight of the composition (A).
  • composition (B) in the bleaching agent according to the invention contains 50-96% by weight, preferably 70-93%, particularly preferably 80-90% water and 0.5-20% by weight of hydrogen peroxide, in each case based on the weight of the composition (B), and furthermore at least one pH adjuster in an amount such that the composition (B) has a pH in the range from 2.5 to 5.5, in particular from 3 to 5, measured at 20°C.
  • Composition (B) in the bleaching agent according to the invention essentially contains water and hydrogen peroxide.
  • concentration of hydrogen peroxide is determined, on the one hand, by legal requirements and, on the other hand, by the desired effect. It is 0.5-20 wt.%, preferably 3-12 wt.%, particularly preferably 6-9 wt.% hydrogen peroxide (calculated as 100% H2O2), in each case based on the weight of composition (B).
  • composition (B) in the bleaching agent according to the invention has, to stabilize the Hydrogen peroxide preferably has an acidic pH, in particular a pH in the range of 2.5 to 5.5, in particular 3 to 5, measured at 20°C.
  • Complexing agents, preservatives and/or buffer substances are preferably also included to stabilize the hydrogen peroxide.
  • Particularly preferred bleaching agents according to the invention further contain in composition (B) at least one oil and/or at least one fatty component with a melting point in the range of 23-110°C, preferably in a total amount of 0.1-60 wt.%, particularly preferably 0.5-40 wt.%, extraordinarily preferably 2-24 wt.%, in each case based on the weight of composition (B).
  • the oils suitable for the bleaching agents preferred according to the invention in composition (B) are the same oils disclosed above as suitable dedusting agents.
  • Fat components preferably used in composition (B) according to the invention and having a melting point in the range of 23 - 110 °C are selected from linear saturated 1-alkanols having 12 - 30 carbon atoms, preferably in a total amount of 0.1 - 8 wt.%, particularly preferably 3.0 to 6.0 wt.%, in each case based on the weight of composition (B).
  • Bleaching agents preferred according to the invention further contain in the composition (B), in each case based on their weight, at least one linear saturated 1-alkanol having 12-30 carbon atoms in a total amount of 0.1-8 wt.%, preferably in a total amount of 2-6 wt.%, wherein at least one 1-alkanol selected from cetyl alcohol, stearyl alcohol and cetyl alcohol/stearyl alcohol mixtures is present.
  • compositions (B) preferred according to the invention contain at least one fatty component with a melting point in the range of 23 - 110 °C, which is selected from esters of a saturated, monohydric C18-C16 alkanol and a saturated C5-C8 monocarboxylic acid, in particular cetyl behenate, stearyl behenate and C20-C40 alkyl stearate, glycerol triesters of saturated linear C12 - C50 carboxylic acids, which may be hydroxylated, candelilla wax, carnauba wax, beeswax, saturated linear C14 - C36 carboxylic acids and mixtures of the aforementioned substances.
  • esters of a saturated, monohydric C18-C16 alkanol and a saturated C5-C8 monocarboxylic acid in particular cetyl behenate, stearyl behenate and C20-C40 alkyl stearate, glycerol triesters of saturated linear C12
  • composition (B) at least one surfactant or at least one emulsifier, preferably in a total amount of 0.5-10 wt. %, preferably 1-5 wt. %, in each case based on the weight of composition (B).
  • surfactants and emulsifiers within the meaning of the present application are amphiphilic (bifunctional) compounds consisting of at least one hydrophobic and at least one hydrophilic molecular moiety.
  • the hydrophobic radical is preferably a hydrocarbon chain with 8-28 carbon atoms, which can be saturated or unsaturated, linear or branched. Particularly preferred This C8-C28 alkyl chain is linear.
  • Basic properties of surfactants and emulsifiers are oriented absorption at interfaces, aggregation into micelles, and the formation of lyotropic phases.
  • anionic, nonionic, and cationic surfactants are particularly suitable.
  • zwitterionic and amphoteric surfactants are also very suitable.
  • Suitable anionic surfactants in the compositions according to the invention are all anionic surface-active substances suitable for use on the human body. These are characterized by a water-solubilizing anionic group, such as a carboxylate, sulfate, sulfonate, or phosphate group, and a lipophilic alkyl group with 8 to 30 carbon atoms.
