EP3790631A1 - Produit de coloration capillaire contenant un colorant direct et un polymère hydrophobe filmogène - Google Patents

Produit de coloration capillaire contenant un colorant direct et un polymère hydrophobe filmogène

Info

Publication number
EP3790631A1
EP3790631A1 EP19712983.6A EP19712983A EP3790631A1 EP 3790631 A1 EP3790631 A1 EP 3790631A1 EP 19712983 A EP19712983 A EP 19712983A EP 3790631 A1 EP3790631 A1 EP 3790631A1
Authority
EP
European Patent Office
Prior art keywords
acid
group
agent
organic silicon
silicon compound
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP19712983.6A
Other languages
German (de)
English (en)
Inventor
Torsten LECHNER
Marc NOWOTTNY
Juergen Schoepgens
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP3790631A1 publication Critical patent/EP3790631A1/fr
Pending legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/432—Direct dyes
    • A61K2800/4324—Direct dyes in preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • A61K2800/884—Sequential application

Definitions

  • the present application relates to an agent for dyeing keratinic material, in particular human hair, which contains in a cosmetic carrier (a) at least one specific organic silicon compound, (b) at least one substantive dye and (c) at least one film-forming, hydrophobic polymer.
  • a further subject of this application is a multi-component packaging unit (kit-of-parts) for dyeing keratinic material, in particular human hair, which, packaged separately from one another, comprises the agents (I), (II) and (III) in three different containers.
  • the agent (I) contains at least one organic silicon compound (a)
  • the agent (II) contains water
  • the agent (III) contains at least one substantive dye (b) and at least one film-forming, hydrophobic polymer (c).
  • a third object of the present invention is a method of coloring keratinous material, which comprises the use of a pretreatment agent (V) followed by the use of a colorant (F).
  • the pretreatment agent (V) in an aqueous cosmetic carrier contains at least one specific organic silicon compound (a).
  • the colorant (F) is characterized by its content of at least one substantive dye (b) and at least one film-forming, hydrophobic polymer (c).
  • oxidation colorants usually contain oxidation dye precursors, so-called developer components and coupler components, which under the influence of oxidizing agents such as hydrogen peroxide among themselves form the actual dyes. Oxidation dyes are characterized by very long-lasting dyeing results.
  • EP 2168633 B1 deals with the task of producing long-lasting hair dyeings using pigments.
  • the reference teaches that when using a combination of pigment, organic silicon compound, hydrophobic polymer and a solvent on hair, dyeings can be produced that are particularly resistant to shampooing.
  • a first object of the present invention is therefore an agent for coloring keratinic material, in particular human hair, contained in a cosmetic carrier
  • inventive organic silicon compound (a) and hydrophobic film-forming polymer (c) is able to fix the substantive dyes (b) in a particularly permanent and long-lasting manner on the keratin fibers. Since the direct dyes have a higher water solubility, they are not in the form of particles, but in dissolved form. For this reason, they do not complain undesirably on the hair, but deposit in uniform on the surface of the keratin fibers or diffuse into the fibers.
  • Keratinic material is hair, the skin, the nails (such as fingernails and / or toenails) to understand. Furthermore, wool, furs and feathers also fall under the definition of keratinic material.
  • Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Most preferably, keratinic material is understood to mean human hair.
  • the agents according to the invention contain the compounds (a), (b) and (c) essential to the invention in a cosmetic carrier, preferably in a suitable aqueous or aqueous-alcoholic carrier.
  • a cosmetic carrier preferably in a suitable aqueous or aqueous-alcoholic carrier.
  • suitable aqueous or aqueous-alcoholic carrier are, for example, creams, emulsions, gels or surfactant-containing foaming solutions, such as shampoos, foam aerosols, foam formulations or other preparations which are suitable for use on the hair.
  • the cosmetic carrier is preferably water-containing, which means that the carrier contains - based on its weight - at least 2 wt .-% water.
  • the water content is preferably above 5% by weight, more preferably above 10% by weight, even more preferably above 15% by weight.
  • the cosmetic carrier may also be aqueous-alcoholic.
