Composition for lightening keratin fibers and method for lightening keratin fibers using said composition
A composition combining hydrogen peroxide, carbonates, silicates, and amphoteric compounds addresses the limitations of persulfate-based lightening, achieving natural hair color transitions with reduced yellowing and compatibility with dyes in a single step.
Patent Information
- Application Number
- JP2024574598
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2022-06-22
- Filing Date
- 2023-06-21
- Publication Date
- 2025-07-08
AI Technical Summary
Existing hair lightening compositions using chemical oxidizing agents like persulfate result in undesirable yellowish tones and are not compatible with oxidative dyes, requiring a two-step process for decolorization and dyeing, which complicates achieving natural and vibrant hair colors.
A composition comprising hydrogen peroxide, carbonates or bicarbonates, silicates, amphoteric or zwitterionic compounds, and additional organic compounds, with minimal persulfate content, that allows for simultaneous decolorization and dyeing of keratin fibers, minimizing yellowing and ensuring compatibility with direct and oxidative dyes.
The composition effectively lightens keratin fibers with a more natural result, reduces yellowing, and maintains fiber quality while enabling a wider range of color options through a single-step process.
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Figure 2025521314000001_ABST
Abstract
Description
Technical Field
[0001] The present invention relates to a composition for lightening keratin fibers, comprising at least one chemical oxidizing agent, at least one (bi)carbonate, at least one silicate, at least one amphoteric or zwitterionic compound, and at least one compound selected from alcohols, organic acids, esters and / or amides and / or imines, organic amines, alkanes and / or alkenes and / or ethers and mixtures thereof, and further to a method for lightening keratin fibers using said composition.
Background Art
[0002] When a person desires to change the color of their hair, especially when desiring to obtain a lighter color than the original color, it is often necessary to first lighten or decolorize the hair. To do this, lightening or decolorizing products are used.
[0003] The lightening of hair is evaluated in terms of the "shade gradation" that characterizes the degree or extent of lightening. The concept of "shade" is based on the gradation of natural colors, and one shade separates each color from the colors immediately before and after it. This definition and gradation of natural colors are known to hair styling professionals and are published as a book (Non-Patent Document 1).
[0004] The shade levels are divided into levels from 1 (black) to 10 (very light blonde), with 1 unit corresponding to one shade level, and the larger the number, the lighter the color.
[0005] In most cases, it is a known practice to lighten or decolorize hair using a brightening composition or a decolorizing composition containing at least one chemical oxidizing agent under alkaline pH conditions. The role of this oxidizing agent is to decompose the melanin in the hair, which, depending on the nature of the oxidizing agent present and the pH conditions, results in a lightening of the fibers to varying degrees, although there are differences. Thus, in the case of relatively gentle lightening, the oxidizing agent is generally hydrogen peroxide. When stronger lightening is desired, especially when the hair to be treated is dark in color, persulfate is usually used in the presence of hydrogen peroxide. However, the lightening obtained by the action of such a combination turns the hair into an unattractive yellowish orange color that is far from a natural color, which complicates subsequent dyeing because it is limited to producing warm-toned colors, and thus is not always satisfactory. Furthermore, persulfate-based brightening compositions can potentially degrade the quality of the fibers. Additionally, persulfate-based compositions generally do not have chemical compatibility with the presence of oxidative dyes and / or direct dyes for enabling the decolorization and dyeing of hair fibers in a single step. Therefore, when it is desired to simultaneously decolorize and dye keratin fibers, a two-step method is used that employs a first step of decolorizing the keratin fibers, followed by a second step of dyeing the keratin fibers using a dye composition containing one or more direct dyes and / or one or more oxidative dyes.
Prior Art Documents
Non-Patent Documents
[0006]
Non-Patent Document 1
Summary of the Invention
Problems to be Solved by the Invention
[0007] Therefore, there is actually a need to develop a composition that can effectively lighten keratin fibers, especially dark keratin fibers, with less yellowing and obtain a more natural result. Such a composition should also pay attention to the quality of the fibers and especially minimize their deterioration. Finally, such a composition should also be compatible with the presence of direct dyes and / or oxidation dyes in order to obtain good color accumulation, strength and vivid color, and further to enable obtaining a wider range of colors.
[0008] Surprisingly, the Applicant has discovered that all or some of these objectives can be achieved by the composition according to the invention.
Means for Solving the Problems
[0009] According to a first aspect, the subject matter of the present invention is i) one or more chemical oxidizing agents selected from hydrogen peroxide, hydrogen peroxide generating systems other than peroxide salts and mixtures thereof; ii) one or more compounds selected from carbonates, carbonate generating systems, bicarbonates, bicarbonate generating systems and mixtures thereof, preferably carbonates, bicarbonates and mixtures thereof; iii) one or more silicates; iv) one or more amphoteric or zwitterionic compounds selected from phospholipids such as lecithin, amino acids, amphoteric or zwitterionic surfactants and mixtures thereof; iv’) one or more compounds different from compound iv) selected from the following: a) alcohol; b) organic acid; c) esters, amides, imines and mixtures thereof; d) organic amines; e) a saturated or unsaturated, straight-chain or branched hydrocarbon-based chain containing 1 to 30 carbon atoms, optionally substituted with one or more cyclic groups and / or optionally interrupted by one or more non-adjacent oxygen atoms; a saturated or unsaturated, optionally aromatic, monocyclic or polycyclic, fused or non-fused carbocyclic compound containing 3 to 22 carbon atoms, optionally substituted with one or more identical or different groups selected from (C1-C6)alkyl or (C1-C6)alkenyl or (C1-C6)alkoxy and / or optionally interrupted by one or more carbonyl groups (CO); a monocyclic or polycyclic, fused or non-fused, saturated or unsaturated, especially aromatic heterocyclic compound containing 5 to 22 ring members and containing 1 to 3 oxygen atoms, optionally substituted with one or more identical or different groups selected from (C1-C6)alkyl or (C1-C6)alkoxy and / or optionally interrupted by one or more carbonyl groups (CO), and mixtures thereof; f) and mixtures thereof A composition comprising; - The composition is a composition comprising less than 10% by weight total content of persulfate.
[0010] According to a second aspect, the subject matter of the present invention is a method for lightening keratin fibers, comprising applying to the keratin fibers a composition comprising components i) to iv) and iv') as defined above.
[0011] According to a third aspect, the subject matter of the present invention is a method for simultaneously decolorizing and dyeing keratin fibers, comprising applying a composition comprising components i) to iv) and iv') as defined above and v) preferably one or more colorants selected from direct dyes, oxidation dyes and mixtures thereof.
[0012] According to a fourth aspect, the subject matter of the present invention is the use of a composition comprising components i) to iv) and iv') as defined above for lightening keratin fibers, preferably for lightening keratin fibers while simultaneously reducing their yellowness.
[0013] According to a fifth aspect, the subject of the invention is the use of a composition comprising components i) to iv) and iv’) as defined above for simultaneously decolorizing and dyeing keratin fibers, and preferably v) at least one colorant selected from direct dyes, oxidation dyes and mixtures thereof.
[0014] According to a sixth aspect, the subject of the invention is a device (kit) comprising several individual compartments, · a first compartment containing - one or more chemical oxidizing agents selected from hydrogen peroxide, hydrogen peroxide generating systems other than peracids and mixtures thereof, preferably hydrogen peroxide; and - optionally, one or more amphoteric or zwitterionic compounds iv) as defined above and / or one or more compounds iv’) as defined above a first compartment containing a composition (A); · a second compartment containing - one or more compounds selected from carbonates, carbonate generating systems, bicarbonates, bicarbonate generating systems and mixtures thereof, preferably selected from carbonates and bicarbonates and mixtures thereof, and - one or more silicates, and - optionally, preferably, at least one colorant selected from direct dyes, oxidation dyes and mixtures thereof, and - optionally, one or more amphoteric or zwitterionic compounds iv) as defined above and / or one or more compounds iv’) as defined above a second compartment containing a composition (B); · optionally, a third compartment containing - preferably, at least one colorant selected from direct dyes, oxidation dyes and mixtures thereof, and - optionally, one or more amphoteric or zwitterionic compounds iv) as defined above and / or one or more compounds iv’) as defined above a third compartment containing a composition (C) comprising; - when at least one of composition (A) or (B) or composition (C) is present, at least one of composition (A) or (B) or (C) comprises one or more of the amphoteric or zwitterionic compounds iv) as defined above; - when at least one of composition (A) or (B) or composition (C) is present, at least one of composition (A) or (B) or (C) is understood to comprise one or more of the compounds iv’) as defined above, a device (kit).
Brief Description of the Drawings
[0015]
Figure 1
Modes for Carrying Out the Invention
[0016] For the purposes of the present invention, unless otherwise specified, it is as follows.
[0017] · The term "keratin fiber" means a fiber derived from humans or animals such as hair, body hair, eyelashes, eyebrows, wool, angora goat hair, cashmere or fur. According to the present invention, the keratin fiber is preferably a human keratin fiber, more preferably hair.
[0018] · The term "alcohol" means an organic compound in which one of the carbon atoms is bonded to an -OH hydroxyl or phenol group.
[0019] · The term "ester" means a compound containing at least one ester functional group.
[0020] · The term "amide" means a compound containing at least one amide functional group.
[0021] · The term "imine" means a compound containing at least one imine functional group.
[0022] · The term "organic acid" means an organic compound containing at least one -X(O)OH functional group where X represents a carbon atom or S=O or P-OH, preferably a carbon atom.
[0023] · The term "organic amine" means an organic compound containing at least one primary, secondary, or tertiary amine functional group.
[0024] · The term "salt" means an addition salt with an organic or inorganic acid or base. Addition salts with acids are particularly selected from addition salts with acids such as hydrochloric acid, hydrobromic acid, sulfuric acid, citric acid, succinic acid, tartaric acid, lactic acid, tosyl acid, benzenesulfonic acid, phosphoric acid, or acetic acid. Addition salts with bases are particularly selected from addition salts with bases such as the basifying agents defined below, especially alkali metal hydroxides, alkaline earth metal hydroxides, ammonia, amines, or alkanolamines.
[0025] · The term "alkyl group" means a straight-chain or branched saturated hydrocarbon-based group containing 1 to 40 carbon atoms, preferably 1 to 30 carbon atoms, more preferably 1 to 26 carbon atoms, and even more preferably 1 to 22 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, butyl, n-pentyl, n-hexyl, n-decyl, n-dodecyl, tetradecyl, hexadecyl, or eicosyl.
[0026] · "(C x ~C y ) alkyl group" means an alkyl group containing x to y carbon atoms.
[0027] · The term "alkenyl group" means a linear or branched hydrocarbon-based group containing one or more conjugated or non-conjugated ethylenic unsaturations and 1 to 30 carbon atoms, preferably 1 to 26 carbon atoms, more preferably 1 to 22 carbon atoms, such as ethenyl, n-propenyl, isopropenyl, butenyl, n-pentenyl, n-hexenyl, n-decenyl, n-dodecenyl, tetradecenyl, hexadecenyl or eicosenyl.
[0028] · The term "(C x ~C y ) alkenyl group" means an alkenyl group containing x to y carbon atoms.
[0029] · The term "alkoxy group" means an alkyl group bonded to an oxygen atom.
[0030] · The term "(C x ~C y ) alkoxy group" means an alkoxy group containing x to y carbon atoms.
[0031] · The term "(poly)(hydroxy)alkyl group" means an alkyl group or a hydroxyalkyl group or a polyhydroxyalkyl group.
[0032] · The term "hydroxyalkyl group" means an alkyl group substituted with a hydroxyl group (-OH);
[0033] · The term "polyhydroxyalkyl group" means an alkyl group substituted with at least two hydroxyl groups (-OH).
[0034] · The term "(poly)hydroxyalkyl group" means a hydroxyalkyl or polyhydroxyalkyl group.
[0035] · The term "alkylamino group" means a group R'-NR a - (wherein R' represents an alkyl group and R arepresents a hydrogen atom or a (C1-C4) alkyl group optionally substituted with one or more groups -X(O)OH (X represents a carbon atom or S=O or P-OH, preferably X represents a carbon atom); R’ and R a together with the nitrogen atom bearing them, may form a saturated or unsaturated cyclic group having 4 to 8 ring members, preferably 5 or 6 ring members), and the cyclic group is optionally substituted with one or more identical or different groups selected in particular from (C1-C4)(poly)hydroxyalkyl or (C1-C4) alkoxy groups.
[0036] · The term "alkylamide group" means a group R''-NR a -CO- (wherein R'' represents an alkyl group and R a represents a hydrogen atom or a (C1-C4) alkyl group optionally substituted with one or more groups -X(O)OH (X represents a carbon atom or S=O or P-OH, preferably X represents a carbon atom); R'' and R a together with the nitrogen atom bearing them, may form a saturated or unsaturated cyclic group having 4 to 8 ring members, preferably 5 or 6 ring members), and the cyclic group is optionally substituted with one or more identical or different groups selected in particular from (C1-C4)(poly)hydroxyalkyl or (C1-C4) alkoxy groups.
[0037] · The term "(hetero)cyclic group" means a cyclic or heterocyclic group.
[0038] · The term "cyclic group" means a fused or non-fused, saturated or unsaturated, particularly aromatic monocyclic or polycyclic carbocyclic ring containing 6 to 22 carbon atoms, and the cyclic group may be substituted with one or more identical or different groups, particularly groups selected from (C1-C6) alkyl, (C1-C6) alkoxy, (C1-C6)(poly)hydroxyalkyl, hydroxyl (-OH) or carboxyl (-COOH).
[0039] · The term "heterocyclic group" means a condensed or non-condensed, saturated or unsaturated, especially aromatic monocyclic or polycyclic group containing 5 to 22 ring members and 1 to 3 heteroatoms selected from nitrogen, oxygen or sulfur atoms, and the heterocyclic group may be substituted with one or more identical or different groups, especially groups selected from (C1-C6) alkyl, (C1-C6) alkoxy, (C1-C6)(poly)hydroxyalkyl, hydroxyl (-OH) or carboxyl (-COOH).
[0040] · The term "silicate" means silicate.
[0041] · The term "colorant" means an oxidation dye, a direct dye or a pigment.
[0042] · The term "oxidation dye" means an oxidation dye precursor selected from oxidizing bases and couplers. Oxidizing bases and couplers are colorless or light-colored compounds that give colored species through a condensation reaction in the presence of an oxidizing agent;
[0043] · The term "direct dye" means natural and / or synthetic dyes other than oxidation dyes, including in the form of extracts. These are colored compounds that will spread on the surface of the fiber. They can be ionic or non-ionic, i.e., anionic, cationic, neutral or non-ionic.
[0044] · The term "chemical oxidizing agent" means an oxidizing agent other than atmospheric oxygen.
[0045] Unless otherwise specified, when referring to a compound in this application, this includes its optical isomers, its geometric isomers, its tautomers, its salts or its solvates (such as hydrates) and mixtures thereof.
[0046] The terms "at least one" and "one or more" are synonymous and can be used synonymously.
[0047] The terms "lightening" and "decolorization" are synonymous and can be used interchangeably.
[0048] Composition According to a first aspect, the subject matter of the present invention is a composition comprising components i) to iv) and iv') as defined above.
[0049] The Applicant has surprisingly found that the composition according to the present invention makes it possible to effectively lighten keratin fibers with less yellowing and a more natural result. When comparing the color of keratin fibers treated with the composition according to the present invention with the color of keratin fibers treated with lightening compositions known in the art, the b * a * b * value measured in the CIE L * value is observed to be lower for the composition according to the present invention than for lightening compositions known in the art at an equivalent intensity level L * .
[0050] Furthermore, the composition according to the present invention pays attention to the quality of the fibers and in particular minimizes their deterioration.
[0051] According to a preferred embodiment, the composition according to the present invention i) hydrogen peroxide; ii) one or more compounds selected from carbonates, bicarbonates and mixtures thereof; iii) one or more silicates; iv) one or more amphoteric or zwitterionic compounds selected from phospholipids such as lecithin, amino acids, amphoteric or zwitterionic surfactants and mixtures thereof; iv') one or more compounds different from compound iv) selected from the following: a) alcohol; b) organic acid; c) esters, amides, imines and mixtures thereof; d) organic amines; e) a saturated or unsaturated, straight-chain or branched hydrocarbon-based chain containing 1 to 30 carbon atoms, optionally substituted with one or more cyclic groups and / or optionally interrupted by one or more non-adjacent oxygen atoms; a saturated or unsaturated, optionally aromatic, monocyclic or polycyclic, fused or non-fused carbocyclic compound containing 3 to 22 carbon atoms, optionally substituted with one or more identical or different groups selected from (C1-C6)alkyl, (C1-C6)alkenyl or (C1-C6)alkoxy and / or optionally interrupted by one or more carbonyl groups (CO); a monocyclic or polycyclic, fused or non-fused, saturated or unsaturated, especially aromatic heterocyclic compound containing 5 to 22 ring members and containing 1 to 3 oxygen atoms, optionally substituted with one or more identical or different groups selected from (C1-C6)alkyl or (C1-C6)alkoxy and / or optionally interrupted by one or more carbonyl groups (CO), and mixtures thereof; f) and mixtures thereof comprising; - It is understood that the composition contains less than 10% by mass of persulfate in total content.
[0052] Chemical oxidizing agent The composition according to the invention comprises i) one or more chemical oxidizing agents selected from hydrogen peroxide, hydrogen peroxide generating systems other than peroxides and mixtures thereof.
[0053] The hydrogen peroxide generating systems other than peroxides can be selected from urea peroxide, polymer complexes capable of releasing hydrogen peroxide, oxidases and mixtures thereof.
[0054] Examples of polymer complexes capable of releasing hydrogen peroxide include, in particular, polyvinylpyrrolidone / H2O2 in powder form and other polymer complexes described in US Patent No. 5008093, US Patent No. 3376110 and US Patent No. 5183901.
[0055] Oxidase can generate hydrogen peroxide in the presence of a suitable substrate, such as glucose in the case of glucose oxidase or uric acid in the case of uricase.
[0056] According to certain embodiments, a hydrogen peroxide generating system other than hydrogen peroxide and / or peracid may be incorporated into the composition according to the invention immediately before applying the composition according to the invention to the keratin fibers. An intermediate composition containing a hydrogen peroxide generating system other than hydrogen peroxide and / or peracid can be referred to as an oxidizing composition and can also contain various additional compounds or various adjuvants conventionally used in compositions for lightening keratin fibers.
[0057] According to a preferred embodiment, the composition according to the invention contains hydrogen peroxide as a chemical oxidizing agent.
[0058] The chemical oxidizing agent is present in the composition in a total content preferably in the range of 1% to 12% by weight, more preferably in the range of 3% to 9% by weight, and even more preferably in the range of 3.5% to 8.5% by weight, based on the total weight of the composition.
[0059] According to a preferred embodiment, hydrogen peroxide is present in the composition in a total content in the range of 1% to 12% by weight, preferably in the range of 3% to 9% by weight, and more preferably in the range of 3.5% to 8.5% by weight, based on the total weight of the composition.
[0060] (Bi)carbonate and / or (bi)carbonate generating system The composition according to the invention also contains one or more compounds selected from ii) carbonate, carbonate generating system, bicarbonate, bicarbonate generating system and mixtures thereof.
[0061] According to a preferred embodiment, the composition according to the invention also contains one or more compounds selected from ii) carbonate, bicarbonate and mixtures thereof.
[0062] According to a more preferred embodiment, the composition according to the present invention also comprises one or more compounds selected from ii) ammonium carbonate, ammonium bicarbonate and mixtures thereof.
[0063] Compound ii) is preferably present in the composition in a total content in the range of 0.01% to 20% by mass, preferably in the range of 1% to 15% by mass, more preferably in the range of 2% to 15% by mass, even more preferably in the range of 4% to 15% by mass, based on the total mass of the composition.
[0064] Carbonate and / or carbonate generating system The term "carbonate generating system" means a system that generates carbonate in situ, such as carbon dioxide in water or percarbonate in water.
[0065] Preferably, the carbonate is selected from the following: - Alkali metal carbonates; - Alkaline earth metal carbonates; - Lanthanide carbonates; - Transition metal carbonates; - Bismuth carbonate; - Cadmium carbonate; - Potassium carbonate; - Zinc carbonate; - The compound of formula (N + R 1 R 2 R 3 R 4 )2CO3 2- (wherein R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom or a (C1-C4) alkyl group optionally substituted with a hydroxyl group); - Guanidine carbonate; - Mixtures thereof.
[0066] More preferably, the carbonate is selected from sodium carbonate, potassium carbonate, cesium carbonate, lithium carbonate, magnesium carbonate, calcium carbonate, barium carbonate, strontium carbonate, cerium carbonate, lanthanum carbonate, yttrium carbonate, copper(II) carbonate, manganese carbonate, nickel carbonate, silver carbonate, zirconium carbonate, bismuth carbonate, cadmium carbonate, thallium carbonate, zinc carbonate, ammonium carbonate, guanidine carbonate, tetraethylammonium carbonate, and mixtures thereof.