  • the molecule may also contain glycol or polyglycol ether groups, ester, ether, and amide groups, as well as hydroxyl groups.
  • anionic surfactants are linear and branched fatty acids with 8 to 30 C atoms (soaps), alkyl ether carboxylic acids, acyl sarcosides, acyl taurides, acyl isethionates, sulfosuccinic acid mono- and dialkyl esters and sulfosuccinic acid monoalkylpolyoxyethyl esters, linear alkanesulfonates, linear alpha-olefin sulfonates, alkyl sulfates and alkyl ether sulfates, and alkyl and/or alkenyl phosphates.
  • Preferred anionic surfactants are alkyl sulfates, alkyl ether sulfates, and alkyl ether carboxylic acids, each containing 10 to 18 C atoms, preferably 12 to 14 C 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 names Sodium Laureth Sulfate, Sodium Lauryl Sulfate, Sodium Myreth Sulfate or Sodium Laureth Carboxylate.
  • Zwitterionic surfactants are surface-active compounds that 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 N-alkyl-N,N-dimethylammonium glycinates, for example, cocoalkyl dimethylammonium glycinate; N-acyl-aminopropyl-N,N-dimethylammonium glycinates, for example, cocoacylaminopropyl dimethylammonium glycinate; and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines, each with 8 to 18 carbon atoms in the alkyl or acyl group, as well as cocoacylaminoethyl hydroxyethylcarboxymethylglycinate.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
  • Amphoteric surfactants are surface-active compounds which, in addition to a C5-C24 alkyl or acyl group in the molecule, contain at least one free amino group and at least one -COOH- or -SO5H group and are capable of forming inner salts.
  • amphoteric surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with 8 to 24 C atoms in the alkyl group.
  • Particularly preferred amphoteric surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C12-C18 acylsarcosine.
  • Non-ionic surfactants contain, for example, as a hydrophilic group.
  • B a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether groups.
  • suitable fertilizers are addition products of 4 to 50 mol of ethylene oxide and/or 0 to 5 mol of propylene oxide with linear and branched fatty alcohols, with fatty acids and with alkylphenols, each with 8 to 20 C atoms in the alkyl group, ethoxylated mono-, di- and triglycerides, such as glycerol monolaurate + 20 ethylene oxide, and glycerol monostearate + 20 ethylene oxide, sorbitan fatty acid esters and addition products of ethylene oxide with sorbitan fatty acid esters such as the polysorbates (Tween 20, Tween 21, Tween 60, Tween 61, Tween 81), addition products of ethylene oxide with fatty acid alkanolamide
  • non-ionic surfactants are C8-C22 alkyl mono- and oligoglycosides and their ethoxylated analogues as well as ethylene oxide addition products with saturated or unsaturated linear fatty alcohols, each containing 2 to 30 moles of ethylene oxide per mole of fatty alcohol.
  • composition (B) is selected from alkyl sulfates, alkyl ether sulfates and alkyl ether carboxylic acids each having 10 to 18 C atoms, preferably 12 to 14 C atoms in the alkyl group and up to 12, preferably 2 to 6 glycol ether groups, in the molecule.
  • composition (B) contains at least one non-ionic surfactant selected from ethylene oxide addition products onto saturated or unsaturated linear fatty alcohols, each containing 2 to 30 moles of ethylene oxide per mole of fatty alcohol, and at least one anionic surfactant selected from alkyl sulfates, alkyl ether sulfates and alkyl ether carboxylic acids, each containing 10 to 18 carbon atoms, preferably 12 to 14 carbon atoms in the alkyl group and up to 12, preferably 2 to 6 glycol ether groups, in the molecule, wherein the weight ratio of the total of all anionic surfactants to the total of all non-ionic surfactants is particularly preferably in the range of 5 - 50, preferably 10 - 30.