  • aqueous-alcoholic solutions are to be understood as meaning aqueous solutions containing from 2 to 70% by weight of a C 1 -C 4 -alcohol, in particular ethanol or isopropanol.
  • the compositions of the invention may additionally contain other organic solvents, such as methoxybutanol, benzyl alcohol, ethyl diglycol or 1, 2-propylene glycol. Preference is given to all water-soluble organic solvents.
  • dyeing agent is used in the context of this invention for a coloration of the keratin material, in particular of the hair, caused by the use of substantive dyes.
  • the substantive dyes deposit in a particularly homogeneous and smooth film on the surface of the keratin material or diffuse into the keratin fibers.
  • the film is formed in situ by the oligomerization or polymerization of the organic silicon compound (s) and by the interaction of direct dye and organic silicon compound with the hydrophobic film-forming polymer.
  • compositions according to the invention comprise at least one organic silicon compound selected from silanes having one, two or three silicon atoms, the organic silicon compound additionally having one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule includes.
  • Organic silicon compounds which are alternatively referred to as organosilicon compounds, are compounds which have either a direct silicon-carbon bond (Si-C) or in which the carbon via an oxygen, nitrogen or sulfur atom to the silicon Atom is linked.
  • the organic silicon compounds of the present invention are compounds containing one to three silicon atoms. Most preferably, the organic silicon compounds contain one or two silicon atoms.
  • the organic silicon compounds (a) comprise at least one basic group.
  • This basic group may be, for example, an amino group, an alkylamino group or a dialkylamino group, which is preferably linked via a linker to a silicon atom.
  • the basic group is preferably an amino group, a C 1 -C 6 -alkylamino group or a di (C 1 -C 6) -alkylamino group.
  • the organic silicon compounds comprise at least one hydroxy group or a hydrolyzable group.
  • the hydrolyzable group or groups is preferably a C 1 -C 6 -alkoxy group, in particular an ethoxy group or a methoxy group.
  • the hydrolyzable group is bonded directly to the silicon atom.
  • the organic silicon compound preferably contains a structural unit R'R "R"'Si-O-CH 2 -CH 3.
  • the radicals R ', R "and R"' represent here the three remaining free valences of the silicon atom.
  • compositions according to the invention contain at least one organic silicon compound (a) of the formula (I) and / or (II).
  • an agent according to the invention is characterized in that it comprises at least one organic silicon compound (a) of the formula (I) and / or (II),
  • R 1, R 2 independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group
  • L is a linear or branched, divalent C 1 -C 20 -alkylene group
  • R 3 represents a hydrogen atom or a C 1 -C 6 -alkyl group
  • R4 is a Ci-C6-alkyl group
  • R5, R5 ', R5 "independently of one another represent a hydrogen atom or a C1-C6-alkyl group
  • R 6, R 6 'and R 6 independently of one another represent a C 1 -C 6 -alkyl group
  • A, A ', A ", A"' and A “" independently of one another represent a linear or branched, divalent C 1 -C 20 -alkylene group
  • R7 and Re independently of one another represent a hydrogen atom, a C 1 -C 6 -alkyl group, a hydroxy-C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, an aminoC 1 -C 6 -alkyl group or a grouping of the formula (III ) stand
  • c ' is an integer from 1 to 3
  • c is an integer from 1 to 3
  • Examples of a C 1 -C 6 -alkyl group are the groups methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl and t-butyl, n-pentyl and n-hexyl. Propyl, ethyl and methyl are preferred alkyl radicals.
  • Examples of a C2-C6 alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl, preferred C2-C6 alkenyl radicals are vinyl and allyl.
  • a hydroxy-C 1 -C 6 -alkyl group are a hydroxymethyl, a 2-hydroxyethyl, a 2-hydroxypropyl, a 3-hydroxypropyl, a 4-hydroxybutyl, a 5-hydroxypentyl and a 6- hydroxyhexyl; a 2-hydroxyethyl group is particularly preferred.
  • Examples of an amino-C 1 -C 6 -alkyl group are the aminomethyl group, the 2-aminoethyl group, the 3-aminopropyl group. The 2-aminoethyl group is particularly preferred.