[0067] Even more preferably, the carbonate is selected from sodium carbonate, potassium carbonate, cesium carbonate, magnesium carbonate, calcium carbonate, cerium carbonate, manganese carbonate, zinc carbonate, ammonium carbonate, guanidine carbonate, and mixtures thereof.
[0068] Most preferably, the carbonate is selected from sodium carbonate, potassium carbonate, magnesium carbonate, calcium carbonate, ammonium carbonate, and mixtures thereof.
[0069] According to a particularly preferred embodiment, the carbonate contained in the composition is ammonium carbonate.
[0070] The carbonate and / or carbonate generating system is present in the composition in a total content preferably in the range of 0.01% to 20% by mass, more preferably in the range of 1% to 20% by mass, even more preferably in the range of 1% to 10% by mass, based on the total mass of the composition.
[0071] According to a preferred embodiment, the carbonate is present in the composition in a total content in the range of 0.01% to 20% by mass, preferably in the range of 1% to 20% by mass, more preferably in the range of 1% to 10% by mass, based on the total mass of the composition.
[0072] According to a preferred embodiment, compound ii) is selected from carbonate, carbonate generating systems, and mixtures thereof, preferably carbonate.
[0073] Bicarbonate and / or bicarbonate generating system The term "bicarbonate generating system" means a system that generates bicarbonate, for example, by in-situ buffering of carbon dioxide in water or by buffering carbonate with an inorganic or organic acid.
[0074] Preferably, the bicarbonate is selected from: - Alkali metal bicarbonates; - Alkaline earth metal bicarbonates; - A compound of the formula N + R 1 R 2 R 3 R 4 HCO3 - (wherein R 1 , R 2 , R 3 and R 4 each independently represent a (C1-C4) alkyl group optionally substituted with a hydrogen atom or a hydroxyl group); - Aminoguanidine bicarbonate; - Mixtures thereof.
[0075] More preferably, the bicarbonate is selected from sodium bicarbonate, potassium bicarbonate, lithium bicarbonate, cesium bicarbonate, calcium bicarbonate, magnesium bicarbonate, ammonium bicarbonate, choline bicarbonate, triethylammonium bicarbonate, aminoguanidine bicarbonate and mixtures thereof.
[0076] Even more preferably, the bicarbonate is selected from sodium bicarbonate, potassium bicarbonate, cesium bicarbonate, calcium bicarbonate, magnesium bicarbonate, ammonium bicarbonate and mixtures thereof.
[0077] Most preferably, the bicarbonate is selected from sodium bicarbonate, potassium bicarbonate, ammonium bicarbonate and mixtures thereof.
[0078] According to a particularly preferred embodiment, the bicarbonate contained in the composition is ammonium bicarbonate.
[0079] The bicarbonate may be derived from natural water, such as spring water from the Vichy basin or La Roche Posay or Badoit water.
[0080] The bicarbonate and / or bicarbonate generating system is present in the composition in a total content preferably in the range of 0.01% to 20% by mass, more preferably in the range of 1% to 15% by mass, still more preferably in the range of 2% to 15% by mass, and most preferably in the range of 4% to 15% by mass, based on the total mass of the composition.
[0081] According to a preferred embodiment, the bicarbonate is present in a total content in the range of 0.01% to 20% by mass, preferably in the range of 1% to 15% by mass, more preferably in the range of 2% to 15% by mass, and still more preferably in the range of 4% to 15% by mass, based on the total mass of the composition.
[0082] According to a preferred embodiment, compound ii) is selected from bicarbonate, bicarbonate generating systems and mixtures thereof, preferably bicarbonate.
[0083] Silicate The composition according to the invention also comprises iii) one or more silicates.
[0084] The silicate is preferably water-soluble.
[0085] The term "water-soluble silicate" means a silicate having a solubility of more than 0.5% by mass, preferably more than 1% by mass, in water at normal room temperature (25°C) and atmospheric pressure (760 mmHg).
[0086] Preferably, the silicate is selected from alkali metal silicates, alkaline earth metal silicates, aluminum silicate, trimethylammonium silicate, and mixtures thereof.
[0087] More preferably, the silicate is selected from sodium silicate, potassium silicate, calcium silicate, aluminum silicate, trimethylammonium silicate, and mixtures thereof.
[0088] Even more preferably, the silicate is selected from sodium silicate.
[0089] Preferably, the silicate is selected from compounds having the INCI name sodium silicate (CAS: [1344-09-8]) and / or sodium metasilicate (CAS: [6834-92-0]).
[0090] The silicate is present in the composition in a total content preferably in the range of 1% to 40% by mass, more preferably in the range of 2% to 35% by mass, even more preferably in the range of 3% to 35% by mass, and most preferably in the range of 4% to 20% by mass, based on the total mass of the composition.
[0091] The mass ratio of the total amount of carbonate and / or carbonate generating system to the total amount of silicate is preferably from 0.00025 to 20, more preferably from 0.028 to 10, and even more preferably from 0.028 to 3.4.
[0092] According to a preferred embodiment, the mass ratio of the total amount of carbonate to the total amount of silicate is from 0.00025 to 20, preferably from 0.028 to 10, and more preferably from 0.028 to 3.4.
[0093] The mass ratio of the total amount of carbonate and / or carbonate generating system to the total amount of chemical oxidant is preferably from 0.0008 to 20, more preferably from 0.1 to 6.6, and even more preferably from 0.1 to 2.9.
[0094] According to a preferred embodiment, the mass ratio of the total amount of carbonate to the total amount of chemical oxidant is 0.0008 to 20, preferably 0.1 to 6.6, more preferably 0.1 to 2.9.
[0095] According to a preferred embodiment, the mass ratio of the total amount of carbonate to the total amount of hydrogen peroxide is 0.0008 to 20, preferably 0.1 to 6.6, more preferably 0.1 to 2.9.
[0096] The mass ratio of the total amount of bicarbonate and / or bicarbonate generation system to the total amount of silicate is preferably 0.00025 to 20, more preferably 0.02 to 7.5, and even more preferably 0.05 to 5.
[0097] According to a preferred embodiment, the mass ratio of the total amount of bicarbonate to the total amount of silicate is 0.00025 to 20, preferably 0.02 to 7.5, more preferably 0.05 to 5.
[0098] The mass ratio of the total amount of bicarbonate and / or bicarbonate generation system to the total amount of chemical oxidant is preferably 0.0008 to 20, more preferably 0.11 to 5, and even more preferably 0.2 to 4.2.
[0099] According to a preferred embodiment, the mass ratio of the total amount of bicarbonate to the total amount of chemical oxidant is 0.0008 to 20, preferably 0.11 to 5, more preferably 0.2 to 4.2.
[0100] According to a more preferred embodiment, the mass ratio of the total amount of bicarbonate to the total amount of hydrogen peroxide is 0.0008 to 20, preferably 0.11 to 5, more preferably 0.2 to 4.2.
[0101] The mass ratio of the total amount of carbonate and / or carbonate generation system to the total amount of bicarbonate and / or bicarbonate generation system is preferably 0.0005 to 2000, more preferably 0.06 to 20, and even more preferably 0.06 to 5.
[0102] According to a preferred embodiment, the mass ratio of the total amount of carbonate / the total amount of bicarbonate is 0.0005 to 2000, preferably 0.06 to 20, more preferably 0.06 to 5.
[0103] Amphoteric or zwitterionic compound The composition according to the present invention also contains iv) one or more amphoteric or zwitterionic compounds selected from phospholipids such as lecithin, amino acids, amphoteric or zwitterionic surfactants, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof.
[0104] Phospholipid The phospholipid can be derived from plants or animals and can exist in pure form or as a mixture.
[0105] Preferably, the phospholipid is a plant-derived phospholipid.
[0106] The phospholipid is preferably selected from lecithin.
[0107] The lecithin that can be used according to the present invention may or may not be hydrogenated.
[0108] Non-hydrogenated lecithin is generally obtained by extracting lipids from plant or animal fatty substances using a non-polar solvent. This lipid fraction usually mainly contains glycerophospholipids such as phosphatidylcholine.
[0109] Animal or plant sources that can be used to extract non-hydrogenated lecithin are, for example, soybeans, sunflowers or eggs. The glycerophospholipids contained in high proportions in these lecithins are mainly phosphatidylcholine and phosphatidylethanolamine.
[0110] Preferably, the lecithin is a plant-derived lecithin.
[0111] The non-hydrogenated lecithin suitable for use in the present invention can be lecithin derived from soybeans, sunflowers or eggs and / or mixtures thereof.
[0112] Lecithin is usually provided in a form dissolved in fatty acids, triglycerides or other solvents, or in the form of a powder or cake.
[0113] These are usually mixtures of lecithin, and the content of glycerophospholipids in the commercially available products generally ranges from at least about 15% to at least about 95%.
[0114] Examples of non-hydrogenated lecithin that may be suitable for use in the cosmetic composition according to the present invention include lecithin sold by American Lecithin Company under the trade names Nattermann Phospholipid®, Phospholipon 80®, and Phosale 75®, by Lucas Meyer under the trade names Epikuron 145V, Topcithin 300, Emulmetik 930, Ovothin 20, and Organic Lecithin, by Lipoid Kosmetik under the trade name Lipoid S 20, and by American Lecithin Company under the trade name Alcolec F 100.
[0115] The phospholipids can be selected from hydrogenated lecithin.
[0116] These hydrogenated lecithins are obtained by controlled hydrogenation of the above-mentioned non-hydrogenated lecithin.
[0117] An example of a hydrogenated lecithin that can be used in the composition according to the present invention is a product sold by Nikko Chemicals Co., Ltd. under the reference name Nikkol Lecinol S 10.
[0118] Amino acid The amino acid can be selected from acidic amino acids, basic amino acids, polar neutral amino acids, nonpolar neutral amino acids, and mixtures thereof. The amino acid can be of the D-form, L-form, or a mixture.
[0119] The term "acidic amino acid" means an amino acid containing more acidic functional groups than basic functional groups, particularly a protein-forming amino acid whose side chain contains an acidic functional group. Examples of acidic amino acids include aspartic acid, glutamic acid, and mixtures thereof.
[0120] The term "basic amino acid" means an amino acid containing more basic functional groups than acidic functional groups, particularly a protein-forming amino acid whose side chain contains a basic functional group. Examples of basic amino acids include arginine, histidine, lysine, and mixtures thereof.
[0121] The term "polar neutral amino acid" means an amino acid that is not charged at pH = 7 and contains a polar chemical functional group such as a thiol, alcohol or phenol, or basic amide (CONH2) functional group. Examples of polar neutral amino acids include serine, threonine, cysteine, asparagine, glutamine, tyrosine, and mixtures thereof.
[0122] The term "nonpolar neutral amino acid" means a nonpolar amino acid that is not charged at pH = 7. Examples of nonpolar neutral amino acids include amino acids selected from glycine, alanine, valine, leucine, isoleucine, methionine, phenylalanine, tryptophan, proline, and mixtures thereof.
[0123] Amphoteric or zwitterionic surfactant The amphoteric or zwitterionic surfactant can have an aliphatic group that is a linear or branched chain containing 8 to 22 carbon atoms, and is an optionally quaternized secondary or tertiary aliphatic amine derivative. The amine derivative contains at least one anionic group, such as a carboxylate, sulfonate, sulfate, phosphate, or phosphonate group.
[0124] In particular, (C8 - C 20 ) alkyl betaines, (C8 - C 20 ) alkyl sulfobetaines, (C8 - C 20 ) alkyl amide (C3 - C8) alkyl betaines, (C8 - C 20 ) alkyl amide (C6 - C8) alkyl sulfobetaines, and (C8 - C 20 ) alkyl amide (C3 - C8) alkyl hydroxysultaines can be mentioned.
[0125] Among the optionally quaternized secondary or tertiary aliphatic amines that can be used as defined above, the compounds represented by the following formulas (3) and (4) can further be mentioned: R a -CONHCH2CH2-N + (R b )(R c )-CH2COO - ,M + ,X - (3) (In the formula, - R a preferably represents a C a - C 10 - C 30 alkyl group or alkenyl group derived from the acid R - R b represents a β - hydroxyethyl group; - R c represents a carboxymethyl group; - M +represents a cationic counter ion derived from an alkali metal or alkaline earth metal, such as sodium, an ammonium ion, or an ion derived from an organic amine, - X - represents an organic or inorganic anionic counter ion, for example, an ion selected from halides, acetates, phosphates, nitrates, (C1-C4) alkyl sulfates, (C1-C4) alkyl- or (C1-C4) alkyl aryl sulfonates, in particular, methyl sulfate and ethyl sulfate; or M + and X - do not exist); R a’ -CONHCH2CH2-N(B)(B’) (4) (wherein - B represents a -CH2CH2OX’ group; - B’ represents a -(CH2) z Y’ group, z = 1 or 2; - X’ represents a -CH2COOH group, a -CH2-COOZ’ group, a -CH2CH2COOH group, or a CH2CH2-COOZ’ group, or a hydrogen atom; - Y’ represents a -COOH group, a -COOZ’ group, or a -CH2CH(OH)SO3H group or a -CH2CH(OH)SO3-Z’ group; - Z’ represents a cationic counter ion derived from an alkali metal or alkaline earth metal such as sodium, an ammonium ion, or an ion derived from an organic amine; - R a’ preferably represents an acid R a’ -COOH present in hydrolyzed linseed oil or coconut oil 10 ~C 30 alkyl group or alkenyl group, an alkyl group, in particular C 17 alkyl group and its isoform, or an unsaturated C 17 group).
[0126] These compounds are classified in the CTFA Dictionary, 5th Edition (1993) under the names disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caprylamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphodipropionate, disodium caprylamphodipropionate, disodium capryloamphodipropionate, lauroamphodipropionic acid, and cocoamphodipropionic acid.
[0127] As an example, cocoamphodiacetate sold under the trade name Miranol® C2M Concentrate by Rhodia can be mentioned.
[0128] The compound of formula (5) can also be used: R a” -NHCH(Y”)-(CH2) n CONH(CH2) n’ -N(R d )(R e )(5) wherein - Y” represents a -COOH group, a -COOZ” group, or a -CH2CH(OH)SO3H group or a -CH2CH(OH)SO3-Z” group; - R d and R e each independently represents a C1-C4 alkyl or hydroxyalkyl group; - Z” represents a cationic counter ion derived from an alkali metal or alkaline earth metal such as sodium, an ammonium ion, or an ion derived from an organic amine; - R a’’ preferably exists in the hydrolyzed linseed oil or coconut oil, and is the acid R a’’ -COOH's C 10 ~C 30 represents an alkyl group or an alkenyl group; - n and n’ independently represent an integer from 1 to 3.
[0129] Among the compounds of formula (5), there is a compound classified in the CTFA dictionary under the name sodium diethylaminopropyl cocoaspartamide and commercially available from Chimex under the name Chimexane HB.
[0130] These compounds can be used alone or as a mixture.
[0131] Preferably, the amphoteric or zwitterionic surfactant is, alone or as a mixture, (C8 - C 20 ) alkyl betaine, (C8 - C 20 ) alkyl sulfobetaine, (C8 - C 20 ) alkyl amide (C3 - C8) alkyl betaine, (C8 - C 20 ) alkyl amide (C6 - C8) alkyl sulfobetaine, and (C8 - C 20 ) alkyl amide (C3 - C8) alkyl hydroxysultaine, and is selected from the compounds of formulas (3), (4) and (5) defined above.
[0132] More preferably, the amphoteric or zwitterionic surfactant is, alone or as a mixture, (C8 - C 20 ) alkyl betaine such as coco betaine, (C8 - C 20) Selected from alkylamide (C3-C8) alkyl betaines and (C8-C 20 ) alkylamide (C3-C8) alkyl hydroxysultaines.
[0133] More preferably, the amphoteric or zwitterionic surfactant is selected from (C8-C 20 ) alkylamide (C3-C8) alkyl betaines and (C8-C 20 ) alkylamide (C3-C8) alkyl hydroxysultaines.
[0134] Preferably, the amphoteric or zwitterionic compound iv) is selected from the following compounds 1b-28b, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
Chemical formula
Chemical formula
Chemical formula
Chemical formula
[0135] More preferably, the amphoteric or zwitterionic compound iv) is selected from compounds 2b, 4b, 10b, 12b, 15b, 17b, 18b, 24b, 27b and 28b, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
[0136] Even more preferably, the amphoteric or zwitterionic compound iv) is selected from compounds 4b, 15b and 28b, their salts, their solvates and mixtures thereof.
[0137] Most preferably, the amphoteric or zwitterionic compound (iv) is selected from compound 15b and 28b, salts thereof, solvates thereof, and mixtures thereof.
[0138] According to one embodiment, the amphoteric or zwitterionic compound (iv) has the formula R b -CO-X-Z(B1), wherein R b represents a (C1-C 30 ) alkyl group, preferably a (C1-C 20 ) alkyl group, more preferably a (C8-C 16 ) alkyl group, X represents an oxygen atom or NH, preferably NH, Z represents a linear or branched hydrocarbon-based group containing 1 to 30 carbon atoms, preferably 1 to 10 carbon atoms, and the group Z is substituted with a carboxylic acid group (COOH) and an amino group.
[0139] An example of the compound of formula (B1) is compound 3b.
[0140] According to another embodiment, the amphoteric or zwitterionic compound (iv) has the formula R1-N(R2)-[Y] t -Z(B2), wherein R1 and R2 independently represent a hydrogen atom or an alkyl group; preferably, R1 represents a hydrogen atom and R2 represents an alkyl group, Y represents CO or CONH, t is 0 or 1, Z represents a linear or branched hydrocarbon-based group of 1 to 30 carbon atoms, and the group Z is substituted with a carboxylic acid group (COOH) and an amino group.
[0141] Examples of the compound of formula (B2) include compound 5b, 20b, and 26b.
[0142] According to a preferred embodiment, the amphoteric or zwitterionic compound (iv) has the formula R1-N+(R2)(R3)-Z’-COO - (B3), wherein R1, R2, and R3 independently represent an alkyl group, preferably a C1-C 20 alkyl group, such as methyl, and the alkyl group is an amide group -NH-CO-R4 (R4 is a C1-C30 (which represents a (hydroxy)alkyl group) and is optionally substituted, Z' represents a divalent linear or branched hydrocarbon group containing 1 to 30 carbon atoms, and the group Z' is optionally substituted with one or more hydroxyl (OH) groups.
[0143] Examples of the compound of formula (B3) include compounds 15b, 19b and 27b.
[0144] According to another embodiment, the amphoteric or zwitterionic compound iv) is of the formula NH2-Z'-COOH (B4), wherein Z' represents a linear or branched divalent hydrocarbon group of 1 to 30 carbon atoms, preferably 1 to 10 carbon atoms, more preferably 1 to 5 carbon atoms, and the group Z' is optionally substituted with one or more hydroxyl (OH) groups and is preferably unsubstituted.
[0145] Examples of the compound of formula (B4) include compounds 21b, 22b and 28b.
[0146] The amphoteric or zwitterionic compound iv) is preferably present in the composition in a total content in the range of 0.01% to 50% by mass, more preferably in the range of 1% to 30% by mass, even more preferably in the range of 1% to 15% by mass, based on the total mass of the composition.
[0147] Compound iv') The composition according to the invention also comprises one or more compounds iv') selected from the following: a) alcohol; b) organic acid; c) esters, amides, imines and mixtures thereof; d) organic amines; e) a saturated or unsaturated, straight-chain or branched hydrocarbon-based chain containing 1 to 30 carbon atoms, optionally substituted with one or more cyclic groups and / or optionally interrupted by one or more non-adjacent oxygen atoms; a saturated or unsaturated, optionally aromatic, monocyclic or polycyclic, fused or non-fused carbocyclic compound containing 3 to 22 carbon atoms, optionally substituted with one or more identical or different groups selected from (C1-C6)alkyl, (C1-C6)alkenyl or (C1-C6)alkoxy and / or optionally interrupted by one or more carbonyl groups (CO); a monocyclic or polycyclic, fused or non-fused, saturated or unsaturated, especially aromatic heterocyclic compound containing 5 to 22 ring members and containing 1 to 3 oxygen atoms, optionally substituted with one or more identical or different groups selected from (C1-C6)alkyl or (C1-C6)alkoxy and / or optionally interrupted by one or more carbonyl groups (CO), and mixtures thereof; f) and mixtures thereof.