  • non-ionic surfactant selected from ethylene oxide addition products onto saturated or unsaturated linear fatty alcohols, each containing 2 to 30 moles of ethylene oxide per mole of fatty alcohol
  • anionic surfactant selected from alkyl sulfates, al
  • Suitable cationic surfactants in composition (B) of the bleaching agents preferred according to the invention are, in principle, all cationic surface-active substances suitable for use on the human body. These are characterized by at least one water-solubilizing, cationic group, such as a quaternary ammonium group, or by at least one water-solubilizing, cationizable group, such as an amine group, and furthermore at least one (lipophilic) alkyl group having 6 to 30 carbon atoms or at least one (lipophilic) imidazole group or at least one (lipophilic) imidazole alkyl group.
  • Particularly preferred bleaching agents according to the invention contain in composition (B) at least one cationic surfactant, which is preferably selected from quaternary ammonium compounds having at least one C8-C24 alkyl radical, esterquats 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, esterquats and amidoamines each having at least one C8-C24 acyl radical, and mixtures thereof.
  • Preferred quaternary ammonium compounds having at least one C8-C24 alkyl radical are ammonium halides, in particular chlorides, and ammonium alkyl sulfates, such as methosulfates or ethosulfates, such as C8-C24 alkyltrimethylammonium chlorides, C8-C24 dialkyldimethylammonium chlorides and C8-C24 trialkylmethylammonium chlorides, e.g.
  • cetyltrimethylammonium chloride stearyltrimethylammonium chloride, distearyldi- Methylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride, and tricetylmethylammonium chloride, as well as the imidazolium compounds known under the INCI names Quaternium-27, Quaternium-83, Quaternium-87, and Quaternium-91.
  • the alkyl chains of the above-mentioned surfactants preferably have 8 to 24 carbon atoms.
  • Esterquats are cationic surfactants that contain at least one ester function and at least one quaternary ammonium group as a structural element, as well as at least one C8-C24 alkyl radical or C8-C24 acyl radical.
  • Preferred esterquats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines, and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
  • Such products are marketed, for example, under the trademarks Stepantex®, Dehyquart®, and Armocare®.
  • N,N-bis(2-palmitoyloxyethyl)dimethylammonium chloride, distearoylethyl dimonium methosulfate, and distearoylethyl hydroxyethylmonium methosulfate are preferred examples of such esterquats.
  • Alkylamidoamines are typically produced by amidation of natural or synthetic C8-C24 fatty acids and fatty acid cuts with di-(C1-C3)alkylaminoamines.
  • a particularly suitable compound from this group of substances according to the invention is stearamidopropyldimethylamine.
  • Bleaching agents particularly preferred according to the invention contain in composition (B) at least one cationic surfactant in a total amount of 0.01 - 5 wt.%, preferably 0.1 - 3 wt.%, particularly preferably 0.3 - 2 wt.%, in each case based on the weight of composition (B).
  • Bleaching agents according to the invention optionally contain a composition (C) containing at least one persalt, which is defined as indicated above.
  • Bleaching agents according to the invention preferably only contain a composition (C) if the composition (A) does not contain an oxidizing agent selected from sodium percarbonates and inorganic salts of a peroxosulfuric acid and mixtures thereof.
  • composition (C) are selected from the ingredients that may be present in a composition (A) containing an oxidizing agent selected from sodium percarbonates and inorganic salts of a peroxosulfuric acid and mixtures thereof.
  • Bleaching agents which are particularly preferred according to the invention and which contain a composition (C) contain, in the composition (A), ammonia or an amine, preferably ammonia or monoethanolamine, particularly preferably ammonia, as alkalizing agent.
  • Composition (D)
  • Bleaching agents according to the invention optionally contain a composition (D) containing a vanillin derivative and optionally water.
  • a composition (D) is only present if none of the compositions (A), (B), or (C) contains a vanillin derivative.
  • the bleaching agent according to the invention optionally contains, preferably in composition (A) or (C), at least one direct-absorbing dye.
  • these are dyes that absorb directly onto the hair and do not require an oxidative process to develop the color.
  • certain direct-absorbing dyes of complementary colors are particularly preferably included.
  • Direct dyes are typically nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, or indophenols.
  • Direct dyes can be anionic, cationic, or non-ionic.
  • the direct dyes are each preferably present in an amount of 0.001 to 2% by weight, based on the weight of composition (A) or (C).