  • Examples of a linear divalent C 1 -C 20 -alkylene group are, for example, the methylene group (-CH 2 -), the ethylene group (-CH 2 -CH 2 -), the propylene group (--CH 2 -CH 2 -CH 2 -) and the butylene group (-CH 2 -). CH2-CH2-CH2).
  • the propylene group (-CH 2 -CH 2 -CH 2 -) is particularly preferred.
  • bivalent alkylene groups may also be branched. Examples of branched, divalent C3-C2o-alkylene groups (-CH 2 CH (CH 3) -) and (-CH 2 CH (CH 3) -CH 2 -).
  • radicals Ri and R2 independently of one another represent a hydrogen atom or a C1-C6-alkyl group.
  • radicals R 1 and R 2 are both
  • Hydrogen atom In the middle part of the organic silicon compound is the structural unit or the linker -L-, which is a linear or branched, divalent Ci-C 2 o-alkylene group.
  • -L- is a linear, divalent Ci-C 2 o-alkylene group. More preferably, -L- is a linear divalent C 1 -C 6 -alkylene group. Particularly preferably -L- is a methylene group (-CH 2 -), an ethylene group (-CH 2 -CH 2 -), a propylene group (-CH 2 -CH 2 -CH 2 -) or a butylene group (-CH 2 -CH 2 -CH 2 - CH 2 -). Most preferably, L is a propylene group (-CH 2 -CH 2 -CH 2 -).
  • an agent according to the invention is characterized in that it contains (a) at least one organic silicon compound of the formula (I),
  • L is a linear, divalent C 1 -C 6 -alkylene group, preferably a propylene group (-CH 2 -CH 2 -CH 2 -) or an ethylene group (-CH 2 -CH 2 -).
  • R 3 represents a hydrogen atom or a Ci-C6 alkyl group
  • R 4 represents a Ci-C6-alkyl group. More preferably, R3 and R4 independently represent a methyl group or an ethyl group.
  • a is an integer from 1 to 3
  • b is the integer 3 - a. If a stands for the number 3, then b is 0. If a stands for the number 2, then b equals 1. If a stands for the number 1, then b is equal to 2.
  • Dyes with the best wash fastness could be obtained if the composition according to the invention contains at least one organic silicon compound of the formula (I) in which the radicals R3, R4 independently of one another represent a methyl group or an ethyl group. Furthermore, dyeings with the best wash fastness could be obtained if the composition according to the invention contains at least one organic silicon compound of the formula (I) in which the radical a is the number 3. In this case, the rest b stands for the number 0.
  • an agent according to the invention is also characterized in that it contains (a) at least one organic silicon compound of the formula (I), where
  • R 3 represents a hydrogen atom, a methyl group or an ethyl group
  • -R4 is a methyl group or an ethyl group
  • an agent according to the invention is characterized in that it contains (a) at least one organic silicon compound of the formula (I), where
  • R3, R4 independently of one another represent a methyl group or an ethyl group
  • an agent according to the invention is characterized in that it contains (a) at least one organic silicon compound of the formula (I) which is selected from the group consisting of
  • (3-aminopropyl) trimethoxysilane may be purchased from Sigma-Aldrich.
  • (3-aminopropyl) triethoxysilane is commercially available from Sigma-Aldrich.
  • the agent according to the invention comprises at least one organic silicon compound of the formula (II)
  • organosilicon compounds of the formula (II) according to the invention each carry at their two ends the silicon-containing groups (RsO) c (R6) d Si and -Si (R6 ') d' (OR5 ') c ⁇
  • an organic silicon compound of the formula (II) according to the invention contains at least one grouping from the group consisting of - (A) - and - [NR 7 - (A ') j- and - [0- (A ") j- and [NR 8 - (A '")] -.
  • radicals R5, R5', R5 are each independently a hydrogen atom or a Ci-C6- alkyl group.
  • the radicals R6, R6 'and R6 are each independently a Ci-C6-alkyl group.