[0148] Alcohol a) Preferably, the alcohol is a compound of formula (Ia) below, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof: [Chemical formula] (In formula (Ia): · R 1 and R 2 are independently - a hydrogen atom, or - a straight-chain or branched saturated or unsaturated hydrocarbon-based group containing 1 to 30 carbon atoms, optionally interrupted by one or more non-adjacent oxygen atoms and / or optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl; or - represents a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from -OR’’ or hydroxyl (-OH); R 1 and R2 together with the carbon atoms bearing them, - a hydroxyl group (-OH); - a (poly)(hydroxy)alkyl group; - a group -OR’’; - an alkyl group in which one or more carbonyl groups (CO) are optionally interposed and / or which is optionally substituted with a (hetero)cyclic group, where the (hetero)cyclic group itself is optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl; - optionally forming a group which is optionally substituted with a (hetero)cyclic group, where the (hetero)cyclic group itself is optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl; · R 3 is - a straight-chain or branched saturated or unsaturated or aromatic hydrocarbon-based group containing from 1 to 30 carbon atoms in which one or more non-adjacent oxygen atoms or one or more carbonyl (CO) groups are optionally interposed and / or which is optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl or -CHO or a (hetero)cyclic group, where the (hetero)cyclic group itself is optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl or -OR’’ or -CHO; or - represents a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from -OR’’ or (poly)(hydroxy)alkyl or -CHO; · p = 0 or 1; · R’’ is - a straight-chain or branched saturated or unsaturated hydrocarbon-based group containing from 1 to 30 carbon atoms optionally substituted with one or more hydroxyl groups (-OH); or - represents a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl) selected from
[0149] Preferably, the alcohol does not contain any amino group (primary amine NH2, secondary amine or tertiary amine).
[0150] More preferably, the alcohol is selected from the following compounds 1a to 50a, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof. [Chemical formula] [Chemical formula] [Chemical formula] [Chemical formula] [Chemical formula] [Chemical formula]
[0151] Even more preferably, the alcohol is selected from compounds 1a to 29a, 45a, 49a and 50a, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
[0152] More preferably, the alcohol is selected from compounds 1a, 2a, 3a, 12a, 15a, 16a, 18a, 21a, 22a, 26a, 29a, 45a and 49a, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
[0153] Even more preferably, the alcohol is selected from Compound 12a, its solvates, and mixtures thereof.
[0154] According to one embodiment of the present invention, the alcohol is selected from compounds of formula (Ia) where p = 1, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof.
[0155] According to another embodiment of the present invention, the alcohol is selected from compounds of formula (Ia) where p = 0, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof.
[0156] According to a specific variant of the present invention, the alcohol is selected from compounds of formula (Ia), salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof, where in formula (Ia), p = 1, and R 1 and R 2 represent hydrogen atoms, and R 3 is - a linear or branched saturated or unsaturated or aromatic hydrocarbon-based group containing 1 to 30 carbon atoms, optionally interrupted by one or more non-adjacent oxygen atoms or one or more carbonyl (CO) groups, preferably not interrupted, and / or optionally substituted with one or more identical or different groups selected from hydroxyl (OH), -CHO, or a (hetero)cyclic group, such as phenyl, preferably a linear or branched, and saturated or unsaturated hydrocarbon-based group, where the (hetero)cyclic group itself is optionally substituted with one or more identical or different groups selected from OH, -OR'', or -CHO; or - a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from OH, -OR'', or (poly)(hydroxy)alkyl or -CHO (R'' is as defined above). represents.
[0157] Examples of the alcohol of formula (Ia) according to this variant form include compound 1a, 2a, 3a, 6a, 7a, 8a, 9a, 11a, 12a, 13a, 14a, 15a, 16a, 18a, 19a, 20a, 21a, 22a, 23a, 24a, 25a, 26a, 28a, 29a, 31a, 32a, 33a, 34a, 37a, 43a, 45a, 46a, 49a, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof.
[0158] According to a preferred variant form, the alcohol is selected from compounds of formula (Ia), their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof, in formula (Ia), p = 1, R 1 and R 2 represent a hydrogen atom, R 3 represents a linear or branched saturated or unsaturated hydrocarbon-based group containing 1 to 30 carbon atoms, in which one or more non-adjacent oxygen atoms or one or more carbonyl groups (CO) are optionally sandwiched, preferably not sandwiched, and / or optionally substituted with one or more hydroxyl groups (OH).
[0159] According to a specific embodiment, the alcohol is selected from compounds of formula (Ia), their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof, in formula (Ia), p = 1, R 1 and R 2 represent a hydrogen atom, R 3 represents a pyranose ring or a furanose ring, preferably a (hetero) cyclic group of 5 or 6 ring members, more preferably optionally substituted with one or more identical or different groups selected from OH, -OR'' or (poly) (hydroxy) alkyl or -CHO (R'' is as defined above).
[0160] According to another specific embodiment, the alcohol represents a sugar or a sugar derivative.
[0161] Regarding the object of the present invention, the term "sugar" means a monosaccharide or polysaccharide containing 2 to 5 sugar units, preferably 2 to 3 sugar units. More preferably, sugar refers to a compound (monosaccharide or disaccharide) containing 1 or 2 sugar units.
[0162] Regarding sugar when sugar represents a monosaccharide, it may be in the pyranose form (the heterocyclic ring of the sugar constituting it contains 6 ring members) or in the furanose form (the heterocyclic ring of the sugar constituting it contains 5 ring members); when sugar represents a polysaccharide group, it is understood to contain 2 to 5 consecutive sugar units that may be the same or different from each other and may be in the furanose form or the pyranose form. Preferably, the polysaccharide is a disaccharide obtained from the linkage of furanose-type sugar units and pyranose-type units or the linkage of pyranose-type sugar units and furanose-type units. Whether it is a monosaccharide group or a polysaccharide group, each sugar unit can be either L-type levorotatory or D-type dextrorotatory and can be either α-anomer type or β-anomer type.
[0163] Preferably, the monosaccharides are selected from glucose, galactose, mannose, xylose, lyxose, fucose, arabinose, rhamnose, quinovose, fructose, sorbose, talose, and mixtures thereof. Preferably, the disaccharides are selected from lactose, maltulose, palatinose, lactulose, amygdalose, turanose, cellobiose, isomaltose, rutinose, maltose, and mixtures thereof.
[0164] Regarding the object of the present invention, the term "sugar derivative" means a compound in which one or more of the hydroxyl groups (OH) carried by the furanose or pyranose ring are substituted by one or more alkoxy groups OR'' (R'' is as defined above). As an example of a sugar derivative, compound 13a can be mentioned.
[0165] According to another specific embodiment, the alcohol is selected from compounds of formula (Ia) where p = 0, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof, R 1 and R2 together with the carbon atoms bearing them, - a hydroxyl group (-OH); - a (poly)(hydroxy)alkyl group; - a group -OR’’ (where R’’ is as defined above); - an alkyl or alkenyl group optionally interrupted, preferably not interrupted, by one or more carbonyl (CO) groups and / or optionally substituted by a (hetero)cyclic group, where the (hetero)cyclic group itself is optionally substituted by one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl, an alkyl or alkenyl group forms an aromatic or non-aromatic, preferably 6-membered, (hetero)cyclic group optionally substituted by one or more identical or different groups selected from the above; more preferably, the alcohol represents a saturated or aromatic 5- or 6-membered ring bearing at least one hydroxyl (-OH) group, preferably a hydroxyl (-OH) group, and optionally substituted by one or more groups -OR’’ (where R’’ is as defined above).
[0166] Examples of alcohols of formula (Ia) according to this variant form include compounds 17a, 38a, 39a and 41a.
[0167] When present in the composition, the alcohol is preferably present in the composition in a content in the range of 0.01% to 50%, more preferably in the range of 0.1% to 30%, even more preferably in the range of 0.2% to 15% by mass, based on the total mass of the composition.
[0168] Organic acid b) Preferably, the organic acid is a compound of the following formula (I) and / or (II), its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof:
Chemical formula
[0169] The expression "degree of substitution DS(CHO) or DS(COOX) of the polysaccharide of the present invention" means the ratio of the number of carbon atoms oxidized to give aldehyde groups or carboxyl groups in all repeating units to the number of monosaccharides that are elements of the polysaccharide (including those ring-opened by preliminary oxidation).
[0170] The CHO and COOX groups can be obtained during the oxidation of some carbon atoms at positions C2, C3 or C6 of a sugar unit containing 6 carbon atoms. Preferably, the oxidation can occur at C2 and C3, more specifically, in terms of the number of rings, which may be open - ringed in some cases, from 0.01% to 75%, preferably from 0.1% to 50% based on the number of rings.
[0171] The polysaccharide chain represented by P is preferably selected from inulin, cellulose, starch, guar gum, xanthan gum, pullulan gum, alginate gum, agar gum, carrageenan gum, gellan gum, acacia gum, xylose and tragacanth gum, and derivatives thereof, cellobiose, maltodextrin, scleroglucan, chitosan, ulvan, fucoidan, alginate, pectin, heparin, hyaluronic acid or mixtures thereof, more preferably selected from inulin or starch. Even more preferably, the polysaccharide chain is inulin.
[0172] The term "derivative" means a compound obtained from the chemical modification of the aforementioned compounds. They may be esters, amides, or ethers of the said compounds.
[0173] The oxidation can be carried out by methods known in the art, for example, the methods described in French Patent No. 2842200, French Patent No. 2854161, or the paper "Hydrophobic films from maize bran hemicelluloses", by E. Fredon et al., Carbohydrate Polymers 49, 2002, pages 1 - 12. Another oxidation method is described in the paper "Water soluble oxidized starches by peroxide reaction extrusion", Industrial Crops and Products 75(1997)45 - 52 - R.E. Wing, J.L. Willet. These oxidation methods can be carried out easily, are efficient, and do not produce toxic by - products or by - products that are difficult to remove.
[0174] The peroxides that can be used in these oxidation methods may be alkali metal or alkaline earth metal percarbonates or perborates, alkyl peroxides, peracetic acid, or hydrogen peroxide. Hydrogen peroxide is particularly preferred as it is readily available and does not produce troublesome by-products.
[0175] The amount of peroxide in the reaction medium is 0.05 to 1 molar equivalent, preferably 0.1 to 0.8 molar equivalent, per glucose unit of the polysaccharide. It is preferred to add the peroxide sequentially in several portions while keeping the reaction medium stirred between additions.
[0176] In the oxidation method, one kind of phthalocyanine, or a mixture of phthalocyanines, for example, a mixture of cobalt phthalocyanine and iron phthalocyanine, may be used as a catalyst. The amount of the catalyst depends on the desired degree of substitution. Generally, a small amount, for example, an amount corresponding to 0.003 to 0.016 molar equivalent per 100 glucose units of the polysaccharide, is suitable.
[0177] This method can also be carried out by contacting the powdered polysaccharide with a catalyst dissolved in a small amount of water and a peroxide. This method is called the "semi-dry" method.
[0178] This method can also be carried out by reactive extrusion in the presence of a peroxide.
[0179] More preferably, the polysaccharide is obtained by oxidation of inulin, cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, methyl cellulose, starch, acetate starch, hydroxyethyl starch, hydroxypropyl starch, guar gum, carboxymethyl guar gum, carboxymethyl hydroxypropyl guar gum, hydroxyethyl guar gum, hydroxypropyl guar gum, xylose or xanthan gum, carrageenan gum, cellobiose, maltodextrin, scleroglucan, chitosan, ulvan, fucoidan, alginate, pectin, heparin and hyaluronic acid, or a mixture thereof.
[0180] More preferably, the polysaccharide is obtained by oxidation of inulin or starch, more preferably by oxidation of inulin.
[0181] According to one embodiment, the polysaccharide is obtained by oxidation of inulin by performing a reactive extrusion method in the presence of hydrogen peroxide.
[0182] The weight average molecular weight of the polysaccharide chain before and after oxidation is preferably in the range of 400 to 15,000,000, more preferably 500 to 10,000,000, and more specifically 500 to 50,000 g / mol.
[0183] The most particularly preferred polysaccharide in the present invention corresponds to formula (II), wherein: P represents a polymer chain derived from inulin or starch, m is a value such that the degree of substitution (DS(CHO)) of the polysaccharide with one or more aldehyde groups is in the range of 0.005 to 2.5, and n is a value such that the degree of substitution (DS(COOX)) of the polysaccharide with one or more carboxyl groups is in the range of 0.001 to 2.
[0184] Even more preferably, the group P of formula (II) as defined above represents a polymer chain derived from inulin, m is a value such that the degree of substitution of the polysaccharide with one or more aldehyde groups (DS(CHO)) is in the range of 0.01 to 1, and n is a value such that the degree of substitution of the polysaccharide with one or more carboxyl groups (DS(COOX)) is in the range of 0.01 to 2.
[0185] More preferably, the organic acid is selected from the compounds of formula (I) as defined above, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
[0186] Even more preferably, the organic acid is selected from the following Compounds 1 to 40, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
[0187] More preferably, the organic acid is selected from Compounds 1, 2, 6, 7, 8, 9, 10, 15, 18, 20, 22, 23, 26, 28 and 31, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
[0188] Even more preferably, the organic acid is selected from compound 1, 2, 20, 26, 28 and 31, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof.
[0189] Even better, the organic acid is selected from compound 26, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof.
[0190] According to a preferred embodiment of the present invention, the organic acid is selected from the compound of formula (I), salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof, in formula (I), X represents a carbon atom, A represents a group -CR 1 (R 2 )p(R 3 )(where p = 1), R 1 represents a hydrogen atom or a group -NR a -CO-R c (R a and R c are as defined above, preferably, R a represents a hydrogen atom, R c represents an alkyl group), R 2 represents a hydrogen atom or a hydroxyl group (-OH), R 3 represents a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from (C1-C6)alkyl, especially (C1-C4)alkyl, such as methyl, alkylcarbonyl-(CO)-R c , alkylcarbonyloxy -O-CO-R c , alkyloxycarbonyl -CO-O-R c , -OH, (C1-C6)alkoxy, especially (C1-C4)alkoxy, such as methoxy or -C(O)OH, or R 3 represents an alkyl group or an alkenyl group, said alkyl or alkenyl group is - -C(O)OH group; optionally substituted with one or more identical or different groups selected from hydroxyl group (-OH); and / or - -CO-, -O-CO-, -(CO)-O-, -NR a -(CO)-, -(CO)-NR a -(R a (as defined above) is optionally sandwiched, preferably -CO-, -O-CO-, -(CO)-O- is optionally sandwiched.
[0191] According to a particular embodiment, the organic acid is selected from the compounds of formula (I), their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof, in formula (I), X represents a carbon atom, A represents the group -CR 1 (R 2 )(R 3 ), where R 1 represents a hydrogen atom, R 2 represents a hydrogen atom or a hydroxyl group (-OH), R 3 represents a (hetero)cyclic group, preferably an aromatic hydrocarbon-based group, such as phenyl, said (hetero)cyclic group is optionally substituted with one or more identical or different groups selected from (C1-C6)alkyl, especially (C1-C4)alkyl, such as methyl, (C1-C6)alkoxy, especially (C1-C4)alkoxy, such as methoxy or -C(O)OH, or R 3 is -NR a -(CO)- or -(CO)-NR a -(R ais optionally sandwiched as defined above, preferably not sandwiched, and / or represents an alkyl group or an alkenyl group optionally substituted with a hydroxyl group. According to this embodiment, the organic acid is preferably selected from Compound 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 14, 15, 32, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof, more preferably selected from Compound 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 14, 15, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof, and even more specifically selected from Compound 1, 2, 6, 7, 8, 9, 10, 15, its salts, its optical isomers, its solvates and mixtures thereof.
[0192] According to another preferred embodiment of the present invention, the organic acid is selected from the compound of formula (I), its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof. In formula (I), X represents a carbon atom, and A represents a group -CR 1 (R 2 )(R 3 ), where R 1 is a hydrogen atom or a group -NR a -CO-R c (R a and R c are as defined above, preferably, R a represents a hydrogen atom, and R c represents an alkyl group), R 2 represents a hydrogen atom or a hydroxyl group (-OH), and R 3 represents an alkyl group or an alkenyl group, and the alkyl or alkenyl group is substituted with one or more -C(O)OH groups, particularly substituted with one or two -C(O)OH groups, - optionally substituted with one or more hydroxyl groups (-OH); and / or - -CO-, -O-CO-, -(CO)-O-, -(CO)-NR a -(R ais optionally replaced as defined above).
[0193] According to this embodiment, the organic acid is preferably selected from Compound 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof; more preferably selected from Compound 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof; even more preferably selected from Compound 18, 20, 22, 23, 26, 28, 31; and most preferably selected from Compound 20, 26, 31, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof.
[0194] According to another embodiment of the present invention, the organic acid is selected from compounds of formula (I), salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof. In formula (I), X represents a carbon atom, and A represents a group -CR 1 (R 3 ), where R 1 and R 3 , together with the carbon atom bearing them, form a (hetero)cyclic group, preferably an aromatic group, optionally substituted with one or more identical or different groups selected from (C1-C6)alkyl, especially (C1-C4)alkyl such as methyl, alkylcarbonyl-(CO)-R c , alkylcarbonyloxy -O-CO-R c , alkoxycarbonyl -CO-O-R c , -OH, (C1-C6)alkoxy, especially (C1-C4)alkoxy such as methoxy, -C(O)OH (where R c is as defined above). According to this embodiment, the organic acid is preferably selected from Compound 34, 36, 37, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof.
[0195] When they are present in the composition, the organic acid is preferably present in the composition in an amount in the range of 0.01% to 50%, more preferably in the range of 0.1% to 30%, and even more preferably in the range of 0.2% to 15% by mass, based on the total mass of the composition.
[0196] Esters, amides and imines c) Preferably, the compound c) is selected from compounds of the following formula (Ic), salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof:
Chemical formula
[0197] More preferably, compound c) is selected from the following compounds 1c to 94c, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
Chemical formula
[0198] More preferably, compound c) is selected from compounds 1c to 63c and 94c, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
[0199] Preferably, compound c) is selected from compounds 1c, 4c, 5c, 6c, 8c, 12c, 15c, 16c, 22c, 24c, 26c, 27c, 31c, 33c, 37c, 41c, 53c, 54c, 55c, 58c, 60c, 62c, 63c and 94c, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof.
[0200] Even more preferably, compound c) is selected from compound 22c, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof.
[0201] According to a preferred variant of the present invention, compound c) is selected from compounds of formula (Ic), their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof, wherein in formula (Ic), p = 0 and X1 and X2 represent oxygen atoms. According to this variant, compound c) preferably represents a compound of the following formula (C1), its salt, its optical isomer, its geometric isomer, its tautomer, its solvate and mixtures thereof: A1-CO-O-B1 (C1) In the formula, - A1 is optionally substituted with one or more hydroxyl (OH) groups and / or is optionally sandwiched by -OCO-, CO-O-, -O- or CO-NR or CO (R is as defined above), a C1-C 40 alkyl or alkenyl group, preferably a (C1-C4) alkyl group, such as methyl; - B1 is a C1-C alkyl optionally substituted with one or more identical or different groups selected from a hydroxyl group (OH), a (hetero)cyclic group 40 representing an alkyl or alkenyl group, wherein the (hetero)cyclic group is hydroxyl (OH), -OR b , -O-CO-A3 (A3 represents a C1-C 40 alkyl or alkenyl group, and R b preferably represents a C1-C6 alkyl group) and is optionally substituted with one or more groups selected from; and / or -O-CO-, -CO-O-, -CO-NR’ a -, -NR’ a -CO-, an oxygen atom -O- or -CO-(R’ a represents a hydrogen atom or a C1-C 10 alkyl group, preferably C1-C4 alkyl, such as methyl) is optionally sandwiched.
[0202] Examples of the compound of formula (C1) include compounds 1c - 8c, 9c - 30c, 32c - 35c, 36c - 39c, 41c - 48c, 50c - 63c, 65c - 69c, 73c, 74c, 76c, 78c - 82c, 84c, 85c, 91c, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof, in particular compounds 1c, 4c, 5c, 6c, 8c, 12c, 15c, 16c, 22c, 24c, 26c, 27c, 33c, 37c, 41c, 53c, 54c, 55c, 58c, 60c, 62c and 63c, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof, in particular compounds 8c and 58c, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof.
[0203] According to another variant of the present invention, compound (c) is selected from a compound of formula (Ic), a salt thereof, an optical isomer thereof, a geometric isomer thereof, a tautomer thereof, a solvate thereof and mixtures thereof (in formula (Ic), p = 0, and X1 and X2 represent oxygen atoms), and a compound of the following formula (C2), a salt thereof, an optical isomer thereof, a geometric isomer thereof, a tautomer thereof, a solvate thereof and mixtures thereof: A2-CO-O-B2(C2) In the formula, - A2 and B2, together with the atoms having them, in particular, - in particular, a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from hydroxyl (-OH), (poly)(hydroxy)alkyl; - hydroxyl group (-OH); - group -OR’’ (R’’ is as defined above; in particular, R’’ represents a C1-C6 alkyl group, such as ethyl); - (poly)(hydroxy)alkyl group form an aromatic or non-aromatic heterocyclic group optionally substituted with one or more identical or different groups selected from.