  • Preferred anionic direct dyes are the compounds known under the international names or trade names Acid Yellow 1, Yellow 10, Acid Yellow 23, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 52, Pigment Red 57:1, Acid Blue 7, Acid Green 50, Acid Violet 43, Acid Black 1, Acid Black 52, Bromophenol Blue and Tetrabromophenol Blue.
  • Preferred cationic substantive dyes are cationic triphenylmethane dyes, for example Basic Blue 7, Basic Blue 26, Basic Violet 2, and Basic Violet 14; aromatic systems substituted with a quaternary nitrogen group, such as Basic Yellow 57, Basic Red 76, Basic Blue 99, Basic Brown 16, and Basic Brown 17; cationic anthraquinone dyes, such as HC Blue 16 (Bluequat B), and substantive dyes containing a heterocycle having at least one quaternary nitrogen atom, in particular Basic Yellow 87, Basic Orange 31, and Basic Red 51.
  • the cationic substantive dyes marketed under the trademark Arianor are also preferred cationic substantive dyes according to the invention.
  • nonionic substantive dyes are nonionic nitro and quinone dyes and neutral azo dyes.
  • Preferred non-ionic direct dyes are the compounds known under the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9, as well as 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis-(2-hydroxyethyl)-amino-2-nitrobenzene, 3-nitro-4-(2-hydroxyethyl)aminophenol, 2-(2-Hydroxyethyl)amino-4,6-dinitro-phenol, 4-[(2-Hydroxyethyl)amino]-3-nitro
  • Bleaching agents and agents for coloring keratin-containing fibers according to the invention can additionally contain, in composition (A) or optionally composition (C), color pigments for coloring the bleaching agent, which do not serve to color the keratin-containing fibers.
  • the color pigments are preferably selected from commercially available color pigments and are present in a total amount of 0.1-1 wt. %, preferably 0.2-0.7 wt. %, particularly preferably 0.3-0.5 wt. %, based on the weight of composition (A) or optionally composition (C).
  • the bleaching agent is preferably composed such that the mixture of composition (A) with (B) and optionally (C) and optionally (D) has a pH of 8 to 12, preferably from 8.5 to 11.5, particularly preferably from 9 to 10.5, extremely preferably a pH of 9.5 to 10.2, in each case measured at 20°C.
  • the bleaching agent according to the invention is usually in the form of a multi-component packaging unit (kit of parts) before use.
  • a further subject of the present invention is therefore a multi-component packaging unit (kit of parts) for lightening keratinic fibers, which contains at least two separately packaged components and which is characterized in that i) the first component (I) consists of the composition (A), ii) the second component (II) consists of the composition (B), optionally iii) a further component (III) consists of the composition (C), and optionally iv) a further component (IV) consists of the composition (D), wherein in the absence of a component (III) the components (I) and (II) are preferably present in a weight-related ratio (I):(II) of 0.2-1, particularly preferably 0.3-0.8, further preferably 0.4-0.7, extraordinarily preferably 0.5-0.6, and in the presence of a component (III) the components (I), (II) and (III) are present in a weight-related ratio (I):(II):(III) of (2 - 3) : (2 -
  • a multi-component packaging unit comprises several individual components that are assembled separately from one another, as well as a common packaging for these components, for example, a folding box. Within this box, the components are each provided separately in different containers.
  • a container is understood to mean a wrapper in the form of a possibly resealable bottle, a tube, a can, a pouch, a sachet, or a similar wrapper. According to the invention, there are no limits to the wrapper material. However, the wrappers are preferably made of glass or plastic.
  • packaging unit may include application aids such as combs, brushes or paintbrushes, personal protective clothing, in particular disposable gloves, and instructions for use.
  • application aids such as combs, brushes or paintbrushes, personal protective clothing, in particular disposable gloves, and instructions for use.
  • a further object of the present invention is the use of a bleaching agent according to the invention for the oxidative lightening of keratin-containing fibers, in particular human hair.
  • the present invention further provides a process for the oxidative lightening of keratin-containing fibers, in particular human hair, characterized in that the compositions (A) and (B) and optionally (C) and optionally (D) are mixed with one another and 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 surfactant-containing cleaning agent, wherein in the absence of the composition (C), the composition (A) and the composition (B) are preferably mixed with one another in a weight-related ratio (A):(B) of 0.2-1, particularly preferably 0.3-0.8, further preferably 0.4-0.7, extraordinarily preferably 0.5-0.6, and in the presence of the composition (C), the compositions (A), (B) and (C) are mixed in a weight-related ratio (A):(B):(C) of (2 - 3) : (2 - 3) : (0.7 - 1.3), particularly
  • the present invention further relates to agents for coloring keratin-containing fibers, in particular human hair.