  • c stands for an integer from 1 to 3, and d stands for the integer 3 - c. If c stands for the number 3, then d is 0. If c stands for the number 2, then d is 1. If c stands for the number 1, then d is equal to 2. Similarly, c 'is an integer from 1 to 3, and d' is the integer 3 - c '. If c 'stands for the number 3, then d' is equal to 0. If c 'stands for the number 2, then d' is equal to 1. If c 'stands for the number 1, then d' is equal to 2.
  • an agent according to the invention is characterized in that it contains (a) at least one organic silicon compound of the formula (II),
  • R5 and R5 'independently of one another represent a methyl group or an ethyl group
  • the radicals e, f, g and h can independently of one another stand for the number 0 or 1, where at least one radical from e, f, g and h is different from zero.
  • the abbreviations e, f, g and h thus define which of the groupings - (A) e - and - [NR7- (A ')] f - and - [0- (A ")] g - and - [ NR8- (A "')] h - are in the middle part of the organic silicon compound of the formula (II).
  • radicals A, A ', A ", A"' and A “" independently of one another represent a linear or branched, divalent C 1 -C 20 -alkylene group.
  • the radicals A, A ', A ", A"' and A “" are preferably, independently of one another, a linear, divalent C 1 -C 20 -alkylene group. More preferably, the radicals A, A ', A ", A"' and A "" independently of one another are a linear divalent C 1 -C 6 -alkylene group.
  • the radicals A, A ', A ", A”' and A “" independently of one another represent a methylene group (-CH 2 -), an ethylene group (-CH 2 -CH 2 -), a propylene group (-CH 2 -CH 2 -CH 2 -) or a butylene group (-CH 2 -CH 2 -CH 2 -CH 2 -).
  • the radicals A, A ', A ", A"' and A "" represent a propylene group (-CH 2 -CH 2 -CH 2 -).
  • the organic silicon compound of the formula (II) according to the invention contains a structural grouping - [NR7- (A ')] -.
  • the organic silicon compound of the formula (II) according to the invention contains a structural grouping - [NR8- (A "')] -.
  • radicals R7 and Rs independently of one another represent a hydrogen atom, a C 1 -C 6 -alkyl group, a hydroxy-C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, an aminoC 1 -C 6 -alkyl group or a group of the formula (III)
  • radicals R7 and R8 independently of one another represent a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of the formula (III).
  • the organic silicon compound according to the invention contains the moiety [NR7- (A ')], but not the moiety - [NR8- (A' '' '']. If the radical R 7 is now a group of the formula (III), the pretreatment agent (A) contains an organic silicon compound having 3 reactive silane groups.
  • an agent according to the invention is characterized in that it contains (a) at least one organic silicon compound of the formula (II),
  • - A and A independently represent a linear, divalent Ci-C6-alkylene group and - R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of the formula (III).
  • an agent according to the invention is characterized in that it contains (a) at least one organic silicon compound of the formula (II)
  • a and A 'independently of one another are a methylene group (-CH 2 -), an ethylene group (-CH 2 -CH 2 -) or a propylene group (-CH 2 -CH 2 -CH 2),
  • R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of the formula (III).
  • Bis (trimethoxysilylpropyl) amines with CAS number 82985-35-1 can be purchased, for example, from Sigma-Aldrich.
  • bis [3- (triethoxysilyl) propyl] amine having CAS number 13497-18-2 can be purchased from Sigma-Aldrich.
  • N-methyl-3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine is alternatively referred to as bis (3-trimethoxysilylpropyl) -N-methylamine and may be purchased commercially from Sigma-Aldrich or Fluorochem ,
  • 3- (triethoxysilyl) -N, N-bis [3- (triethoxysilyl) propyl] -1-propanamine CAS number 18784-74-2 can be purchased from Fluorochem or Sigma-Aldrich.
  • an agent according to the invention is characterized in that it contains (a) at least one organic silicon compound of the formula (II) which is selected from the group consisting of
  • the organic silicon compounds of formula (I) and (II) are reactive compounds.
  • the agent according to the invention - based on its total weight - one or more organic silicon compounds (a) in a total amount of 0, 1 to 20.0 wt .-%, preferably 0.2 to 15 , 0 wt .-% and particularly preferably 0.2 to 2.0 wt .-%.