[0204] Examples of the compound of formula (C2) include compound 40c, 75c, 90c, 92c, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof.
[0205] According to another variant of the present invention, compound c) is selected from the compound of formula (Ic), its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof, in formula (Ic), p = 1, and X1 and X2 represent oxygen atoms.
[0206] According to this variant, compound c) preferably represents the following compound of formula (C3), its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof: A4-O-CO-O-B4(C3) In the formula, · A4 and B4 are independently one or more hydroxyl (OH) groups, C1-C 40 , preferably C1-C 20 , more preferably C1-C 10represents an alkyl or alkenyl group, R’’ is as defined above, in particular, R’’ represents a C1-C6 alkyl group, such as methyl or (poly)(hydroxy)alkyl, which is preferably unsubstituted, and / or -OCO-, CO-O-, -O-, CO-NR a (R a which represents a hydrogen atom or preferably a C1-C4 alkyl or CO group) is optionally sandwiched, preferably -O- is sandwiched, more preferably not sandwiched; or A4 and B4, together with the atoms they have, in particular, - a (hetero)cyclic group optionally substituted with one or more identical or different groups selected in particular from hydroxyl (-OH), (poly)(hydroxy)alkyl; - a hydroxyl group (-OH); - the group -OR’’ (R’’ is as defined above; in particular, R’’ represents a C1-C6 alkyl group, such as methyl); - a (poly)(hydroxy)alkyl group, such as a C1-C6 alkyl group, a C1-C6 hydroxyalkyl group or a C1-C6 polyhydroxyalkyl group form an aromatic or non-aromatic heterocyclic group optionally substituted with one or more identical or different groups selected from.
[0207] Preferably, the compound of formula (C3) is such that A4 and B4 are identical.
[0208] Preferably, A4 and B4 are independently preferably linear C1-C 10 alkyl groups, such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, heptyl or octyl.
[0209] Preferably, when A4 and B4, together with the atoms they have, form an aromatic or non-aromatic heterocyclic group, the heterocyclic group is - the group -OR’’ (R’’ is as defined above; in particular, R’’ represents a C1-C6 alkyl group, such as methyl or ethyl); - one or more identical or different groups selected from a (poly)(hydroxy)alkyl group, such as a C1-C6 alkyl group, a C1-C6 hydroxyalkyl group or a C1-C6 polyhydroxyalkyl group and is optionally substituted with one or more identical or different groups selected therefrom.
[0210] Examples of the compound of formula (C3) include compound 31c, 70c, 71c, 72c, 77c, 93c, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof.
[0211] According to another variant of the present invention, compound c) is selected from a compound of formula (Ic), a salt thereof, an optical isomer thereof, a geometric isomer thereof, a tautomer thereof, a solvate thereof and mixtures thereof, wherein in formula (Ic), p = 0, and X1 and X2 represent an oxygen atom.
[0212] According to this variant, compound c) preferably represents a compound of the following formula (C4), a salt thereof, an optical isomer thereof, a geometric isomer thereof, a tautomer thereof, a solvate thereof and mixtures thereof: A5-CO-NR b -B5(C4) wherein · A5 and B5 are independently one or more hydroxyl groups (OH), C1-C 40 preferably C1-C 20 alkyl or alkenyl group optionally substituted with -OR'', R'' being as defined above; in particular, R'' represents a C1-C6 alkyl group, such as methyl, or (poly)(hydroxy)alkyl, which is preferably unsubstituted, and / or -OCO-, CO-O-, -O-, CO-NR a (R a represents a hydrogen atom or preferably a C1-C4 alkyl group, or CO) is optionally sandwiched, preferably -O- is sandwiched, and more preferably not sandwiched; or A5 and B5, together with the atoms bearing them, in particular - A heterocyclic group optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) and (poly)(hydroxy)alkyl, which may also contain one or more CO; a heterocyclic group - Hydroxyl group (-OH); - Group -OR’’ (R’’ is as defined above; in particular, R’’ represents a C1-C6 alkyl group, such as methyl or ethyl); - (Poly)(hydroxy)alkyl group, such as a C1-C6 alkyl group, a C1-C6 hydroxyalkyl group or a C1-C6 polyhydroxyalkyl group to form an aromatic or non-aromatic heterocyclic group optionally substituted with one or more identical or different groups selected from · R b is a hydrogen atom or a C1-C 20 alkyl group, preferably a C1-C 10 alkyl, more preferably a C1-C4 alkyl, such as methyl or ethyl.
[0213] Examples of the compound of formula (C4) include compound 88c, 71c, 72c, 77c, 93c, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof.
[0214] According to another variant of the present invention, compound c) is selected from the compound of formula (Ic), its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof, in formula (Ic), p = 1, X1 represents the group -NR-, X2 represents the group -NR- or an oxygen atom, and R represents a hydrogen atom or an alkyl group, especially a (C1-C4) alkyl group; According to this variant, compound c) preferably represents the following compound of formula (C5), its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof: A6-NR-C=X1-NR-B6 (C5) wherein · A6 and B6 are independently a hydrogen atom, one or more hydroxyl (OH) groups, -OR'', or a C1-C alkyl optionally substituted with (poly)(hydroxy)alkyl 20 , preferably C1-C 10 alkyl or alkenyl group, which is preferably unsubstituted and / or is optionally sandwiched by -OCO-, CO-O-, -O-, or CO, preferably not sandwiched; or A6 and B6, together with the atoms bearing them, in particular - hydroxyl group (-OH); - group -OR'' (R'' is as defined above; in particular, R'' represents a C1-C6 alkyl group, such as methyl); - (poly)(hydroxy)alkyl group, such as a C1-C6 alkyl group, a C1-C6 hydroxyalkyl group or a C1-C6 polyhydroxyalkyl group, preferably a C1-C4 alkyl group, such as methyl form an aromatic or non-aromatic heterocyclic group optionally substituted with one or more identical or different groups selected from · R represents a hydrogen atom or an alkyl group, in particular a (C1-C4) alkyl group, such as methyl or ethyl.
[0215] Preferably, when A6 and B6, together with the atoms bearing them, form an aromatic or non-aromatic heterocyclic group, the heterocyclic group is optionally substituted with one or more identical or different groups selected from a C1-C6 alkyl group, preferably a C1-C4 alkyl group, such as methyl; Examples of the compound of formula (C5) include compound 49c, 64c, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof.
[0216] When they are present in the composition, compound c) is preferably present in the composition of the present invention in a content in the range of 0.01% by mass to 50% by mass, more preferably in the range of 0.1% by mass to 30% by mass, more preferably in the range of 0.2% by mass to 15% by mass, based on the total mass of the composition.
[0217] Organic amine d) The organic amine of the present invention may or may not be a polymer.
[0218] According to a preferred embodiment of the present invention, the polymeric organic amine is polyaminated hydrocarbon-based and thus does not contain Si atoms.
[0219] The organic amine is particularly, particularly, 500 g.mol -1 ~1,000,000 g.mol -1 in the range, preferably 500 g.mol -1 ~500,000 g.mol -1 in the range, and preferentially 500 g.mol -1 ~100,000 g.mol -1 and may be selected from aminopolymers having a weight average molecular weight in the range.
[0220] According to a particular embodiment of the present invention, the organic amine is a diamine, in particular of the formula H2N-ALK-O-[ALK’-O] m -ALK’’-NH2 (ALK, ALK’ and ALK’’, which may be the same or different, represent linear or branched (C1-C6)) alkylene groups, and m represents an integer of 0 or more), a polyether diamine such as 4,7,10-trioxa-1,13-tridecanediamine or a compound known by the reference name Jeffamine from Huntsman, more specifically α,ω-diaminopolyethylene glycol and / or polypropylene glycol (having an amine functional group at the end of the chain), for example products sold under the names Jeffamine D-230, D-400, D-2000, D-4000, ED-600, ED-9000 and ED-2003.
[0221] According to certain embodiments of the present invention, the organic amines are triaminated, i.e., they contain three primary and / or secondary amine groups, preferably primary amine groups (NH2). More specifically, they are, in particular, of the formula ALK’’’[(O-ALK’) m -NH2]3 (where ALK’ is as defined above, ALK’’’ represents a linear or branched trivalent (C1-C6) alkylene group, and m represents an integer greater than or equal to 0) and are selected from polyether triamines.
[0222] Among the triamino organic amines, polyether triamines are particularly mentioned, in particular α,ω-diaminopolyethylene glycol and / or polypropylene glycol (having an amine functional group at the end of the chain), for example products sold under the name Jeffamine T-403.
[0223] According to another particular embodiment of the present invention, the organic amines contain four or more primary and / or secondary amine groups, preferably primary amine groups (NH2).
[0224] In this variant, the organic amines are selected from poly(meth)acrylates or poly(meth)acrylamides having side primary or secondary amine functional groups, such as poly(3-aminopropyl)methacrylamide and poly(2-aminoethyl)methacrylate.
[0225] According to another embodiment, the organic amines are selected from chitosan (in particular poly(D-glucosamine)) and polydimethylsiloxanes containing primary amine groups at the ends and / or side chains of the chain.
[0226] According to another embodiment, the organic amine is, in particular, poly(alkylene (C2-C5) imine), and preferably polyethyleneimine and polypropyleneimine, in particular poly(ethyleneimine), in particular having a molecular weight of 1200 to 25,000, in particular a product sold under the reference name 408700 by Aldrich Chemical or under the trade name Lupasol by BASF; poly(allylamine), in particular a product sold under the reference name 479136 by Aldrich Chemical; polyvinylamine and in particular its copolymers with vinylamide, in particular vinylamine / vinylformamide copolymer, for example those sold under the name Lupamin® 9030 by BASF; polyamino acids containing NH2 groups, such as polylysine, in particular products sold by JNC Corporation (formerly Chisso); aminodextran, in particular products sold by CarboMer Inc; aminopolyvinyl alcohol, in particular products sold by CarboMer Inc; acrylamide (C1-C6) alkylamine-based copolymers, in particular acrylamide propylamine-based copolymers; and poly(D-glucosamine), for example sold under the reference name Kionutrime CSG® by Kytozyme.
[0227] Also included as organic amines can be α,ω-diaminopolytetrahydrofuran (or polytetramethylene glycol) and α,ω-diaminopolybutadiene.
[0228] According to a particular embodiment of the invention, the organic amine is selected from hyperbranched polymers containing at least one amino group and dendrimers containing at least one amino group, such as PAMAM polyamidoamine dendrimers having an ethylenediamine core and terminal amine functional groups.
[0229] Preferably, the organic amine is selected from the following compounds 1d to 37d, chitosan, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof. [Chemistry] [Chemistry] [Chemistry] [Chemistry] [Chemistry]
[0230] More preferably, the organic amine is selected from Compounds 1d to 37d, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof.
[0231] Even more preferably, the organic amine is selected from Compounds 1d to 35d, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof.
[0232] Most preferably, the organic amine is selected from Compounds 1d, 2d, 3d, 22d, and 30d, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof.
[0233] Preferably, the organic amine is selected from Compound 2d, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof.
[0234] The organic amine is preferably selected from the compounds of the following formula (D), salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof. R aa N(R bb )(R cc )(D) In the formula, R aa , R bb and Rcc is, independently, - a hydrogen atom; - C1-C 40 alkyl or C2-C 40 alkenyl group, preferably a C1-C 40 alkyl group, wherein the alkyl or alkenyl group is at least one group selected from amino (-NH2), amide (-CONH2), imine, such as -N=N-NH2(NH2), hydroxyl (-OH), ester -O-CO-Ak or -CO-O-Ak, amide -NR-CO-Ak or -CO-NR-Ak1, or is optionally substituted with one or more groups selected from (poly)(hydroxy)alkyl, amino (-NH2), amine -NR dd (R ee ), hydroxyl (-OH) or imine, such as -N=N-NH2(NH2), and is optionally substituted with a (hetero)cyclic group optionally substituted with one or more groups selected from (poly)(hydroxy)alkyl, amino (-NH2), amine -NR - (poly)(hydroxy)alkyl, amino (-NH2), amine -NR dd (R ee ), hydroxyl (-OH) or imine, such as -N=N-NH2(NH2), and is a heterocyclic group optionally substituted with one or more groups selected from (poly)(hydroxy)alkyl, amino (-NH2), amine -NR represents; R aa and R bb together with the nitrogen atom bearing them may preferably form an aromatic or non-aromatic heterocyclic group having 5 or 6 chain members, and the heterocyclic group is optionally substituted with one or more groups selected from (poly)(hydroxy)alkyl, amino (-NH2), amine -NR dd (R ee ), hydroxy (-OH); R aa , R bb and R cc are understood not to simultaneously represent a hydrogen atom; Ak represents an alkyl or alkenyl group, preferably an alkyl group, which group is optionally substituted with at least one hydroxyl group (-OH), and said group is also optionally interrupted by an oxygen atom, NR or CO group; Ak1 represents a hydrogen atom or an alkyl or alkenyl group, preferably an alkyl, and said alkyl or alkenyl group is optionally substituted with at least one hydroxyl group (-OH), and said alkyl or alkenyl group is also optionally interrupted by an oxygen atom, group NR or CO; R dd and R ee each independently represent an alkyl or alkenyl group optionally substituted with at least one group selected from hydroxyl (-OH), and said alkyl or alkenyl group is also optionally interrupted by an oxygen atom, group NR or CO; R dd and R ee together with the nitrogen atom bearing them may preferably form an aromatic or non-aromatic heterocyclic group of 5 or 6 ring members, and said heterocyclic group is optionally substituted with one or more groups selected from (poly)(hydroxy)alkyl, amino (-NH2) and hydroxyl (-OH); R represents a hydrogen atom or preferably a C1-C4 alkyl group, such as methyl.
[0235] According to the first embodiment, the organic amine is preferably selected from a compound of formula (D), its salt, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof, in formula (D), R bb and R cc each represent a hydrogen atom.
[0236] Preferably, according to this embodiment, R aa is - C1-C 40 alkyl or C2-C 40 alkenyl group, preferably C1-C 40An alkyl group, wherein the alkyl or alkenyl group is selected from at least one group selected from hydroxyl (-OH), amino (-NH2), amide (-CONH2), imine, such as -N=N-NH2(NH2), ester -O-CO-Ak or -CO-O-Ak, or (poly)(hydroxy)alkyl, amino (-NH2), amine -NR dd (R ee ) and is optionally substituted with one or more groups selected from a heterocyclic group optionally substituted with a heterocyclic group optionally substituted with (poly)(hydroxy)alkyl, amino (-NH2), amine -NR -(poly)(hydroxy)alkyl, amino (-NH2), amine -NR dd (R ee ) and represents a heterocyclic group optionally substituted with one or more groups selected from hydroxyl (-OH) or imine, such as -N=N-NH2(NH2), preferably hydroxyl or (poly)(hydroxy)alkyl.
[0237] Examples of the compounds according to this embodiment include compounds 2d, 3d, 5d to 18d, 22d to 27d, 29d, 32d to 34d, 36d and 37d.
[0238] According to a specific variant of this embodiment, the organic amine is preferably selected from a compound of formula (D), a salt thereof, an optical isomer thereof, a geometric isomer thereof, a tautomer thereof, a solvate thereof and mixtures thereof. In formula (D), R bb and R cc represent a hydrogen atom, and R aa represents a heterocyclic group selected from the sugars defined above, preferably monosaccharides or polysaccharides containing 2 to 5 sugar units, preferably 2 to 3 sugar units; preferably, the sugar represents a compound (monosaccharide or disaccharide) containing 1 or 2 sugar units, in particular glucosamine or galactosamine.
[0239] According to a specific variant of this embodiment, the organic amine is preferably selected from compounds of formula (D), salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof. In formula (D), R bb and R cc represent a hydrogen atom, and R aa represents an alkyl or alkenyl group, preferably C1-C 40 alkyl substituted with an amino group -NH2, and the alkyl or alkenyl group is also optionally substituted with at least one hydroxyl group (-OH) and / or an oxygen atom is interposed.
[0240] According to a specific variant of this embodiment, the organic amine is preferably selected from compounds of formula (D), salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof. In formula (D), R bb and R cc represent a hydrogen atom, and R aa represents an alkyl or alkenyl group, preferably C1-C 40 alkyl optionally substituted with an amino group -NH2, and the alkyl or alkenyl group has at least one NR group interposed, where R is as defined above and preferably represents a hydrogen atom.
[0241] According to yet another specific variant of this embodiment, the organic amine is preferably selected from compounds of formula (D), salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof, and mixtures thereof. In formula (D), R bb and R cc indicate a hydrogen atom, and R aa is an alkyl or alkenyl group, optionally substituted with one or more groups selected from hydroxyl or (hetero)cyclic groups, preferably C1-C 10 alkyl, more preferably C2-C 10Alkyl, for example phenyl optionally substituted with OH as described in (D), and the alkyl or alkenyl group is also interrupted by an oxygen atom, an ester -OCO- or -CO-O-.
[0242] According to another embodiment, the organic amine is preferably selected from the group consisting of a compound of formula (D), its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof. In formula (D), R aa represents a hydrogen atom, and R as defined above bb and R cc are other than a hydrogen atom; preferably, R bb and R cc are independently C1-C 10 alkyl or C2-C 10 alkenyl group, preferably C1-C 10 alkyl, more preferably C1-C6 alkyl, and the alkyl or alkenyl group is optionally substituted with one or more hydroxyl groups (-OH), or R aa and R bb together with the nitrogen atom bearing them form an aromatic or non-aromatic, preferably non-aromatic, 5- or 6-membered heterocyclic group, and the heterocyclic group is optionally substituted with one or more groups selected from C1-C4 (poly)(hydroxy)alkyl and hydroxyl (-OH).
[0243] According to another embodiment, the organic amine is preferably selected from the group consisting of a compound of formula (D), its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof. In formula (D), R as defined above aa , R bb and R cc are other than a hydrogen atom; preferably, R aa , R bb and R cc are independently C1-C 10 alkyl or C2-C 10 alkenyl group, preferably C1-C 10Alkyl, more preferably C1-C6 alkyl, is represented, and the alkyl or alkenyl group is optionally substituted with one or more groups selected from a hydroxyl (-OH), aromatic or non-aromatic, preferably aromatic 5- or 6-membered (hetero)cyclic group, and the (hetero)cyclic group is optionally substituted with one or more groups selected from C1-C4 (poly)(hydroxy)alkyl, hydroxyl (-OH), and C1-C4 alkoxy. Preferably, R aa and R bb are independently C1-C 10 alkyl groups, more preferably C1-C6 alkyl groups, optionally substituted with one or more hydroxyl (-OH) groups, and R cc represents an aromatic or non-aromatic, preferably aromatic 5- or 6-membered (hetero)cyclic group, and the (hetero)cyclic group is optionally substituted with one or more groups selected from C1-C4 (poly)hydroxyalkyl, hydroxyl (-OH), and C1-C4 alkoxy.
[0244] When they are present in the composition, the organic amine d) is preferably present in the composition in a content in the range of 0.01% to 50% based on the total mass of the composition, more preferably in the range of 0.1% to 30%, and even more preferably in the range of 0.2% to 15% by mass.
[0245] Compound e) Preferably, compound e) is selected from the following compounds 1e to 18e, their optical isomers, their geometric isomers, their tautomers, their solvates, and mixtures thereof.
Chemical formula
Chemical formula
[0246] More preferably, compound e) is selected from compounds 1e, 2e, 4e, and 18e, their optical isomers, their geometric isomers, their tautomers, their solvates, and mixtures thereof.
[0247] Even more preferably, compound e) is selected from compound 2e, its solvates and mixtures thereof.
[0248] Preferably, compound e) does not contain amine, ester, amide, alcohol, imine or acid functional groups.
[0249] Compound e) is preferably selected from linear or branched C7-C 40 alkanes, such as compounds 1e, 14e, 15e and 18e, and ethers of the following formula (E): R e1 -O-R e2 (E) In the formula, -R e1 and R e2 each independently represents a linear or branched C1-C 20 alkyl group optionally interrupted by one or more oxygen atoms or a 5- or 6-membered carbocyclic ring, such as cyclohexyl or cyclopentyl; R e1 and R e2 together with the oxygen atoms they carry, may preferably form an aromatic or non-aromatic heterocyclic group having preferably 5 or 6 ring members, said heterocyclic group being optionally substituted by one or more groups selected from (C1-C4) alkyl.
[0250] When they are present in the composition, compound e) is preferably present in the composition in a content in the range of 0.01% to 50% by mass, more preferably in the range of 0.1% to 30% by mass, even more preferably in the range of 0.02% to 15% by mass, based on the total mass of the composition.