  • agents for coloring keratin-containing fibers are essentially composed of the same components as the bleaching agents according to the invention, but additionally contain, in one of components (A) or (B) or optionally (C) or optionally (D), preferably in (A) or (C), particularly preferably in (A), at least one hair color-modifying oxidation dye precursor or at least one direct dye.
  • a further subject of the present invention is therefore a process for coloring keratin fibers, in particular human hair, in which the compositions (A), (B), (C) and optionally (D) of an agent according to the invention or preferred according to the invention for coloring keratin-containing fibers, in particular human hair, are mixed with one another, 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 surfactant-containing cleaning agent, wherein the compositions (A), (B) and (C) are preferably mixed with one another in a weight-related ratio (A) : (B) : (C) of (2 - 3) : (2 - 3) : (0.7 - 1.3), particularly preferably (2.3 - 2.7) : (2.3 - 2.7) : (0.8 - 1.2), extremely preferably 2:2:1.
  • the colorant is preferably composed such that the mixture of compositions (A), (B), (C) and optionally (D), i.e. the ready-to-use colorant, has an alkaline pH, preferably a pH of 8 to 112, particularly preferably a pH of 8.5 to 11.5, extraordinarily preferably a pH of 9.0 to 10.5, in each case measured at 20 °C.
  • the ready-to-use agents for coloring keratin-containing fibers, especially human hair preferably have a viscosity in the range of 15,000 to 100,000 mPas, particularly preferably 20,000 to 85,000 mPas, each measured at 20°C using a Brookfield type DV-II+ viscometer, spindle 5, at a speed of 4 revolutions per minute.
  • a viscosity in this range allows the ready-to-use agent to be easily applied and, at the same time, to have such flow properties that it guarantees a sufficiently long exposure time for the agent at the site of action on the keratin fibers.
  • the composition (A) preferably contains, in each case based on its weight, at least one surfactant in a total amount of 0.5 - 10 wt.%, preferably 2 - 8 wt.%.
  • the suitable surfactants are selected from the same anionic, cationic, nonionic, amphoteric and zwitterionic surfactants and emulsifiers disclosed above as surfactants and emulsifiers suitable for composition (B).
  • Agents particularly preferably used according to the invention for coloring keratin-containing fibers, in particular human hair further contain in composition (A) at least one oil and/or at least one fatty component with a melting point in the range of 23-110°C, preferably in a total amount of 0.1-60 wt. %, particularly preferably 0.5-40 wt. %, extraordinarily preferably 2-24 wt. %, in each case based on the weight of composition (A).
  • the suitable oils are the same oils disclosed above as suitable dedusting agents.
  • Fat components preferably used in composition (A) according to the invention and having a melting point in the range of 23 - 110 °C are selected from linear saturated 1-alkanols having 12 - 30 carbon atoms, preferably in a total amount of 0.1 - 20 wt.%, particularly preferably 3 - 15 wt.%, extraordinarily preferably 5 - 10 wt.%, in each case based on the weight of composition (A).
  • the at least one linear saturated 1-alkanol having 12-30 carbon atoms is selected from lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, arachidyl alcohol, and behenyl alcohol as well as from mixtures of these 1-alkanols, particularly preferably from cetyl alcohol, stearyl alcohol and cetyl alcohol/stearyl alcohol mixtures.
  • Agents preferably used according to the invention for coloring keratin-containing fibers, in particular human hair further contain in the composition (A), in each case based on their weight, at least one linear saturated 1-alkanol having 12-30 carbon atoms in a total amount of 0.1-20% by weight, preferably in a total amount of 3-15% by weight, extremely preferably 5-10% by weight, wherein at least one 1-alkanol selected from cetyl alcohol, stearyl alcohol and cetyl alcohol/stearyl alcohol mixtures is present.