  • the agent according to the invention - based on its total weight - one or more organic silicon compounds (a) of the formula (I) and / or (II) in a total amount of 0, 1 to 20, 0% by weight, preferably 0.2 to 15.0% by weight and particularly preferably 0.2 to 2.0% by weight.
  • an agent according to the invention is characterized in that it contains (a) at least one organic silicon compound of the formula (I).
  • compositions according to the invention contain at least direct dye.
  • Direct dyes are dyes that are applied directly to the hair and do not require an oxidative process to form the dye. Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.
  • Direct dyes can be subdivided into anionic, cationic and nonionic substantive dyes.
  • the substantive dyes according to the present invention have a solubility in water (760 mmHg) at 25 ° C of more than 0.5 g / L and are therefore not to be regarded as pigments.
  • the substantive dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
  • the direct-acting dyes for the purposes of the present invention particularly preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.5 g / l.
  • a particularly preferred agent is a dye for keratinic material, in particular human hair, containing in a cosmetic carrier
  • Suitable cationic substantive dyes are Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51 Basic Red 76.
  • nonionic substantive dyes for example, nonionic nitro and quinone dyes and neutral azo dyes can be used.
  • Suitable nonionic substantive dyes are those under the international designations or trade names HC HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 1 1, HC Red 13, HC Red BN, HC Blue 2, HC Blue 1 1, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds, and 1, 4-diamino-2-nitrobenzene, 2- Amino-4-nitrophenol, 1,4-bis- (2-hydroxyethyl) -a-methyl-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) -amino-phenol, 2- (2-hydroxypropyl)
  • an agent according to the invention is therefore characterized in that it contains (b) at least one anionic substantive dye.
  • Acid dyes are understood to mean direct dyes having at least one carboxylic acid group (-COOH) and / or one sulfonic acid group (-SO3H).
  • -COOH carboxylic acid group
  • -SO3H sulfonic acid group
  • the protonated forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups with their deprotonated forms (-COO, -SO3 before) are in equilibrium.
  • the proportion of protonated forms increases.
  • Acid dyestuffs according to the invention can also be used in the form of their sodium salts and / or their potassium salts.
  • the acid dyes according to the present invention have a solubility in water (760 mmHg) at 25 ° C of more than 0.5 g / L and are therefore not to be regarded as pigments.
  • the acid dyes according to the present invention have a solubility in water (760 mmHg) at 25 ° C of more than 1, 0 g / L.
  • alkaline earth salts such as calcium salts and magnesium salts
  • aluminum salts of acid dyes often have a lower solubility than the corresponding Alkali metal salts. If the solubility of these salts is below 0.5 g / L (25 ° C, 760 mmHg), they are not included in the invention.
  • acid dyes are their ability to form anionic charges, the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophore systems.
  • Suitable chromophore systems are found, for example, in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and / or indophenol dyes.
  • a means for dyeing keratinic material which is characterized in that it
  • (b) contains at least one anionic substantive dye selected from the group consisting of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and / or indophenol dyes in which the dyes from the abovementioned group each have at least one carboxylic acid group (--COOH), a sodium carboxylate group (--COONa), a potassium carboxylate group (--COOK), a sulphonic acid group (--SO 3 H)
  • Sodium sulfonate (-SOsNa) and / or a potassium sulfonate (-SO3K) have.
  • one or more compounds from the following group can be selected as acid dyes which are particularly suitable: Acid Yellow 1 (D & C Yellow 7, Citronin A, Ext. D & C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n ° B001), Acid Yellow 3 (COLIPA n °: C 54, D & C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (CI 18965), Acid Yellow 23 (COLIPA n ° C 29, Covacap Jaune W 1 100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD & C Yellow No.