[0251] Compound iv') is preferably present in the composition in a total content in the range of 0.01% to 50%, more preferably in the range of 0.1% to 30%, even more preferably in the range of 0.2% to 15% by mass, based on the total mass of the composition.
[0252] The amphoteric or zwitterionic compounds (iv) and compound (iv') are present in the composition in a total content of (iv) and (iv') preferably in the range of 0.01% to 70% by mass, more preferably in the range of 1% to 60% by mass, still more preferably in the range of 10% to 60% by mass, based on the total mass of the composition.
[0253] The composition preferably contains magnesium carbonate in a total content of less than 5% by mass, more preferably less than 1% by mass, still more preferably less than 0.1% by mass, most preferably less than 0.01% by mass, and even better less than 0.001% by mass.
[0254] According to a particularly preferred embodiment, the composition does not contain magnesium carbonate.
[0255] The composition preferably contains persulfate in a total content of less than 5% by mass, more preferably less than 1% by mass, still more preferably less than 0.1% by mass, most preferably less than 0.01% by mass, and even better less than 0.001% by mass.
[0256] According to a particularly preferred embodiment, the composition does not contain persulfate.
[0257] According to a specific embodiment, the composition also contains (v) one or more dyes preferably selected from direct dyes, oxidative dyes, and mixtures thereof.
[0258] When they are present, the dyes are preferably present in a total content in the range of 0.001% to 10% by mass, preferably 0.01% to 4% by mass, more preferably 0.1% to 1% by mass, based on the total mass of the composition.
[0259] Oxidative dye The oxidative dye is generally selected from one or more oxidizing bases optionally combined with one or more coupling agents (also known as couplers).
[0260] Oxidizing base The composition may optionally advantageously contain one or more oxidizing bases selected from those conventionally used for the dyeing of keratin fibers.
[0261] By way of example, the oxidizing bases are selected from para-phenylenediamine, bis(phenyl)alkylenediamine, para-aminophenol, ortho-aminophenol and heterocyclic bases and the corresponding addition salts.
[0262] Among para-phenylenediamines, for example, para-phenylenediamine, para-tolylenediamine, 2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,5-dimethyl-para-phenylenediamine, N,N-dimethyl-para-phenylenediamine, N,N-diethyl-para-phenylenediamine, N,N-dipropyl-para-phenylenediamine, 4-amino-N,N-diethyl-3-methylaniline, N,N-bis(β-hydroxyethyl)-para-phenylenediamine, 4-N,N-bis(β-hydroxyethyl)amino-2-methylaniline, 4-N,N-bis(β-hydroxyethyl)amino-2-chloroaniline, 2-β-hydroxyethyl-para-phenylenediamine, 2-methoxymethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N-(β-hydroxypropyl)-para-phenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N,N-dimethyl-3-methyl-para-phenylenediamine, N-ethyl-N-(β-hydroxyethyl)-para-phenylenediamine, N-(β,γ-dihydroxypropyl)-para-phenylenediamine, N-(4'-aminophenyl)-para-phenylenediamine, N-phenyl-para-phenylenediamine, 2-β-hydroxyethyloxy-para-phenylenediamine, 2-β-acetamidoethyloxy-para-phenylenediamine, N-(β-methoxyethyl)-para-phenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl-para-phenylenediamine, 2-β-hydroxyethylamino-5-aminotoluene and 3-hydroxy-1-(4'-aminophenyl)pyrrolidine and the corresponding addition salts with acids can be mentioned.
[0263] Among the above-mentioned para-phenylenediamines, para-phenylenediamine, para-tolylenediamine, 2-isopropyl-para-phenylenediamine, 2-β-hydroxyethyl-para-phenylenediamine, 2-β-hydroxyethyloxy-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, N,N-bis(β-hydroxyethyl)-para-phenylenediamine, 2-chloro-para-phenylenediamine and 2-β-acetylaminoethyloxy-para-phenylenediamine and the corresponding addition salts with acids are particularly preferred.
[0264] Among bis(phenyl)alkylenediamines, for example, N,N'-bis(β-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-diaminopropanol, N,N'-bis(β-hydroxyethyl)-N,N'-bis(4'-aminophenyl)ethylenediamine, N,N'-bis(4-aminophenyl)tetramethylenediamine, N,N'-bis(β-hydroxyethyl)-N,N'-bis(4-aminophenyl)tetramethylenediamine, N,N'-bis(4-methylaminophenyl)tetramethylenediamine, N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'-methylphenyl)ethylenediamine and 1,8-bis(2,5-diaminophenoxy)-3,6-dioxaoctane and the corresponding addition salts can be mentioned.
[0265] Among the para-aminophenols mentioned, for example, para-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(β-hydroxyethylaminomethyl)phenol and 4-amino-2-fluorophenol and the corresponding addition salts with acids can be mentioned.
[0266] Among ortho-aminophenols, for example, 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, 5-acetamido-2-aminophenol and corresponding addition salts can be mentioned.
[0267] Among heterocyclic bases, for example, pyridine, pyrimidine and pyrazole derivatives can be mentioned.
[0268] Among pyridine derivatives, for example, the compounds described in British Patent No. 1026978 and British Patent No. 1153196, for example, 2,5-diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridine and 3,4-diaminopyridine and corresponding addition salts can be mentioned.
[0269] Other pyridine-based oxidizing bases useful in the present invention are, for example, the oxidizing base 3-aminopyrazolo[1,5-a]pyridine or the corresponding addition salt described in French Patent Application No. 2801308. Examples that may be mentioned include pyrazolo[1,5-a]pyrid-3-ylamine, 2-acetylaminopyrazolo[1,5-a]pyrid-3-ylamine, 2-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine, 3-aminopyrazolo[1,5-a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[1,5-a]pyrid-3-ylamine, (3-aminopyrazolo[1,5-a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[1,5-a]pyrid-5-yl)ethanol, 2-(3-aminopyrazolo[1,5-a]pyrid-7-yl)ethanol, (3-aminopyrazolo[1,5-a]pyrid-2-yl)methanol, 3,6-diaminopyrazolo[1,5-a]pyridine, 3,4-diaminopyrazolo[1,5-a]pyridine, pyrazolo[1,5-a]pyridine-3,7-diamine, 7-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine, pyrazolo[1,5-a]pyridine-3,5-diamine, 5-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine, 2-[(3-aminopyrazolo[1,5-a]pyrid-5-yl)(2-hydroxyethyl)amino]ethanol, 2-[(3-aminopyrazolo[1,5-a]pyrid-7-yl)(2-hydroxyethyl)amino]ethanol, 3-aminopyrazolo[1,5-a]pyridine-5-ol, 3-aminopyrazolo[1,5-a]pyridine-4-ol, 3-aminopyrazolo[1,5-a]pyridine-6-ol, 3-aminopyrazolo[1,5-a]pyridine-7-ol, 2-β-hydroxyethoxy-3-aminopyrazolo[1,5-a]pyridine and 2-(4-dimethylpiperazinium-1-yl)-3-aminopyrazolo[1,5-a]pyridine and the corresponding addition salts.
[0270] More specifically, the oxidizing base useful in the present invention is a) a (di)(C1-C6)(alkyl)amino group optionally substituted with at least one hydroxyl group, amino group or imidazolium group; b) an optionally cationic 5- to 7-membered heterocycloalkyl group containing 1 to 3 heteroatoms, optionally substituted with one or more (C1-C6) alkyl groups, such as a di(C1-C4)alkylpiperazinium group; or c) a (C1-C6)alkoxy group optionally substituted with one or more hydroxyl groups, such as a β-hydroxyalkoxy group selected from 3-aminopyrazolo[1,5-a]pyridine and corresponding addition salts, wherein carbon atom 2 is preferably substituted.
[0271] Among the pyrimidine derivatives, for example, the compounds described in German Patent No. 2359399; Japanese Patent Application Laid-Open No. 63-169571; Japanese Patent Application Laid-Open No. 05-63124; European Patent No. 0770375 or International Patent Application Publication No. 96 / 15765 pamphlet, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine and their addition salts, and, when a tautomeric equilibrium exists, their tautomers can be mentioned.
[0272] Among pyrazole derivatives, the compounds described in German Patent No. 3843892, German Patent No. 4133957, International Patent Application Publication No. 94 / 08969 Pamphlet, International Publication No. 94 / 08970 Pamphlet, French Patent Application Publication No. A-2733749, and German Patent No. 19543988 can be mentioned, for example, 4,5-diamino-1-methylpyrazole, 4,5-diamino-1-(β-hydroxyethyl)pyrazole, 3,4-diaminopyrazole, 4,5-diamino-1-(4'-chlorobenzyl)pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1,3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-tert-butyl-1-methylpyrazole, 4,5-diamino-1-tert-butyl-3-methylpyrazole, 4,5-diamino-1-(β-hydroxyethyl)-3-methylpyrazole, 4,5-diamino-1-ethyl-3-methylpyrazole, 4,5-diamino-1-ethyl-3-(4'-methoxyphenyl)pyrazole, 4,5-diamino-1-ethyl-3-hydroxymethylpyrazole, 4,5-diamino-3-hydroxymethyl-1-methylpyrazole, 4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole, 4,5-diamino-3-methyl-1-isopropylpyrazole, 4-amino-5-(2'-aminoethyl)amino-1,3-dimethylpyrazole, 3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole, and 3,5-diamino-4-(β-hydroxyethyl)amino-1-methylpyrazole, as well as the corresponding addition salts. 4,5-Diamino-1-(β-methoxyethyl)pyrazole can also be used.
[0273] Preferably, 4,5-diaminopyrazole is used, and more preferably, 4,5-diamino-1-(β-hydroxyethyl)pyrazole and / or the corresponding salt will be used.
[0274] Pyrazole derivatives that may similarly be mentioned include diaminopyrazolopyrazolones, especially those described in French Patent No. A-2886136, for example the following compounds and corresponding addition salts: 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-ethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-isopropylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-(pyrrolidin-1-yl)-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 4,5-diamino-1,2-dimethyl-1,2-dihydropyrazol-3-one, 4,5-diamino-1,2-diethyl-1,2-dihydropyrazol-3-one, 4,5-diamino-1,2-di(2-hydroxyethyl)-1,2-dihydropyrazol-3-one, 2-amino-3-(2-hydroxyethyl)amino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2-amino-3-dimethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one, 2,3-diamino-5,6,7,8-tetrahydro-1H,6H-pyridazino[1,2-a]pyrazol-1-one, 4-amino-1,2-diethyl-5-(pyrrolidin-1-yl)-1,2-dihydropyrazol-3-one, 4-amino-5-(3-dimethylaminopyrrolidin-1-yl)-1,2-diethyl-1,2-dihydropyrazol-3-one and 2,3-diamino-6-hydroxy-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one.
[0275] Preferably, 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and / or the corresponding salt will be used.
[0276] Preferred heterocyclic bases used are 4,5-diamino-1-(β-hydroxyethyl)pyrazole and / or 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and / or the corresponding salts.
[0277] Coupling agent The composition may optionally and preferably contain one or more coupling agents selected from those conventionally used for the dyeing of keratin fibers.
[0278] Among these couplers, mention may be made in particular of meta-phenylenediamine, meta-aminophenol, meta-diphenol, naphthalene-based coupling agents and heterocyclic coupling agents, and also the corresponding addition salts.
[0279] For example, 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene, 4-chloro-1,3-dihydroxybenzene, 2,4-diamino-1-(β-hydroxyethyloxy)benzene, 2-amino-4-(β-hydroxyethylamino)-1-methoxybenzene, 1,3-diaminobenzene, 1,3-bis(2,4-diaminophenoxy)propane, 3-ureidoaniline, 3-ureido-1-dimethylaminobenzene, sesamol, 1-β-hydroxyethylamino-3,4-methylenedioxybenzene, α-naphthol, 2-methyl-1-naphthol, 6-hydroxyindole, 4-hydroxyindole, 4-hydroxy-N-methylindole, 2-amino-3-hydroxypyridine, 6-hydroxybenzomorpholine, 3,5-diamino-2,6-dimethoxypyridine, 1-N-(β-hydroxyethyl)amino-3,4-methylenedioxybenzene, 2,6-bis(β-hydroxyethylamino)toluene, 6-hydroxyindoline, 2,6-dihydroxy-4-methylpyridine, 1-H-3-methylpyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one, 2,6-dimethylpyrazolo[1,5-b]-1,2,4-triazole, 2,6-dimethyl[3,2-c]-1,2,4-triazole and 6-methylpyrazolo[1,5-a]benzimidazole, 2-methyl-5-aminophenol, 5-N-(β-hydroxyethyl)amino-2-methylphenol, 3-aminophenol and 3-amino-2-chloro-6-methylphenol, corresponding addition salts with acids and corresponding mixtures can be mentioned.
[0280] Generally, the addition salts of oxidizing bases and couplers that can be used in connection with the present invention are particularly addition salts with acids, for example, selected from hydrochloride, hydrobromide, sulfate, citrate, succinate, tartrate, lactate, tosylate, benzenesulfonate, phosphate and acetate.
[0281] The acidic bases each preferably account for from 0.001% to 10% by mass, more preferably from 0.005% to 5% by mass, based on the total mass of the composition.
[0282] When coupling agents are present, they each preferably account for from 0.001% to 10% by mass, more preferably from 0.005% to 5% by mass, based on the total mass of the composition.
[0283] Direct dyes The composition may also contain one or more direct dyes.
[0284] The direct dyes can be neutral, cationic or anionic direct dyes, preferably neutral or cationic direct dyes.
[0285] Direct dyes can be neutral, cationic or anionic direct dyes selected from: acridine; acridone; anthranthrone; anthrapyrimidine; anthraquinone; azine; (poly)azo or azo, hydrazono or hydrazone, especially arylhydrazone; azomethine; benzanthrone; benzimidazole; benzimidazolone; benzindole; benzoxazole; benzopyran; benzothiazole; benzoquinone; bis - isoindoline; carboxyanilide; coumarin; cyanines such as (di)azacarbocyanine, (di)azahemicyanine, hemicyanine or tetraazacarbocyanine; (di)azine; bis - azine; (di)oxazine; (di)thiazine; (di)phenylamine; (di)phenylmethane; (di)ketopyrrolopyrrole; flavonoids such as flavanthrone and flavone; fluorine - zine; formazan; indamine; indanthrone; indigoid, thioindigoid and pseudoindigoid; indophenol; indoaniline; isoindoline; isoindolinone; isoviolanthrone; lactone; (poly)methine such as stilbene or stilryl - type dimethine; naphthalimide; naphthanilide; naphtharactam; naphthoquinone; nitro, especially nitro (hetero)aromatic; oxadiazole; oxazine; perylene; perinone; perylene; phenazine; phenoxazine; phenothiazine; phthalocyanine; polyene / carotenoid; porphyrin; pyranthrone; pyrazoloanthrone; pyrazolone; pyrimidineanthrone; pyronin; quinacridone; quinoline; quinophthalone; squalane; tetrazoline; thiazine; thiopyronin; triarylmethane or xanthene and natural direct dyes. Preferably, the direct dye is selected from anthraquinone, (poly)azo, azomethine and stilbene, more preferably from anthraquinone.
[0286] Direct dyes can be selected, in particular, from neutral, cationic or anionic nitrobenzene direct dyes, neutral, cationic or anionic azo direct dyes, neutral, cationic or anionic tetraazapentamethine dyes, cationic or anionic quinone dyes, in particular, neutral, cationic or anionic anthraquinone dyes, neutral, cationic or anionic azine direct dyes, neutral, cationic or anionic triarylmethane direct dyes, neutral, cationic or anionic azomethine direct dyes and natural direct dyes. Preferably, the direct dye is selected from neutral or anionic anthraquinone dyes and stilbene.
[0287] As neutral, anionic or cationic direct dyes that can be used in the present invention, the following dyes: acridine; acridone; anthraquinone; anthrapyrimidine; anthraquinone; azine; (poly) azo; hydrazono or hydrazone, especially arylhydrazone; azomethine; benzanthrone; benzimidazole; benzimidazolone; benzindole; benzoxazole; benzopyran; benzothiazole; benzoquinone; bisazine; bis - isoindoline; carboxyanilide; coumarin; cyanine such as azacarbocyanine, diazacarbocyanine, diazahemicyanine, hemicyanine or tetraazacarbocyanine; diazine; diketopyrrolopyrrole; dioxazine; diphenylamine; diphenylmethane; dithiaazine; flavonoid such as flavanthrone and flavone; fluorindine; formazan; indamine; indanthrone; indigoid and pseudoindigoid; indophenol; indoaniline; isoindoline; isoindolinone; isoviolanthrone; lactone; (poly) methine such as stilbene or styryl - type dimethine; naphthalimide; naphthanilide; naphtharactam; naphthoquinone; nitro, especially nitro (hetero) aromatic; oxadiazole; oxazine, perylene; perinone; perylene; phenazine; phenoxazine; phenothiazine; phthalocyanine; polyene / carotenoid; porphyrin; pyranthrone; pyrazoloanthrone; pyrazolone; pyrimidoanthrone; pyronin; quinacridone; quinoline; quinophthalone; squalane; tetrazole; thiazine; thioindigo; thiopyronin; triarylmethane or xanthene can be mentioned.
[0288] Neutral direct dye The direct dye can preferably be a neutral direct dye selected from the following hydrazono dyes of formulas (IIIa) and (III’a), azo and styryl dyes (IVa), diazo and distyryl dyes (IV’a) and (IV’’a), anthraquinone dyes (Va), and azomethine dyes (VIa) and (VI’a) and mixtures thereof.
Chemical formula
[0289] The direct dye of formula (IV’’a) is preferably of formula (IV’’’a):
Chemical formula
[0290] The direct dyes of formula (IV''a) can be derived from curcumin, demethoxycurcumin and bis-demethoxycurcumin.
[0291] Preferably, the direct dye is selected from the direct dyes of formula (IV''a) and (IV'''a) as defined above and mixtures thereof.
[0292] According to a particularly preferred embodiment, the direct dye is selected from the following compounds (A)-(G) and mixtures thereof:
Chemical formula
[0293] Cationic direct dye The direct dye can be selected from direct dyes that are cationic or have an affinity for acidic substances and are generally referred to as "basic dyes", especially those containing at least one intra- or extra-ring cationic group or cationizable group in their structure.
[0294] As the cationic azo dyes that can be used in the present invention, in particular, the cationic dyes described in Kirk-Othmer’s Encyclopedia of Chemical Technology, “Dyes, Azo”, J. Wiley & Sons, revised on April 19, 2010 can be mentioned.
[0295] Also included are the cationic azo dyes described in International Publication Pamphlet No. WO 95 / 15144, International Publication Pamphlet No. WO 95 / 01772, and European Patent No. EP 714954.
[0296] Cationic azo dyes described in the Colour Index International 3rd Edition, particularly the following compounds: Basic Red 22; Basic Red 76; Basic Yellow 57; Basic Brown 16; Basic Brown 17 may also be mentioned.
[0297] Among the cationic quinone dyes, those described in the Colour Index International 3rd Edition are suitable, and among them, particularly the following dyes: Basic Blue 22; Basic Blue 99 may be mentioned.
[0298] Among the azine dyes suitable for use, those listed in the Colour Index International 3rd Edition, for example, the following dyes: Basic Blue 17, Basic Red 2 may be mentioned.
[0299] Among the cationic triarylmethane dyes that can be used according to the present invention, in addition to those listed in the Color Index International, 3rd edition, the following dyes: Basic Green 1, Basic Violet 3, Basic Violet 14, Basic Blue 7, Basic Blue 26 may be mentioned.
[0300] Also included are the direct dyes described in U.S. Patent No. US 5888252, European Patent No. EP 1133975, International Publication Pamphlet No. WO 03 / 029359, European Patent No. EP 860636, International Publication Pamphlet No. WO 95 / 01772, International Publication Pamphlet No. WO 95 / 15144, and European Patent No. EP 714954.
[0301] Those listed in the encyclopaedia “The Chemistry of Synthetic Dyes” 1952, Academic Press, volumes 1 - 7 by K. Venkataraman; the chapter “Dyes and Dye Intermediates” of “Kirk - Othmer Encyclopaedia of Chemical Technology”, 1993, Wiley and Sons; and various chapters of “Ullmann’s Encyclopaedia of Industrial Chemistry”, 7th edition, Wiley and Sons can also be mentioned.
[0302] Preferably, the cationic direct dyes are selected from those obtained from azo and hydrazono type dyes.