  • compositions (A) at least one fatty component with a melting point in the range of 23 - 110 °C, which is selected from esters of a saturated, monohydric Cie-Ceo alkanol and a saturated Ca-Cse monocarboxylic acid, in particular cetyl behenate, stearyl behenate and C2o-C4o alkyl stearate, glycerol triesters of saturated linear C12 - Cso carboxylic acids, which may be hydroxylated, candelilla wax, carnauba wax, beeswax, saturated linear C14 - C36 carboxylic acids and mixtures of the aforementioned substances.
  • esters of a saturated, monohydric Cie-Ceo alkanol and a saturated Ca-Cse monocarboxylic acid in particular cetyl behenate, stearyl behenate and C2o-C4o alkyl stearate, glycerol triesters of saturated linear C12
  • the agents according to the invention or preferred according to the invention for coloring keratin-containing fibers, in particular human hair contain at least one oxidation dye precursor and/or a direct dye in the composition (A) or (C).
  • the at least one oxidation dye precursor preferably consists of one or more developer components and optionally one or more coupler components.
  • At least one oxidation dye precursor is present in a total amount of 0.0001 to 10.0 wt.%, preferably 0.001 to 8 wt.%, in each case based on the weight of the composition (A) or (C).
  • developer component 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, N-(4-amino-3-methylphenyl)-N-[3-(1 H-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-aminophen
  • At least one developer component is present in a total amount of 0.0001 to 10.0 wt.%, preferably 0.001 to 8 wt.%, in each case based on the weight of the composition (A), included.
  • Coupler components alone do not produce significant coloration during oxidative coloration, but always require the presence of developer components. Therefore, according to the invention, it is preferred that at least one coupler component be used in addition when using at least one developer component.
  • Coupler components preferred according to the invention are selected from 3-aminophenol, 5-amino-
  • 1,2,4-trihydroxybenzene 2,6-dihydroxypyridine, 2-amino-3-hydroxypyridine, 2-amino-5-chloro-3-hydroxypyridine, 3-amino-2-methylamino-6-methoxypyridine, 2,6-dihydroxy-3,4-dimethylpyridine, 2,6-dihydroxy-4-methylpyridine, 2,6-diaminopyridine, 2,3-diamino-6-methoxypyridine, 3,5-diamino-2,6-dimethoxypyridine, 2,6-dihydroxy-3,4-dimethylpyridine, 3,4-diaminopyridine, 2-(2-methoxyethyl)amino-
  • At least one coupler component is present in a total amount of 0.0001 to 10.0 wt.%, preferably 0.001 to 8 wt.%, in each case based on the weight of composition (A) or (C).
  • Developer components and coupler components are generally used in approximately equimolar amounts. Although equimolar use has proven advantageous, a certain excess of individual oxidation dye precursors is not detrimental, so that developer components and coupler components can be present in a molar ratio of 0.2-2, particularly 0.5-1.
  • the direct dyes are preferably those already described above.
  • the exposure time is preferably 5 to 60 minutes, in particular 5 to 50 minutes, particularly preferably 10 to 45 minutes.
  • a exposure phase at room temperature is also according to 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 acceptable temperatures of below 45°C.
  • the cleaning agent can be used as the cleaning agent, although the cleaning agent can be omitted and the rinsing process can be carried out with tap water, especially if the color change agent has a higher surfactant content.
  • the present invention further relates to the use of vanillin derivatives.
  • -R is selected from -H, -OH, -NH2, -alkyl, -alkenyl, alkynyl, phenyl, -COCH3, -CHO, -COOH, -COOR, -CN, -NO2, -SO3H, -F, -CI, -Br, -I.
  • the use of the additive in a bleaching agent, wherein the radical R is selected from -H, -OH or -CHs, is described.
  • the use of the additive in a bleaching agent for reducing damage to keratin fibers is described.
  • the bleaching agent does not contain any additives. Rather, the consumer adds the additive to the bleaching agent upon use.