[0303] Cationic direct dyes are described in European Patent No. 850636, French Patent No. 2788433, European Patent No. 920856, International Publication No. 99 / 48465 Pamphlet, French Patent No. 2757385, European Patent No. 850637, European Patent No. 918053, International Publication No. 97 / 44004 Pamphlet, French Patent No. 2570946, French Patent No. 2285851, German Patent No. 2538363, French Patent No. 2189006, French Patent No. 1560664, French Patent No. 1540423, French Patent No. 1567219, French Patent No. 1516943, French Patent No. 1221122, German Patent No. 4220388, German Patent No. 4137005, International Publication No. 01 / 66646 Pamphlet, US Patent No. 5708151, International Publication No. 95 / 01772 Pamphlet, International Publication No. 515144 Pamphlet, British Patent No. 1195386, US Patent No. 3524842, US Patent No. 5879413, European Patent No. 1062940, European Patent No. 1133976, British Patent No. 738585, German Patent No. 2527638, French Patent No. 2275462, British Patent No. 1974-27645, Acta Histochem, (1978), 61(1), 48-52; Tsitologiya (1968), 10(3), 403-5; Zh.Obshch.Khim. (1970), 40(1), 195-202; Ann.Chim. (Rome) (1975), 65(5-6), 305-14; Journal of the Chinese Chemical Society (Taipei) (1998), 45(1), 209-211; Rev.Roum.Chim. (1988), 33(4), 377-83; Text.Res.J. (1984), 54(2), 105-7; Chim.Ind. (Milan) (1974), 56(9), 600-3; Khim.Tekhnol. (1979), 22(5), 548-53; Ger.Monatsh.Chem. (1975), 106(3), 643-8; MRL Bull.Res.Dev.It can also be a cationic azo dye described in (1992), 6(2), 21-7; Lihua Jianyan, Huaxue Fence (1993), 29(4), 233-4; Dyes Pigm. (1992), 19(1), 69-79; Dyes Pigm. (1989), 11(3), 163-72.
[0304] Preferably, the cationic direct dye contains a quaternary ammonium group; more preferably, the cationic charge is within the ring. These cationic groups are, for example, - a cationic group having an (di / tri)(C1-C8)alkylammonium charge outside the ring; or - a cationic heteroaryl group selected from acridinium, benzimidazolium, benzobistriazolium, benzopyrazolium, benzopyridazinium, benzquinolium, benzothiazolium, benzotriazolium, benzoxazolium, bipyridinium, bis-tetrazolium, dihydrothiazolium, imidazopyridinium, imidazolium, indolium, isoquinolium, naphthimidazolium, naphthoxazolium, naphthopyrazolium, oxadiazolium, oxazolium, oxazolopyridinium, oxonium, phenazinium, phenoxazolium, pyrazinium, pyrazolium, pyrazoyl triazolium, pyridinium, pyridinoimidazolium, pyrrolium, pyrylium, quinolinium, tetrazolium, thiadiazolium, thiazolium, thiazolopyridinium, thiazoylimidazolium, thiopyrylium, triazolium or xanthylium, etc., which are cationic groups having an internal ring charge.
[0305] Also included are the cationic hydrazono direct dyes of the following formulas (IIb) and (IIIb) and the cationic azo direct dyes of formulas (IVb) and (Vb). Het + -C(R a )=N-N(R b )-Ar,Q - (IIb); Het + -N(R a)-N=C(R b )-Ar,Q - (IIIb); Het + -N=N-Ar,Q - (IVb); Ar+-N=N-Ar’’,Q - (Vb); In formulas (IIb) to (Vb), · Het + represents a cationic heteroaryl group such as imidazolium, indolium or pyridinium, which is preferably optionally substituted with at least one (C1-C8) alkyl group such as methyl and preferably has a cationic charge in the ring; · Ar + represents an aryl group such as phenyl or naphthyl which has a cationic charge outside the ring, preferably an ammonium, especially a tri(C1-C8)alkylammonium such as trimethylammonium; · Ar represents an aryl group which is preferably substituted with one or more electron-donating groups, such as i) optionally substituted (C1-C8)alkyl, ii) optionally substituted (C1-C8)alkoxy, iii) (di)(C1-C8)(alkyl)amino in which the alkyl group is optionally substituted with a hydroxyl group, iv) aryl(C1-C8)alkylamino, v) an aryl group optionally substituted with an optionally substituted N-(C1-C8)alkyl-N-aryl(C1-C8)alkylamino, especially phenyl, or alternatively, Ar represents a julolidine group; · Ar’’ represents an optionally substituted (hetero)aryl group, such as phenyl or pyrazolyl which is preferably optionally substituted with one or more (C1-C8)alkyl, hydroxyl, (di)(C1-C8)(alkyl)amino, (C1-C8)alkoxy or phenyl groups; · R a and R b may be the same or different and represent a hydrogen atom or an optionally, preferably (C1-C8)alkyl group substituted by a hydroxyl group; or · Alternatively, the substituent R a is Het +The substituent of, and / or R b is the substituent of Ar, and / or R a is R b together with the atom having them forms (hetero)cycloalkyl; in particular, R a and R b each represents a hydrogen atom or a (C1-C4)alkyl group optionally substituted with a hydroxyl group; · Q - represents an anionic counter ion such as a halide, alkyl sulfate or alkyl sulfonate.
[0306] In particular, azo and hydrazono direct dyes of formulas (IIb)-(Vb) having a cationic charge in the ring as defined above can be mentioned. More specifically, cationic direct dyes of formulas (IIb)-(Vb) having a cationic charge in the ring, which are described in WO 95 / 15144 pamphlet, WO 95 / 01772 pamphlet and EP 714954 specification, can be mentioned.
[0307] Preferably, the following direct dyes can be mentioned:
Chemical formula
[0308] In particular, the dyes of formulas (II-1) and (IV-1) are selected from Basic Red 51, Basic Yellow 87 and Basic Orange 31 or derivatives thereof. [Chemical formula] Here, Q’ is the anionic counterion defined above, in particular a halide such as chloride or an alkyl sulfate such as methyl sulfate or mesyl.
[0309] Fluorescent dye The direct dye can be selected from fluorescent direct dyes.
[0310] Examples of fluorescent dyes that can be used in the present invention include neutral, anionic or cationic dyes selected from the following dyes: acridine, acridone, benzanthrone, benzimidazole, benzimidazolone, benzoindole, benzoxazole, benzopyran, benzothiazole, coumarin, difluoro{2-[(2H-pyrrol-2-ylidene-kN)methyl]-1H-pyrrolato-kN}boron (BODIPY®), diketopyrrolopyrrole, fluorine orange, (poly)methine (in particular cyanine and styryl / hemicyanine), naphthalimide, naphthanilide, naphthylamine (such as dansyl), oxadiazole, oxazine, perylene, perinone, perylene, polyene / carotenoid, squalane, stilbene, xanthene.
[0311] The fluorescent dyes described in European Patent No. 1133975, International Publication No. 03 / 029359 Pamphlet, European Patent No. 860636, International Publication No. 95 / 01772 Pamphlet, International Publication No. 95 / 15144 Pamphlet and European Patent No. 714954, as well as in various chapters of the encyclopaedia “The Chemistry of Synthetic Dyes” by K. Venkataraman, 1952, Academic Press, Volumes 1 - 7, “Kirk - Othmer Encyclopaedia of Chemical Technology”, Chapter “Dyes and Dye Intermediates”, 1993, Wiley and Sons and “Ullmann’s Encyclopaedia of Industrial Chemistry”, 7th edition, Wiley and Sons, and those described on the Internet or in the printed - version handbook - “A Guide to Fluorescent Probes and Labeling Technologies”, 10th Ed., Molecular Probes / Invitrogen - Oregon 2005 may also be mentioned.
[0312] According to a preferred variant, the fluorescent dye is a cationic polymethine containing at least one quaternary ammonium group, such as those of the following formula (Vb). W + -[C(R c )=C(R d )] m -Ar,Q - In formula (Vb), · W + represents a cationic heterocyclic group or heteroaryl group, which particularly contains a quaternary ammonium, and this quaternary ammonium is optionally substituted with one or more (C1 - C8) alkyl groups optionally substituted with one or more hydroxyl groups; · Ar is an aryl group such as phenyl or naphthyl, preferably i) one or more halogen atoms such as chlorine or fluorine; ii) one or more (C1-C8) alkyl, preferably (C1-C4) alkyl groups, such as methyl; iii) one or more hydroxyl groups; iv) one or more (C1-C8) alkoxy groups, such as methoxy; v) one or more hydroxy(C1-C8)alkyl groups, such as hydroxyethyl; vi) one or more amino groups or preferably (di)(C1-C8)alkylamino groups in which the C1-C4 alkyl moiety is optionally substituted with one or more hydroxyl groups, such as (di)hydroxyethylamino; vii) one or more acylamino groups; viii) one or more heterocycloalkyl groups, such as piperazinyl, piperidyl or 5- or 6-membered heteroaryl, such as pyrrolidinyl, pyridyl and imidazolinyl, and is an aryl group such as phenyl or naphthyl which is optionally substituted; · m’ represents an integer in the range of 1 to 4, preferably, m’ is 1 or 2; more preferably m’ = 1; · R c and R d may be the same or different and represent a hydrogen atom or an optionally substituted (C1-C8) alkyl group, preferably an optionally substituted (C1-C4) alkyl group, or + R adjacent to W c and / or R adjacent to Ar d together with the atoms bearing them form (hetero)cycloalkyl; in particular, R c adjacent to W + and these form (hetero)cycloalkyl such as cyclohexyl; · Q - is the anionic counterion defined above.
[0313] Anionic dyes Direct dyes can be selected from anionic direct dyes or dyes generally referred to as "acid" direct dyes because of their affinity for alkaline substances.
[0314] The term "anionic direct dye" means a direct dye containing at least one CO2R or SO3R substituent (wherein R represents a hydrogen atom or a cation or ammonium ion derived from a metal or an amine) in its structure. The anionic dye can be selected from direct nitro acid dyes, azo acid dyes, azine acid dyes, triarylmethane acid dyes, indoamine acid dyes, anthraquinone acid dyes, indigoid dyes and natural acid dyes.
[0315] Preferably, the anionic direct dye is an anthraquinone acid dye.
[0316] The direct dye can preferably be an anionic direct dye selected from dyes of the following formulas (III), (III'), (IV), (IV'), (V), (V'), (VI), (VI'), (VII), (VIII), (IX) and (X) and mixtures thereof.
[0317] a) Diarylanionic azo dyes of formula (III) or (III'):
Chemical formula
[0318] Examples of the dyes of formula (III) include Acid Red 1, Acid Red 4, Acid Red 13, Acid Red 14, Acid Red 18, Acid Red 27, Acid Red 28, Acid Red 32, Acid Red 33, Acid Red 35, Acid Red 37, Acid Red 40, Acid Red 41, Acid Red 42, Acid Red 44, Pigment Red 57, Acid Red 68, Acid Red 73, Acid Red 135, Acid Red 138, Acid Red 184, Food Red 1, Food Red 13, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 19, Acid Orange 20, Acid Orange 24, Yellow 6, Acid Yellow 9, Acid Yellow 36, Acid Yellow 199, Food Yellow 3, Acid Violet 7, Acid Violet 14, Acid Blue 113, Acid Blue 117, Acid Black 1, Acid Brown 4, Acid Brown 20, Acid Black 26, Acid Black 52, Food Black 1, Food Black 2, Food Yellow 3 or Sunset Yellow; Examples of the dyes of formula (III') include Acid Red 111, Acid Red 134, Acid Yellow 38.
[0319] b) Anionic pyrazolone azo dyes of formula (IV) or (IV'); [Chemical formula] In formulas (IV) and (IV'), · R 11 , R 12 and R 13 may be the same or different and are a hydrogen or halogen atom, (C1-C6) alkyl or -(O)2S(O - ),M+ Group (wherein M + is as defined above); · R 14 is a hydrogen atom, a (C1-C6) alkyl group or -C(O)O - ,M + group (wherein M + is as defined above); · R 15 represents a hydrogen atom; · R 16 represents an oxo group, in which case R' 16 is absent or, alternatively, R 15 is R 16 and together form a double bond; · R 17 and R 18 may be the same or different and are a hydrogen atom or - (O)2S(O - )-,M + (wherein M + is as defined above); - Ar-O-S(O)2- (wherein Ar represents an optionally substituted aryl group, preferably phenyl optionally substituted with one or more alkyl groups) represents a group selected from; · R 19 and R 20 together form either a double bond or an optionally substituted benzo group D'; · R' 16 , R' 19 and R' 20 may be the same or different and represent a hydrogen atom or a (C1-C6) alkyl or hydroxyl group; · R 21 represents a hydrogen atom or a (C1-C6) alkyl or (C1-C6) alkoxy group; · R a and R b may be the same or different and are as defined above; preferably, R a represents a hydrogen atom and R brepresents an aryl group such as phenyl; · Y represents either a hydroxyl group or an oxo group; ·
Chemical formula
[0320] Examples of the dye of formula (IV) include Acid Red 195, Acid Yellow 23, Acid Yellow 27, Acid Yellow 76, and an example of the dye of formula (IV’) includes Acid Yellow 17.
[0321] c) Anthraquinone dyes of formula (V) or (V’):
Chemical formula
[0322] Examples of dyes of formula (V) include Acid Blue 25, Acid Blue 43, Acid Blue 62, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251, Acid Green 25, Acid Green 41, Acid Violet 42, Acid Violet 43, Mordant Red 3; EXT Violet No.2; Examples of dyes of formula (V’) include Acid Black 48.
[0323] d) Nitro dyes of formula (VI) or (VI’):
Chemical formula
Chemical formula
[0324] Examples of the dyes of formula (VI) include Acid Brown 13 and Acid Orange 3; examples of the dyes of formula (VI’) include Acid Yellow 1, the sodium salt of 2,4-dinitro-1-naphthol-7-sulfonic acid, 2-piperidino-5-nitrobenzenesulfonic acid, 2-(4’-N,N-2”-hydroxyethyl)amino-2’-nitro)aniline ethanesulfonic acid, 4-β-hydroxyethylamino-3-nitrobenzenesulfonic acid; Ext.D&C Yellow 7.
[0325] e) Triarylmethane dyes of formula (VII):
Chemical formula
[0326] Examples of the dyes of formula (VII) include Acid Blue 1, Acid Blue 3, Acid Blue 7, Acid Blue 9, Acid Violet 49, Acid Green 3, Acid Green 5 and Acid Green 50.
[0327] f) Xanthene dyes of formula (VIII):
Chemical formula
[0328] Examples of the dyes of formula (VIII) include Acid Yellow 73; Acid Red 51; Acid Red 52; Acid Red 87; Acid Red 92; Acid Red 95; Acid Violet 9.
[0329] g) Indole dyes of formula (IX):
Chemical Structure
[0330] As an example of the dye of formula (IX), Acid Blue 74 can be mentioned.
[0331] h) Quinoline dyes of formula (X): [Chemical formula] In formula (X), · R 61 represents a hydrogen or halogen atom or a (C1-C6) alkyl group; · R 62 , R 63 and R 64 may be the same or different and represent a hydrogen atom or an (O)2S(O - ), M + group (wherein M + represents a hydrogen atom or a cationic counterion); or R 61 and R 62 or R 61 and R 64 together form a benzoyl group optionally substituted with one or more (O)2S(O - ), M + groups (wherein M + represents a hydrogen atom or a cationic counterion); Formula (X) is understood to contain at least one (O)2S(O - ), M' + group (wherein M' + represents a cationic counterion), preferably at least one sodium sulfonate group.
[0332] As examples of the dyes of formula (X), Acid Yellow 2, Acid Yellow 3 and Acid Yellow 5 can be mentioned.
[0333] More specifically, the dyes of formulas (III) to (VIII) useful in the present invention are selected from the following: Acid Red 87 (VIII) (C.I. 45380); sodium salt of 2,4-dinitro-1-naphthol-7-sulfonic acid (VI’) (C.I. 10316); Acid Orange 3 (VI) (C.I. 10383); Acid Yellow 9 / Food Yellow 2 (III) (C.I. 13015); Direct Red 45 / Food Red 13 (III) (C.I. 14780); Acid Black 52 (III) (C.I. 13711); Acid Yellow 36 (III) (C.I. 13065); sodium salt of 1-hydroxy-2-(2’,4’-xylyl-5-sulfonatoazo)naphthalene-4-sulfonic acid / Food Red 1 (III) (C.I. 14700); Acid Red 14 / Food Red 3 / Mordant Blue 79 (III) (C.I. 14720); sodium salt of 4-hydroxy-3-[(2-methoxy-5-nitrophenyl)diaza]-6-(phenylamino)naphthalene-2-sulfonic acid / Acid Brown 4 (III) (C.I. 14805); Acid Orange 7 / Pigment Orange 17 / Solvent Orange 49 (III) (C.I. 15510); Food Yellow 3 / Pigment Yellow 104 (III) (C.I. 15985); Acid Red 27 / Food Red 9 (III) (C.I. 16185); Acid Orange 10 / Food Orange 4 (III) (C.I. 16230); Acid Red 44 (III) (C.I. 16250); Acid Red 33 / Food Red 12 (III) (C.I. 17200); Acid Red 184 (III) (C.I. 15685); Acid Violet 3 (III) (C.I. 19125); sodium salt of 1-hydroxy-2-(4’-acetamidophenylazo)-8-acetamidonaphthalene-3,6-disulfonic acid / Acid Violet 7 / Food Red 11 (III) (C.I. 18055); Acid Red 135 (III) (C.I.18130); Acid Yellow 27 (IV) (C.I. 19130); Acid Yellow 23 / Food Yellow 4 (IV) (C.I. 19140); 4'-(Sulfonato-2",4"-dimethyl)-bis-(2,6-phenylazo)-1,3-dihydroxybenzene / Acid Orange 24 (III) (C.I. 20170); Sodium salt of 1-amino-2-(4'-nitrophenylazo)-7-phenylazo-8-hydroxynaphthalene-3,6-disulfonic acid / Acid Black 1 (III) (C.I. 20470); (4-((4-methylphenyl)sulfonyloxy)phenylazo)-2,2'-dimethyl-4-((2-hydroxy-5,8-disulfonato)naphthylazo)biphenyl / Acid Red 111 (III') (C.I. 23266); Food Black 2 (III) (C.I. 27755); 1-(4'-sulfonatophenylazo)-4-((2''-hydroxy-3''-acetylamino-6'',8''-disulfonato)naphthylazo)-6-sulfonatonaphthalene (tetrasodium salt) / Food Black 1 (III) (C.I. 25440); Acid Blue 9 (VII) (C.I. 42090); Acid Violet 43 (V) (C.I. 60730); Acid Green 25 (V) (C.I. 61570); Sodium salt of 1-amino-4-cyclohexylamino-9,10-anthraquinone-2-sulfonic acid / Acid Blue 62 (V) (C.I. 62045); Acid Blue 78 (V) (C.I. 62105); Sodium salt of 4-hydroxy-3-((2-methoxyphenyl)azo)-1-naphthalenesulfonic acid / Acid Red 4 (III) (C.I. 14710); 2-piperidino 5-nitrobenzenesulfonic acid (VI'); 2(4'-N,N-(2''-hydroxyethyl)amino-2'-nitro)aniline ethanesulfonic acid (VI'); 4-β-hydroxyethylamino-3-nitrobenzenesulfonic acid (VI'); Acid Violet 49 (VII) (C.I. 42640); Acid Blue 7 (VII) (C.I. 42080); Sodium salt of 1,2-dihydroxy-3-sulfoanthraquinone / Mordant Red 3 (V) (C.I.58005); Sodium salt of 1-amino-9,10-dihydro-9,10-dioxo-4-(phenylamino)-2-anthracenesulfonic acid / Acid Blue 25(V)(C.I.62055); Sodium salt of 4-hydroxy-3-((2-methoxyphenyl)azo)-1-naphthalenesulfonic acid / Acid Red 4(III)(C.I.14710).
[0334] Most of these dyes are described in particular in the Colour Index published by The Society of Dyers and Colourists, P.O. Box 244, Perkin House, 82 Grattan Road, Bradford, Yorkshire, BD1 2JB, England.
[0335] Particularly preferred anionic dyes are, in the Colour Index, the dyes specified by the codes C.I. 58005 (sodium salt of 1,2-dihydroxy-9,10-anthraquinone-3-sulfonic acid), C.I. 60730 (sodium salt of 2-[(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthracenyl)amino]-5-methylbenzenesulfonic acid), C.I. 15510 (sodium salt of 4-[(2-hydroxy-1-naphthalenyl)azo]benzenesulfonic acid), C.I. 15985 (disodium salt of 6-hydroxy-5-[(4-sulfophenyl)azo]-2-naphthalenesulfonic acid), C.I. 17200 (disodium salt of 5-amino-4-hydroxy-3-(phenylazo)-2,7-naphthalenedisulfonic acid), C.I. 20470 (disodium salt of 1-amino-2-(4'-nitrophenylazo)-7-phenylazo-8-hydroxy-3,6-naphthalenedisulfonic acid), C.I. 42090 (disodium salt of N-ethyl-N-[4-[[4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl](2-sulfophenyl)methylene]-2,5-cyclohexadien-1-ylidene]-3-sulfobenzenemethanaminium hydroxide, inner salt), C.I. 61570 (disodium salt of 2,2'-[(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)diimino]bis[5-methyl]benzenesulfonic acid).