  • an agent for changing the color of keratin-containing fibers, in particular human hair which contains at least one oxidizing agent selected from sodium percarbonates and inorganic salts of a peroxosulfuric acid, and mixtures thereof, and furthermore at least one complexing agent selected from the following acids and/or their alkali metal salts: ethylenediaminetetraacetic acid (EDTA); N-hydroxyethylethylenediaminetriacetic acid; aminotrimethylenephosphonic acid;
  • EDTA ethylenediaminetetraacetic acid
  • N-hydroxyethylethylenediaminetriacetic acid aminotrimethylenephosphonic acid
  • Diethylenetriaminepentaacetic acid Lauroylethylenediaminetriacetic acid; Nitrilotriacetic acid;
  • Iminodisuccinic acid N-2-hydroxyethyliminodiacetic acid; ethylene glycol bis-(beta-aminoethyl ether)-N,N-tetraacetic acid; aminotrimethylenephosphonic acid, pentasodium aminotrimethylenephosphonate, and mixtures thereof, in a total amount of 0.1 - 1.4 wt.%, preferably 0.2 - 1.4 wt.%, particularly preferably 0.5 - 1.4 wt.%, in each case based on the weight of the bleaching agent, for reducing the damage to keratin fibers, in particular human hair, which is caused by the treatment of these fibers with an oxidative agent for changing the color of keratin-containing fibers, in particular human hair.
  • compositions (A) and (B) were mixed together in a weight ratio (A):(B) of 5:10 and the respective additive was added.
  • Kerling Natural Strands (4-0) hair strands were cleaned and dried.
  • the freshly prepared bleaching agent mixture was applied to the dry strands (4 g of application mixture per gram of hair). After a contact time of 45 minutes at 32°C, the strands were rinsed with warm tap water for two minutes and then air-dried. This bleaching process was repeated once, so that the strands were bleached twice in succession.
  • cysteic acid value of each treated hair strand was determined using quantitative NIR spectroscopy.
  • the spectra were recorded using an MPATM FT-NIR spectrometer from Bruker Optik GmbH.
  • the near-infrared range covers the wavenumber range from 12500 cm -1 to 4000 cm -1 and is characteristic of overtone and combination vibrations of, for example, CH, OH, and NH groups.
  • the measurements were performed using the integrating sphere module at six different sample positions in diffuse reflection.
  • the wavenumber range from 7300 cm -1 to 4020 cm -1 was chosen for the analysis of the measured NIR spectra.
  • the NIR spectra of cystine exhibit characteristic absorption bands in the wavenumber range from 6200 cm -1 to 5500 cm -1 . If the hair undergoes significant damage (i.e., if the cysteic acid content in the hair increases), this affects the bands characteristic of cysteic acid in the NIR spectrum at 5020 cm -1 to 4020 cm -1 .
  • the quantitative analysis of the NIR spectra was performed using computer-aided analysis.
  • Spectral analysis can be used to determine the proportion of free cysteic acid compared to untreated hair. The higher the value, the more damaged the hair is by the bleaching process.
  • Two strands of hair were bleached, with a total of 6 values recorded for each treatment type and the mean value calculated.
  • All bleached hair strands were further measured using an X-Right "exact" colorimeter, and the measured colors were described based on their coordinates in the CIELAB L*, a*, b* color space.
  • the L* value describes the brightness, the a* value the green or red components, and the b* value the blue or yellow components of the colors.
  • the deviation of the hair color after bleaching in the presence of the combinations E1, V1-V7 from the hair color after bleaching without the addition of acids and alkylene carbonates was calculated using the distance AE in the L*, a*, b* color space.
  • C1 does not contain any protective additives.
  • the other comparative compositions, C2 and C3, use known hair protection additives from the state of the art.
  • Inventive examples E1, E2, and E3 according to Table 2b contain vanillin as composition (D), which is added to the application mixture.
  • a similar procedure was used for the vanillin derivatives of examples E4, E5, E6, and E7.
  • the invention also encompasses those compositions in which vanillin, vanillic acid, or acetovanillone is already added to one of compositions (A) and/or (B), in that this does not need to be provided as an additional component of a kit of parts.
  • composition according to the invention is clearly superior to the comparative compositions. This applies not only to comparative composition C1, which does not contain any stabilizing additive, but surprisingly also to comparative compositions C2 and C3, which contain additives from the prior art.
  • compositions E1 and E2 are considered particularly preferred, as they provide excellent hair protection without causing discoloration. Due to the significantly superior However, due to its stabilizing effect, E3 is still preferred over the compositions C1, C2 and C3.