[0336] Compounds corresponding to the mesomeric or tautomeric forms of structures (III) to (X) can also be used.
[0337] Natural dyes The direct dyes can be selected from natural direct dyes.
[0338] Among the natural direct dyes that can be used according to the present invention, mention may be made of lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurogallin, protocatechuic aldehyde, indigo, isatin, curcumin, spinulosin, apigenidin, orcein, brazilin, brasilein, hematin and hematoxylin. Extracts or leachates containing these natural dyes, in particular compresses or extracts based on henna, may also be used.
[0339] According to a preferred embodiment, the direct dye is selected from triarylmethane direct dyes of the following formulas (IIa1) and (IIa2) and mixtures thereof.
Chemical formula
[0340] According to this preferred embodiment, the direct dye is preferably HC Blue 15.
[0341] According to a variant of the invention, the direct dye is selected from cationic, preferably intra-ring direct dyes, more specifically those of formula (IV-1) defined above, such as Basic Red 51.
[0342] The direct dye is preferably selected from cationic direct dyes, more preferably from triarylmethane direct dyes of formula (IIa1) and (IIa2) defined above, direct dyes of formula (II-1) and (IV-1) defined above and mixtures thereof, even more preferably from HC Blue 15, Basic Red 51, Basic Yellow 87 and mixtures thereof.
[0343] The direct dye can be present in the composition in a total content in the range of 0.001% to 5% by weight, preferably 0.01% to 3% by weight, even more preferably 0.1% to 1% by weight, still more preferably 0.1% to 0.8% by weight, based on the total weight of the composition.
[0344] According to a preferred embodiment, the composition contains the colorant in a total content of less than 0.1% by weight, preferably less than 0.01% by weight, even more preferably less than 0.001% by weight, based on the total weight of the composition.
[0345] According to an even more preferred embodiment, the composition does not contain a colorant.
[0346] Additional basifying agent The composition may also contain one or more additional basifying agents other than the carbonates, bicarbonates and silicates defined above.
[0347] The additional basicizing agent may be inorganic or organic. They are: i) aqueous ammonia, ii) alkanolamines such as monoethanolamine, diethanolamine, triethanolamine and their derivatives, iii) oxyethylenated and / or oxypropylenated ethylenediamine, iv) inorganic or organic hydroxides, v) amino acids, preferably basic amino acids such as arginine, lysine, ornithine, citrulline and histidine, and vi) the following formula (II): [Chemical formula] (wherein, - W is optionally a divalent (C1-C8) alkylene group, especially substituted with a hydroxyl group or a C1-C4 alkyl group, preferably a propylene group, - R a 、R b 、R c and R d may be the same or different and represent a hydrogen atom or a C1-C4 alkyl or C1-C4 (poly)hydroxyalkyl group) compound; vii) and mixtures thereof may be selected from.
[0348] The inorganic or organic hydroxide is preferably selected from: i) alkali metal hydroxides such as sodium hydroxide or potassium hydroxide, ii) alkaline earth metal hydroxides, iii) transition metal hydroxides, for example, hydroxides of metals in Groups III, IV, V and VI, iv) hydroxides of lanthanides or hydroxides of actinides.
[0349] When an additional basicizing agent is present, it preferably occupies 0.001% to 20% by mass, more preferably 0.005% to 16% by mass, based on the total mass of the composition.
[0350] According to a preferred embodiment, the composition according to the invention does not contain an additional basicizing agent selected from aqueous ammonia and / or alkanolamine.
[0351] Inorganic acidifying agent The composition may also contain one or more inorganic acidifying agents, such as hydrochloric acid, (ortho)phosphoric acid, boric acid, nitric acid, and sulfuric acid.
[0352] pH of the composition The composition according to the present invention preferably has a pH of 11 or less, preferably 10.5 or less, and preferably 10 or less.
[0353] The pH of the composition according to the present invention can be in the range of 8 to 11, preferably 8 to 10.5, and more preferably 8 to 10.
[0354] According to a specific preferred embodiment, the pH of the composition according to the present invention is in the range of 8.3 to 10.
[0355] Metal ion sequestering agent The composition according to the present invention optionally contains one or more metal ion sequestering agents. Examples of metal ion sequestering agents that can be used in the present invention include N,N-dicarboxymethyl-L-glutamic acid and tetrasodium N,N-bis(carboxymethyl)-L-glutamate.
[0356] Other features of the composition The composition contains water in a content in the range of preferably 5% to 99% by mass, more preferably 5% to 80% by mass, based on the total mass of the composition.
[0357] The composition may also contain at least one organic solvent.
[0358] The term "organic solvent" means an organic substance that can dissolve other substances without chemically modifying them.
[0359] Examples of organic solvents that may be mentioned include lower C2-C4 alkanols, such as ethanol and isopropanol; polyols and polyol ethers, such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, and in addition diethylene glycol monoethyl ether and monomethyl ether, aromatic alcohols, such as benzyl alcohol or phenoxyethanol, and mixtures thereof.
[0360] The organic solvent is preferably present in a ratio in the range of 0.1% to 40% by mass, more preferably in the range of 1% to 30% by mass, still more preferably in the range of 1% to 25% by mass, based on the total mass of the composition.
[0361] The composition according to the invention can be in liquid form, in the form of a beauty liquid, in a thickened form, in particular in the form of a gel, cream, wax or paste or foam.
[0362] The composition according to the invention may also contain one or more additional compounds selected from non-ionic, anionic, cationic or amphoteric surfactants; cationic, anionic, non-ionic or zwitterionic, associative or non-associative thickening polymers of natural or synthetic origin; silicones in the form of oils, gums or resins; or vegetable, mineral or synthetic non-silicone oils; UV screening agents; pigments; pearlescent agents and metal oxides such as titanium dioxide, fillers such as clays; fragrances; peptizing agents; vitamin agents; and preservatives.
[0363] Method for lightening keratin fibers According to a second aspect, the subject of the invention is a method for lightening keratin fibers, which comprises applying to the keratin fibers a composition comprising components i) to iv) and iv') as defined above.
[0364] Method for simultaneously decolorizing and dyeing keratin fibers According to a third aspect, the subject of the invention is a method for simultaneously decolorizing and dyeing keratin fibers, comprising applying a composition comprising components i) to iv) and iv’) as defined above and v) preferably one or more colorants selected from direct dyes, oxidation dyes and mixtures thereof.
[0365] Additional features of the method for simultaneously lightening or decolorizing and dyeing keratin fibers In particular, the composition is applied to wet or dry keratin fibers.
[0366] Preferably, the keratin fibers are dark keratin fibers.
[0367] The term "dark keratin fibers" means keratin fibers with a color shade of 6 or less (darker blond), preferably 4 or less (chestnut).
[0368] Advantageously, the composition can be applied to the keratin fibers in an amount in the range of 0.1 g to 20 g of the composition per gram of keratin fibers.
[0369] The composition is usually left on the fibers for 1 minute to 1 hour, preferably 5 minutes to 60 minutes.
[0370] By way of example, the composition can be left on the fibers for 50 minutes.
[0371] The composition can be left on the fibers under a closed system. Non-limiting examples of closed systems that can be mentioned are wrap-type closed systems made of aluminum or plastic film or hair caps with or without holes.
[0372] The temperature during the lightening method is between ambient temperature (15°C to 25°C) and 80°C, preferably between ambient temperature and 60°C.
[0373] By way of example, the temperature during the lightening method is 33°C.
[0374] After treatment, the keratin fibers are optionally rinsed with water, optionally washed with shampoo, then rinsed with water, and then dried or air-dried.
[0375] Drying can be carried out using blotting paper, a hair dryer, or a hood dryer or any other drying means.
[0376] The composition used in the method according to the invention is preferably prepared by mixing at least two compositions. Preferably, the mixing of the at least two compositions is carried out by formulating them immediately before applying the composition to the keratin fibers.
[0377] According to a preferred embodiment, the composition used in the method according to the invention is · Composition (A) comprising: - one or more chemical oxidizing agents selected from the hydrogen peroxide generating systems other than hydrogen peroxide and peroxide salts as defined above and mixtures thereof, preferably hydrogen peroxide; - optionally, one or more amphoteric or zwitterionic compounds iv) as defined above and / or one or more compounds iv') as defined above and composition (A); · Composition (B) comprising: - one or more compounds selected from the carbonates, carbonate generating systems, bicarbonates, bicarbonate generating systems and mixtures thereof as defined above, preferably one or more compounds selected from the carbonates and bicarbonates and mixtures thereof as defined above, and - one or more silicates as defined above, and - optionally, preferably, one or more colorants selected from direct dyes and oxidative dyes and mixtures thereof, and - optionally, one or more amphoteric or zwitterionic compounds iv) as defined above and / or one or more compounds iv') as defined above and composition (B); · Optionally, composition (C) comprising: - At least one colorant selected preferably from direct dyes, oxidative dyes and / or mixtures thereof, and - Optionally, one or more amphoteric or zwitterionic compounds iv) as defined above and / or one or more compounds iv’) as defined above in a composition (C) and obtained by mixing, - If at least one of composition (A) or (B) or composition (C) is present, then at least one of composition (A) or (B) or (C), preferably, if composition (C) is present, composition (C) contains one or more amphoteric or zwitterionic compounds iv) as defined above; - It is understood that if at least one of composition (A) or (B) or composition (C) is present, then at least one of composition (A) or (B) or (C) contains one or more compounds iv’) as defined above.
[0378] The amphoteric or zwitterionic compound iv) is preferably present in composition (A) or, if composition (C) is present, in at least one of composition (A) or (C).
[0379] If they are present, the alcohol a) is preferably present in composition (B) or, if composition (C) is present, in at least one of composition (B) or (C).
[0380] If they are present, the organic acid b) is preferably present in composition (A) or, if composition (C) is present, in at least one of composition (A) or (C), preferably in composition (C).
[0381] If they are present, the compound c) is preferably present in composition (B) or, if composition (C) is present, in at least one of composition (B) or (C).
[0382] When they are present, the organic amine (d) is preferably present in the composition (B), or when the composition (C) is present, it is present in at least one of the compositions (B) or (C).
[0383] Preferably, when the composition according to the invention is obtained by mixing the compositions (A), (B) and (C) as defined above, the composition (B) does not contain a colorant selected from direct dyes, oxidative dyes and mixtures thereof.
[0384] Preferably, at least one of the compositions (A) or (B) or all three compositions (A), (B) or (C) is aqueous. More preferably, the composition (A) is aqueous.
[0385] According to a particular embodiment, the composition (B) is anhydrous.
[0386] According to a particular embodiment, the composition (A) is aqueous, the composition (B) is anhydrous and when the composition (C) is present, the composition (C) is aqueous.
[0387] The term "aqueous composition" means a composition containing at least 2% by weight of water, preferably at least 5% by weight of water, more preferably at least 10% by weight of water, and even more preferably more than 20% by weight of water.
[0388] The term "anhydrous composition" refers to a composition containing less than 2% by weight of water, preferably less than 0.5% by weight of water, and more preferably no water. Where appropriate, such a small amount of water can be introduced, in particular, by the components of the composition which can include its residual amount.
[0389] The composition used in the method according to the invention has a lower b value, preferably 10% lower, more preferably 15% lower than the b value measured at the same strength level L in keratin fibers lightened using a composition containing one or more persulfates * measured at * and preferably 10% lower, more preferably 15% lower than the b value *To enable obtaining a lightening of keratin fibers characterized by a value, b * and L * values are measured in the CIE L * a * b * system.
[0390] Preferably, the b * and L * values are measured according to the color evaluation method described in the examples.
[0391] Use According to a fourth aspect, the subject of the invention is the use of a composition comprising components i) to iv) and iv') as defined above for lightening keratin fibers, preferably for lightening keratin fibers while simultaneously reducing their yellowness.
[0392] According to a fifth aspect, the subject of the invention is the use of a composition comprising components i) to iv) and iv') as defined above and preferably one or more colorants selected from v) direct dyes, oxidation dyes and mixtures thereof for simultaneously decolorizing and dyeing keratin fibers.
[0393] Multi-compartment device (kit) According to a sixth aspect, the subject of the invention is a device (kit) comprising several individual compartments, · A first compartment comprising - one or more chemical oxidizing agents selected from hydrogen peroxide, hydrogen peroxide generating systems other than peracids and mixtures thereof, preferably hydrogen peroxide; and - optionally, one or more amphoteric or zwitterionic compounds iv) as defined above and / or one or more compounds iv') as defined above a first compartment containing a composition (A); and · A second compartment, - One or more compounds selected from carbonate, carbonate generating system, bicarbonate, bicarbonate generating system and mixtures thereof, preferably selected from carbonate and bicarbonate and mixtures thereof, and - One or more silicates, and - Optionally, preferably, one or more colorants selected from direct dyes and oxidation dyes and mixtures thereof, and - Optionally, one or more amphoteric or zwitterionic compounds iv) as defined above and / or one or more compounds iv’) as defined above A second compartment containing a composition (B) comprising; · Optionally, a third compartment, - Preferably, one or more colorants selected from direct dyes and oxidation dyes and mixtures thereof, and - Optionally, one or more amphoteric or zwitterionic compounds iv) as defined above and / or one or more compounds iv’) as defined above A third compartment containing a composition (C) comprising Comprising; - If at least one of composition (A) or (B) or composition (C) is present, at least one of composition (A) or (B) or (C) comprises one or more amphoteric or zwitterionic compounds iv) as defined above; - It is understood that if at least one of composition (A) or (B) or composition (C) is present, at least one of composition (A) or (B) or (C) comprises one or more compounds iv’) as defined above.
Examples
[0394] The present invention will be more clearly understood by the examples shown below, which do not limit the nature of the present invention. In the examples shown below, unless otherwise specified, all amounts are expressed as mass percentages relative to the total mass of the composition.
[0395] Method for evaluating color In these examples, the color of the hair tufts was evaluated in the CIE L * a * b * system using a Minolta CM3610A Spectrophotometer (illuminant D65) as a colorimeter.
[0396] In this L * a * b * system, L * represents the lightness of the color, a * indicates the color shade in the green / red axis direction, and b * indicates the color shade in the blue / yellow axis direction. The higher the value of L * , the lighter the color. The higher the value of a * , the stronger the redness of the color, and the higher the value of b * , the stronger the yellowness of the color.
[0397] Example 1 (comparison) The following compositions C1 to C12 were prepared and then applied according to the application protocol described below.
[0398]
Table 1
[0399]
Table 2
[0400] Application protocol Apply 10 g of each of the compositions C1 to C12 to 12 bundles of dark hair of white HT4 maintained at a temperature of 33°C on a hot plate. Cover the whole with cellophane film for 50 minutes.
[0401] Then, wash the hair bundles, wash with a standard shampoo, rinse again, and dry.
[0402] Colorimetric measurement The results of the colorimetric measurement are summarized in the following table.
[0403]
Table 3
[0404] The results show that for the comparative composition containing persulfate, a good level of lightening with relatively high L * values can be obtained, but the resulting color has a significant yellow component characterized by high b * values.
[0405] Example 2 The following compositions C13 - C19 were prepared and then applied according to the application protocol described below.
[0406]
Table 4
[0407]
Table 5
[0408] Application Protocol Apply 10 g of each of the compositions C13 - C19 to 6 bundles of dark hair of white HT4 at a temperature of 33°C on a hot plate. Cover the whole with cellophane film for 50 minutes.
[0409] Then, rinse the hair bundles, wash with standard shampoo, rinse again and dry.
[0410] Colorimetric Measurement Summarize the results of colorimetric measurement in the following table.
[0411]
Table 6
[0412] The results show that the composition according to the present invention has relatively high L *It has been shown that it is possible to obtain a good level of lightening characterized by values. Further, the obtained color tone, as shown in FIG. 1, has a lower b value of the composition according to the invention than that of the comparative composition based on persulfate of Example 1 at the same L * intensity level. * It is characterized by the value.
Claims
1. A composition comprising: i) one or more chemical oxidizing agents selected from hydrogen peroxide, hydrogen peroxide generating systems other than peroxide salts, and mixtures thereof; ii) one or more compounds selected from carbonates, carbonate generating systems, bicarbonates, bicarbonate generating systems, and mixtures thereof, preferably carbonates, bicarbonates, and mixtures thereof; iii) one or more silicates; iv) one or more amphoteric or zwitterionic compounds selected from phospholipids such as lecithin, amino acids, amphoteric or zwitterionic surfactants, and mixtures thereof; iv') one or more compounds different from compound iv) selected from the following: a) alcohols; b) organic acids; c) esters, amides, imines, and mixtures thereof; d) organic amines; e) a saturated or unsaturated, straight-chain or branched hydrocarbon-based chain containing 1 to 30 carbon atoms, optionally substituted with one or more cyclic groups and / or optionally interrupted by one or more non-adjacent oxygen atoms; (C 1 ~C 6 ), an alkyl or (C 1 ~C 6 ), an alkenyl or (C 1 ~C 6 ), a saturated or unsaturated, optionally aromatic, monocyclic or polycyclic, fused or non-fused carbocyclic compound containing 3 to 22 carbon atoms, optionally substituted with one or more identical or different groups selected from alkyl or (C 1 ~C 6 ), an alkyl or (C 1 ~C 6 ), an alkoxy and / or optionally interrupted by one or more carbonyl groups (CO); a compound consisting of a monocyclic or polycyclic, fused or non-fused, saturated or unsaturated, especially aromatic heterocyclic compound and mixtures thereof, containing 5 to 22 ring members and containing 1 to 3 oxygen atoms, optionally substituted with one or more identical or different groups selected from alkyl or (C 1 ~C 6 ), an alkyl or (C 1 ~C 6 ), an alkoxy and / or optionally interrupted by one or more carbonyl groups (CO); f) and mixtures thereof wherein the composition contains less than 10% by mass of persulfate in total content. A composition.
2. The composition according to claim 1, wherein the chemical oxidizing agent is hydrogen peroxide.
3. The composition according to claim 1 or 2, wherein the chemical oxidizing agent is present in the composition in a total content in the range of 1% to 12% by mass, preferably in the range of 3% to 9% by mass, more preferably in the range of 3.5% to 8.5% by mass, based on the total mass of the composition.
4. The composition according to any one of claims 1 to 3, wherein the compound ii) is present in the composition in a total content in the range of 0.01% to 20% by mass, preferably in the range of 1% to 15% by mass, more preferably in the range of 2% to 15% by mass, even more preferably in the range of 4% to 15% by mass, based on the total mass of the composition.
5. The composition according to any one of claims 1 to 4, wherein the compound ii) is selected from carbonates, carbonate generating systems, and mixtures thereof, preferably from carbonates.
6. The composition according to any one of claims 1 to 5, wherein the carbonate and / or carbonate generating system is present in the composition in a total content in the range of 0.01% to 20% by mass, preferably in the range of 1% to 20% by mass, more preferably in the range of 1% to 10% by mass, based on the total mass of the composition.
7. The carbonate is - alkali metal carbonates; - alkaline earth metal carbonates; - lanthanide carbonates; - transition metal carbonates; - bismuth carbonate; - cadmium carbonate; - Potassium carbonate; - Zinc carbonate; - Formula (N + R 1 R 2 R 3 R 4 ) 2 CO 3 2- (In the formula, R 1 , R 2 , R 3 and R 4 each independently represents a (C 1 -C 4 ) alkyl group optionally substituted with a hydrogen atom or a hydroxyl group). A compound; - Guanidine carbonate; - A mixture thereof is selected from; Preferably, the carbonate is sodium carbonate, potassium carbonate, cesium carbonate, lithium carbonate, magnesium carbonate, calcium carbonate, barium carbonate, strontium carbonate, cerium carbonate, lanthanum carbonate, yttrium carbonate, copper (II) carbonate, manganese carbonate, nickel carbonate, silver carbonate, zirconium carbonate, bismuth carbonate, cadmium carbonate, potassium carbonate, zinc carbonate, ammonium carbonate, guanidine carbonate, tetraethylammonium carbonate and mixtures thereof, more preferably sodium carbonate, potassium carbonate, cesium carbonate, magnesium carbonate, calcium carbonate, cerium carbonate, manganese carbonate, zinc carbonate, ammonium carbonate, guanidine carbonate and mixtures thereof, even more preferably selected from sodium carbonate, potassium carbonate, magnesium carbonate, calcium carbonate, ammonium carbonate and mixtures thereof; more preferably, the carbonate is ammonium carbonate, the composition according to any one of claims 1 to 6.
8. The compound ii) is selected from bicarbonates, bicarbonate generating systems and mixtures thereof, preferably from bicarbonates, the composition according to any one of claims 1 to 7.