  • the additives according to the invention achieve a good bleaching effect, as demonstrated by the Delta E values.
  • the hair-protecting effect thus occurs without significantly impairing the bleaching result.
  • Table 4b Examples according to the invention with vanillin (0.025 wt.% E4-N):
  • Cu 2+ ions can reach the hair and scalp in different ways.
  • Some hair care products contain copper compounds. These products can apply copper ions directly to the hair.
  • tap water may contain copper ions, especially if the water pipes are made of copper or the water comes into contact with copper pipes. Hair can absorb these ions from the water.
  • swimming pool water may contain copper ions, especially if copper-containing algaecides are used. Hair can absorb these ions when it comes into contact with the water.
  • Air pollution and environmental pollution can also contain copper ions. Hair can absorb these ions from the air when exposed to them.
  • Excessive heat development is undesirable when treating human hair. Excessive heat development can pose a safety risk to the user and even lead to termination of the treatment. Therefore, compositions with reduced heat development are preferred.

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Abstract

La présente invention concerne l'utilisation de dérivés de vanilline dans des agents de décoloration pour réduire les dommages causés aux fibres kératiniques par un éclaircissement des cheveux par oxydation.
PCT/EP2024/084253 2023-12-05 2024-12-02 Agents de décoloration contenant de la vanilline comme additif Pending WO2025119816A1 (fr)

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Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1022014A1 (fr) 1999-01-21 2000-07-26 Kao Corporation Composition de teinture pour cheveux
DE10008640A1 (de) 1999-02-25 2000-08-31 Kao Corp Haarfärbeverfahren
DE102005013488A1 (de) 2005-03-21 2006-09-28 Henkel Kgaa Mittel zum gleichzeitigen Färben und Aufhellen von keratinhaltigen Fasern
DE102010063370A1 (de) 2010-12-17 2012-06-21 Henkel Ag & Co. Kgaa Aufhellmittel mit Acylpyridiniumverbindungen und Lösungsvermittlern
EP2358343B1 (fr) * 2008-12-16 2016-10-19 Henkel AG & Co. KGaA Procédé de décoloration de fibres kératiniques
WO2017085117A1 (fr) 2015-11-20 2017-05-26 Henkel Ag & Co. Kgaa Produits et procédés de coloration ou de décoloration d'oxydation ménageant les cheveux
US11090513B2 (en) * 2017-04-12 2021-08-17 Coty Inc. Method for treating hair, kit, and use of the kit
US11116706B2 (en) * 2017-12-22 2021-09-14 Kao Germany Gmbh Bleaching composition comprising pigment and method for bleaching of keratin fibers

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1022014A1 (fr) 1999-01-21 2000-07-26 Kao Corporation Composition de teinture pour cheveux
DE10008640A1 (de) 1999-02-25 2000-08-31 Kao Corp Haarfärbeverfahren
DE102005013488A1 (de) 2005-03-21 2006-09-28 Henkel Kgaa Mittel zum gleichzeitigen Färben und Aufhellen von keratinhaltigen Fasern
EP2358343B1 (fr) * 2008-12-16 2016-10-19 Henkel AG & Co. KGaA Procédé de décoloration de fibres kératiniques
DE102010063370A1 (de) 2010-12-17 2012-06-21 Henkel Ag & Co. Kgaa Aufhellmittel mit Acylpyridiniumverbindungen und Lösungsvermittlern
WO2017085117A1 (fr) 2015-11-20 2017-05-26 Henkel Ag & Co. Kgaa Produits et procédés de coloration ou de décoloration d'oxydation ménageant les cheveux
US11090513B2 (en) * 2017-04-12 2021-08-17 Coty Inc. Method for treating hair, kit, and use of the kit
US11116706B2 (en) * 2017-12-22 2021-09-14 Kao Germany Gmbh Bleaching composition comprising pigment and method for bleaching of keratin fibers

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Title
DATABASE GNPD [online] MINTEL; 29 June 2015 (2015-06-29), ANONYMOUS: "Permanent Intensive Oil Color", XP093260289, retrieved from https://www.gnpd.com/sinatra/recordpage/3281661/ Database accession no. 3281661 *

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