9. The bicarbonate and / or the bicarbonate generating system is present in the composition in a total content in the range of 0.01% to 20% by mass, preferably in the range of 1% to 15% by mass, more preferably in the range of 2% to 15% by mass, even more preferably in the range of 4% to 15% by mass, based on the total mass of the composition, the composition according to any one of claims 1 to 8.
10. The bicarbonate is - Alkali metal bicarbonate; - Alkaline earth metal bicarbonate; - Formula N + R 1 R 2 R 3 R 4 HCO 3 - (wherein R 1 , R 2 , R 3 and R 4 each independently represent a (C 1 -C 4 ) alkyl group optionally substituted with a hydrogen atom or a hydroxyl group); - Aminoguanidine bicarbonate; - From mixtures thereof Preferably selected from sodium bicarbonate, potassium bicarbonate, lithium bicarbonate, cesium bicarbonate, calcium bicarbonate, magnesium bicarbonate, ammonium bicarbonate, choline bicarbonate, triethylammonium bicarbonate, aminoguanidine bicarbonate and mixtures thereof; more preferably selected from sodium bicarbonate, potassium bicarbonate, cesium bicarbonate, calcium bicarbonate, magnesium bicarbonate, ammonium bicarbonate and mixtures thereof, even more preferably selected from sodium bicarbonate, potassium bicarbonate, cesium bicarbonate, calcium bicarbonate, magnesium bicarbonate, ammonium bicarbonate and mixtures thereof, still even more preferably selected from sodium bicarbonate, potassium bicarbonate, ammonium bicarbonate and mixtures thereof; most preferably, the bicarbonate is ammonium bicarbonate, the composition according to any one of claims 1 to 9.
11. The silicate is selected from alkali metal silicates, alkaline earth metal silicates, aluminum silicate, trimethylammonium silicate and mixtures thereof, preferably selected from sodium silicate, potassium silicate, calcium silicate, aluminum silicate, trimethylammonium silicate and mixtures thereof, more preferably selected from sodium silicate, and still even more preferably selected from compounds having the INCI name sodium silicate and / or sodium metasilicate, the composition according to any one of claims 1 to 10.
12. The silicate is present in the composition in a total content in the range of 1% to 40% by mass, preferably in the range of 2% to 35% by mass, more preferably in the range of 3% to 35% by mass, still even more preferably in the range of 4% to 20% by mass, based on the total mass of the composition, the composition according to any one of claims 1 to 11.
13. The mass ratio of the total amount of bicarbonate and / or bicarbonate generating system / the total amount of silicate is 0.00025 to 20, preferably 0.02 to 7.5, more preferably 0.05 to 5, the composition according to any one of claims 1 to 12.
14. The mass ratio of the total amount of bicarbonate and / or bicarbonate generating system / the total amount of chemical oxidant is 0.0008 to 20, preferably 0.11 to 5, more preferably 0.2 to 4.2, the composition according to any one of claims 1 to 13.
15. The mass ratio of the total amount of carbonate and / or carbonate generating system to the total amount of bicarbonate and / or bicarbonate generating system is 0.0005 to 2000, preferably 0.06 to 20, more preferably 0.06 to 5, for the composition according to any one of claims 1 to 14.
16. The amphoteric or zwitterionic compound (iv) is selected from the following compounds 1b to 28b, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof: 【Chemical 1】 【Chemical 2】 【Chemical Formula 3】 【Chemical Formula 4】 Preferably from compounds 2b, 4b, 10b, 12b, 15b, 17b, 18b, 24b, 27b and 28b, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof; More preferably selected from compounds 4b, 15b and 28b, their salts, their solvates and mixtures thereof; Even more preferably selected from compounds 15b and 28b, their salts, their solvates and mixtures thereof, for the composition according to any one of claims 1 to 15.
17. □ The alcohol (a) is a compound of the following formula (Ia), its salt, its optical isomer, its geometric isomer, its tautomer, its solvate and mixtures thereof: 【Chemical Formula 5】 (In formula (Ia): ・ R 1 and R 2 are each independently - A hydrogen atom, or - One or more non-adjacent oxygen atoms are optionally sandwiched, and / or one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl are optionally substituted, a linear or branched saturated or unsaturated hydrocarbon-based group containing 1 to 30 carbon atoms; or - Represents a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from -OR'' or hydroxyl (-OH); R 1 and R 2 together with the carbon atoms bearing them, - A hydroxyl group (-OH); - A (poly)(hydroxy)alkyl group; - The group -OR''; - An alkyl group in which one or more carbonyl groups (CO) are optionally sandwiched and / or optionally substituted with a (hetero)cyclic group, wherein the (hetero)cyclic group itself is optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl, an alkyl group; - A group optionally substituted with a (hetero)cyclic group, wherein the (hetero)cyclic group itself is optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl, representing a group; ・ R 3 is - One or more non-adjacent oxygen atoms or one or more carbonyl (CO) groups are optionally sandwiched, and / or a straight-chain or branched saturated or unsaturated or aromatic hydrocarbon-based group containing 1 to 30 carbon atoms optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl or -CHO or a (hetero)cyclic group, wherein the (hetero)cyclic group itself is optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl or -OR'' or -CHO, being a straight-chain or branched saturated or unsaturated or aromatic hydrocarbon-based group; or - Represents a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from -OR'' or (poly)(hydroxy)alkyl or -CHO; - p = 0 or 1; - R'' is - A straight-chain or branched saturated or unsaturated hydrocarbon-based group containing 1 to 30 carbon atoms optionally substituted with one or more hydroxyl groups (-OH); or - Represents a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl); Preferably from the following compounds 1a to 50a, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof: [Chemical Formula 6] 【Chemical Formula 7】 [Chemical Formula 8] 【Chemical Formula 9】 【Chemical Formula 10】 【Chemical 11】 More preferably from compounds 1a to 29a, 45a, 49a and 50a, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof; Even more preferably from compounds 1a, 2a, 3a, 12a, 15a, 16a, 18a, 21a, 22a, 26a, 29a, 45a and 49a, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof; Most preferably selected from compound 12a, its solvate and mixtures thereof; and / or □ The organic acid b) is a compound of the following formula (I) and / or (II), its salt, its optical isomer, its geometric isomer, its tautomer, its solvate and mixtures thereof: 【Chemical 12】 (In formula (I): · X represents a carbon atom or S=O or P-OH, preferably a carbon atom; - A represents a group -OR 4 or a group -CR 1 (R 2 )p(R 3 ) and when X represents P-OH, it is understood that A represents a group -OR 4 ; · p = 0 or 1; - R 1 is a hydrogen atom, a hydroxyl group (-OH), or a group -NR a - R c or a group -NR a - CO - R c and represents; ・ R 2 represents a hydrogen atom, a hydroxyl group (—OH), or a group —X(O)OH (X is as defined above, and in particular, X represents a carbon atom); ・ R 3 is a hydrogen atom or a hydroxyl group (—OH) or (C 1 ~C 6 )alkyl, especially (C 1 ~C 4 )alkyl, such as methyl, alkylcarbonyl-(CO)-R c , alkylcarbonyloxy-O-CO-R c , alkyloxycarbonyl-CO-O-R c , —OH, (C 1 ~C 6 )alkoxy, especially (C 1 ~C 4 )alkoxy, such as methoxy, —X(O)OH (X is as defined above, especially, X represents a carbon atom) or —O—X(O)OH (X is as defined above), and represents a (hetero)cyclic group optionally substituted with one or more identical or different groups selected therefrom, or R 3 represents an alkyl group or an alkenyl group or an alkylamino group or an alkylamide group, and the alkyl or alkenyl or alkylamino or alkylamide group is - One or more identical or different groups selected from the group -X(O)OH (X is as defined above, in particular, X represents a carbon atom); hydroxyl group (-OH) or (hetero)cyclic group are optionally substituted; and / or —O—, —NR a —, —S—, —CO—, or a combination thereof, such as —O—CO—, —(CO)—O—, —NR a —(CO)— or —(CO)—NR a One or more heteroatoms or groups selected from — are optionally sandwiched; R 1 and R 3 together with the carbon atom bearing them, are optionally substituted by one or more identical or different groups selected from (C 1 ~C 6 alkyl, especially (C 1 ~C 4 alkyl, such as methyl, alkylcarbonyl-(CO)-R c alkylcarbonyloxy-O-CO-R c alkyloxycarbonyl-CO-O-R c -OH, (C 1 ~C 6 alkoxy, especially (C 1 ~C 4 alkoxy, such as methoxy, -X(O)OH (X is as defined above, especially X represents a carbon atom) or -O-X(O)OH (X is as defined above, especially X = P-OH) to optionally form a (hetero)cyclic group; R 1 and R 3 together with the carbon atoms bearing them, optionally form a carbonyl group -CO-; ・ R 4 represents a hydrogen atom, an alkyl group, an alkenyl group, or a (hetero)cyclic group, and the alkyl, alkenyl, or (hetero)cyclic group is optionally substituted with one or more identical or different groups selected from the group -X(OH) (where X is as defined above, and in particular, X represents a carbon atom or P-OH); a hydroxyl group (-OH), or a (hetero)cyclic group; ・ R a is a (C 1 ~C 4 )alkyl group optionally substituted with a hydrogen atom or one or more groups -X(O)OH (X is as defined above, in particular, X represents a carbon atom); ・ R c represents an alkyl group, an alkenyl group, an alkylamino group, or an alkylamide group, and the alkyl, alkenyl, alkylamino, or alkylamide group is - One or more identical or different groups selected from the group -X(O)OH (X is as defined above, in particular, X represents a carbon atom); hydroxyl group (-OH) or (hetero)cyclic group are optionally substituted; and / or —O—, —S—, —CO—, —O—CO—, —O—CO—, —NR a —(CO)— or —(CO)—NR a —, where one or more heteroatoms or groups selected from — are optionally interposed); P-(CHO) m (COOY) n (II) (In formula (II): · P represents a polysaccharide chain composed of monosaccharides containing 5 carbon atoms or more than 5 carbon atoms, preferably 6 or more than 6 carbon atoms, more specifically 6 carbon atoms; · Y is selected from a hydrogen atom, an alkali metal or alkaline earth metal such as sodium or potassium, an ion derived from ammonia, an organic amine such as monoethanolamine, diethanolamine, triethanolamine and 3-amino-1,2-propanediol, and a basic amino acid such as lysine, arginine, sarcosine, ornithine and citrulline; · m + n is 1 or more; · m is a value such that the degree of substitution (DS(CHO)) of the polysaccharide with one or more aldehyde groups is in the range of 0.001 to 2, preferably 0.005 to 1.5; · n is a value such that the degree of substitution (DS(COOX)) of the polysaccharide with one or more carboxyl groups is in the range of 0 to 2, preferably 0.001 to 1.5); Preferably, from the compound of formula (I) defined above, its salt, its optical isomer, its geometric isomer, its tautomer, its solvate and mixtures thereof; More preferably, from the following compounds 1 to 40, its salt, its optical isomer, its geometric isomer, its tautomer, its solvate and mixtures thereof: 【Chemical 13】 【Chemical Formula 14】 【Chemical Formula 15】 【Chemical 16】 【Chemical 17】 Even more preferably from compounds 1, 2, 6, 7, 8, 9, 10, 15, 18, 20, 22, 23, 26, 28 and 31, its salt, its optical isomer, its geometric isomer, its tautomer, its solvate and mixtures thereof; Most preferably from compound 1, 2, 20, 26, 28 and 31, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof; Even more preferably selected from compound 26, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof; and / or □ Said compound c) is a compound of formula (Ic) below, salts thereof, optical isomers thereof, geometric isomers thereof, tautomers thereof, solvates thereof and mixtures thereof: 【Chemical 18】 (In formula (Ic): · A represents a linear or branched saturated or unsaturated hydrocarbon-based group containing 1 to 30 carbon atoms, optionally interrupted by one or more non-adjacent oxygen atoms and / or one or more identical or different groups selected from -CO-, -OCO-, -COO-, and / or optionally substituted by one or more identical or different groups selected from a hydroxyl group (-OH), a group -COOAk1, and a (hetero)cyclic group optionally substituted by one or more hydroxyl groups (-OH); ・ X 1 independently represents an oxygen atom or a group -NR-, preferably an oxygen atom; ・ X 2 represents an oxygen atom or a group —NR—, preferably an oxygen atom; · p = 0 or 1; · B is - a (hetero)cyclic group optionally substituted by one or more identical or different groups selected from hydroxyl (-OH), -OR'', -COOA', -OCOA', (poly)(hydroxy)alkyl; - the group -OR'; - the group -COOA'; - the group -OCOA' optionally substituted by one or more identical or different groups selected from; and / or represents a saturated or unsaturated, linear or branched or cyclic hydrocarbon-based group containing 1 to 30 carbon atoms, optionally interrupted by one or more non-adjacent oxygen atoms and / or one or more identical or different groups selected from -OCO-, -COO-; · A' represents a linear or branched saturated or unsaturated hydrocarbon-based group containing 1 to 30 carbon atoms, optionally interrupted by one or more non-adjacent oxygen atoms and / or one or more identical or different groups selected from -CO-, -OCO-, -COO-, and / or optionally substituted by one or more identical or different groups selected from hydroxyl (-OH), -COOAk1; - R represents a hydrogen atom or an alkyl group, particularly a (C 1 ~C 4 ) alkyl group; · R' represents a hydrogen atom or an alkyl group optionally substituted by one or more identical or different groups selected from hydroxyl (-OH) or -OCOA'; · R'' is - an alkyl group optionally substituted with one or more hydroxyl groups (-OH); or - represents a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from hydroxyl (-OH) or (poly)(hydroxy)alkyl; - Ak1 represents an alkyl group optionally substituted with -COOAk2; - Ak2 represents an alkyl group; R and B, together with the nitrogen atom bearing them, are capable of forming a heterocycle; A and B together, in particular, - in particular, a (hetero)cyclic group optionally substituted with one or more identical or different groups selected from hydroxyl (-OH), (poly)(hydroxy)alkyl; - a hydroxyl group (-OH); - the group -OR''; - a (poly)(hydroxy)alkyl group are capable of forming a heterocycle optionally substituted with one or more identical or different groups selected from; X 1 when 1 represents a group -NR-, it is understood that A and B may each represent a hydrogen atom); preferably from the following compounds 1c to 94c, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof: 【Chemical 19】 【Chemical 20】 【Chemical 21】 【Chemical 22】 【Chemical 23】 【Chemical 24】 【Chemical 25】 【Chemical 26】 【Chemical 27】 【Chemical Formula 28】 【Chemical 29】 【Chemical Formula 30】 【Chemical 31】 【Chemical 32】 【Chemical 33】 【Chemical 34】 【Chemical 35】 more preferably from compounds 1c to 63c and 94c, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof; even more preferably from compounds 1c, 4c, 5c, 6c, 8c, 12c, 15c, 16c, 22c, 24c, 26c, 27c, 31c, 33c, 37c, 41c, 53c, 54c, 55c, 58c, 60c, 62c, 63c and 94c, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof; most preferably selected from compound 22c, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof; and / or □ the organic amine d) is from the following compounds 1d to 37d, chitosan, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof: 【Chemical 36】 【Chemical 37】 【Chemical Formula 38】 【Chemical Formula 39】 【Chemical Formula 40】 preferably from compounds 1d to 37d, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof: more preferably from compounds 1d to 35d, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof; Even more preferably from compound 1d, 2d, 3d, 22d and 30d, their salts, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof; Most preferably selected from compound 2d, its salts, its optical isomers, its geometric isomers, its tautomers, its solvates and mixtures thereof; and / or □ Compound e) is from the following compounds 1e to 18e, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof: 【Chemical 41】 【Chemical Formula 42】 【Chemical 43】 Preferably from compound 1e, 2e, 4e and 18e, their optical isomers, their geometric isomers, their tautomers, their solvates and mixtures thereof; more preferably selected from compound 2e, its solvates and mixtures thereof, the composition according to any one of claims 1 to 16.
18. - The amphoteric or zwitterionic compound iv) is preferably present in the composition in a total content in the range of 0.01% to 50% by mass, preferably in the range of 1% to 30% by mass, more preferably in the range of 1% to 15% by mass, based on the total mass of the composition; and / or - The compound iv') is preferably present in the composition in a total content in the range of 0.01% to 50% by mass, preferably in the range of 0.1% to 30% by mass, more preferably in the range of 0.2% to 15% by mass, based on the total mass of the composition, the composition according to any one of claims 1 to 17.
19. The composition contains magnesium carbonate in a total content of less than 5% by mass, preferably less than 1% by mass, more preferably less than 0.1% by mass, even more preferably less than 0.01% by mass, most preferably less than 0.001% by mass. Even better, the composition does not contain magnesium carbonate, the composition according to any one of claims 1 to 18.
20. The composition contains persulfate in a total content of less than 5% by mass, preferably less than 1% by mass, more preferably less than 0.1% by mass, even more preferably less than 0.01% by mass, most preferably less than 0.001% by mass. Even better, the composition does not contain persulfate, the composition according to any one of claims 1 to 19.
21. The pH of the composition is in the range of 8 to 11, preferably 8 to 10.5, more preferably 8 to 10, even more preferably 8.3 to 10, the composition according to any one of claims 1 to 20.
22. The composition according to any one of claims 1 to 21, which contains v) at least one colorant preferably selected from direct dyes, oxidation dyes and mixtures thereof.
23. The composition according to any one of claims 1 to 21, which contains a colorant with a total content of less than 0.1% by mass, preferably less than 0.01% by mass, more preferably less than 0.001% by mass, based on the total mass of the composition, and even more preferably, the composition does not contain a colorant.
24. A method for lightening keratin fibers, which comprises applying the composition according to any one of claims 1 to 21 or 23 to the keratin fibers.
25. The composition exhibits the same strength level L on keratin fibers lightened using a composition containing one or more persulfates. * Measured at b * Lower than the value, preferably 10% lower, more preferentially 15% lower b * and b is a value that allows obtaining a lightening of the keratin fibers characterized by the value of * Value and L * The values are CIE L * a * b * The method of claim 24, wherein the measurement is performed in a system.
26. A method for simultaneously decolorizing and dyeing keratin fibers, which comprises applying the composition according to claim 22 to the keratin fibers.
27. The composition according to any one of claims 1 to 23, ・ is composition (A) which: - one or more chemical oxidizing agents selected from hydrogen peroxide, hydrogen peroxide generating systems other than peroxide salts and mixtures thereof according to claim 1 or 2; - optionally, one or more amphoteric or zwitterionic compounds iv) according to claim 1 or 16 and / or one or more compounds iv') according to claim 1 or 17 and composition (A) containing them; ・ is composition (B) which: - one or more compounds selected from carbonates, carbonate generating systems, bicarbonates, bicarbonate generating systems and mixtures thereof according to claim 1, 7 or 10; and - one or more silicates according to claim 1 or 11; and - optionally, preferably, one or more colorants selected from direct dyes and oxidation dyes and mixtures thereof, and - optionally, one or more amphoteric or zwitterionic compounds iv) according to claim 1 or 16 and / or one or more compounds iv') according to claim 1 or 17 and composition (B) containing them; ・ optionally, is composition (C) which: - one or more colorants preferably selected from direct dyes and oxidation dyes and / or mixtures thereof, and - optionally, one or more amphoteric or zwitterionic compounds iv) according to claim 1 or 16 and / or one or more compounds iv') according to claim 1 or 17 and composition (C) containing them is obtained by mixing. - When at least one of the compositions (A) or (B) or composition (C) is present, at least one of the compositions (A) or (B) or (C) comprises at least one of the amphoteric or zwitterionic compounds (iv) as claimed in claim 1 or 16; - The method according to any one of claims 24 to 26, wherein when at least one of the compositions (A) or (B) or composition (C) is present, at least one of the compositions (A) or (B) or (C) is understood to comprise at least one of the compounds (iv') as claimed in claim 1 or 17.
28. Use of a composition according to any one of claims 1 to 21 or 23 for lightening keratin fibers, preferably for lightening keratin fibers while simultaneously reducing the yellowness of said keratin fibers.
29. Use of a composition according to claim 22 for simultaneously decolorizing and dyeing keratin fibers.
30. A multi-compartment device, - a first compartment containing the composition (A) as claimed in claim 27; - a second compartment containing the composition (B) as claimed in claim 27; - optionally, a third compartment containing the composition (C) as claimed in claim 27 comprising; - When at least one of the compositions (A) or (B) or composition (C) is present, at least one of the compositions (A) or (B) or (C) comprises at least one of the amphoteric or zwitterionic compounds (iv) as claimed in claim 1 or 16; - A multi-compartment device, wherein when at least one of the compositions (A) or (B) or composition (C) is present, at least one of the compositions (A) or (B) or (C) is understood to comprise at least one of the compounds (iv') as claimed in claim 1 or 17.
Citation Information
Patent Citations
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