  • Acid Yellow 36 (CI 13065), Acid Yellow 121 ( CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2-naphthol orange, Orange II, CI 15510, D & C Orange 4, COLIPA n ° C015), Acid Orange 10 (Cl 16230, Orange G sodium salt), Acid Orange 1 1 (CI 45370), Acid Orange 15 (CI 50120), Acid Orange 20 (CI 14600), Acid Orange 24 (BROWN 1; CI 20170; KATSU201; nosodiumsalt; Brown No.201; RESORCIN BROWN; ACID ORANGE 24 Japan Brown 201; D & C Brown No.1), Acid Red 14 (Cl14720), Acid Red 18 (E124, Red 18; CI 16255), Acid Red 27 (E 123, CI 16185, C Red 46, Fast Red D, FD & C Red No.2, Food Red 9, Naphthol Red S), Acid Red 33 (Red 33, Fuchsia Red, D & C Red 33, CI 17
  • Acid Green 50 (Brilliant Acid Green BS, Cl 44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n ° 401, Naphthalene Black 10B, Amido Black 10B, CI 20 470, COLIPA n ° B15), Acid Black 52 (CI 1571 1), Food Yellow 8 (CI 14270 ), Food Blue 5, D & C Yellow 8, D & C Green 5, D & C Orange 10, D & C Orange 1 1, D & C Red 21, D & C Red 27, D & C Red 33, D & C Violet 2 and / or D & C Brown 1.
  • the water solubility of the anionic direct dyes can be determined, for example, in the following way. 0.1 g of the anionic substantive dye is placed in a beaker. A stirring fish is added. Then 100 ml of water are added. This mixture is heated to 25 ° C. with stirring on a magnetic stirrer. It is stirred for 60 minutes. Thereafter, the aqueous mixture is visually evaluated. Are still undissolved residues present, the amount of water - for example, in steps of 10 ml - increased. Water is added until the amount of dye used has completely dissolved. If the dye / water mixture can not be assessed visually due to the high intensity of the dye, the mixture is filtered.
  • the solubility test is repeated with a higher amount of water. Dissolve 0, 1 g of the anionic substantive dye at 25 ° C in 100 ml of water, the solubility of the dye is at 1, 0 g / L.
  • Acid Yellow 1 is named 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g / L (25 ° C).
  • Acid Yellow 3 is a mixture of the sodium salts of mono- and sisulfonic acids of 2- (2-quinolyl) -1H-indene-1,3 (2H) -dione and has a water solubility of 20 g / L (25 ° C).
  • Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g / L (25 ° C).
  • Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1- (4-sulfophenyl) -4- ((4-sulfophenyl) azo) -1H-pyrazole-3-carboxylic acid and is well in at 25 ° C Water soluble.
  • Acid Orange 7 is the sodium salt of 4 - [(2-hydroxy-1-naphthyl) azo] benzenesulfonate. Its water solubility is more than 7 g / L (25 ° C).
  • Acid red 18 is the trinatirum salt of 7-hydroxy-8 - [(E) - (4-sulfonato-1-naphthyl) -diazenyl)] - 1, 3-naphthalenedisulfonate and has a very high water solubility of more than 20% by weight. %.
  • Acid Red 33 is the disodium salt of 5-amino-4-hydroxy-3- (phenylazo) naphthalene-2,7-disulphonate, its water solubility is 2.5 g / L (25 ° C).
  • Acid Red 92 is the disodium salt of 3,4,5,6-tetrachloro-2- (1, 4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl) benzoic acid, its water solubility greater than 10 g / L (25 ° C).
  • Acid Blue 9 is the disodium salt of 2 - ( ⁇ 4- [N-ethyl (3-sulfonatobenzyl) amino] phenyl ⁇ ⁇ 4 - [(N-ethyl (3-sulfonatobenzyl) imino] -2,5-cyclohexadiene-1 ylidene ⁇ methyl) benzene sulfonate and has a water solubility of more than 20 wt .-% (25 ° C).
  • a very particularly preferred agent according to the invention is therefore characterized in that it contains (b) at least one anionic substantive dye selected from Acid Yellow 1, Acid Yellow 3, Acid Yellow 9, Acid Yellow 17, Acid Yellow 23, Acid Yellow 36, Acid Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 1, Acid Orange 15, Acid Orange 20, Acid Orange 24, Acid Red 14, Acid Red, Acid Red 27, Acid Red 33, Acid Red 35 Acid Red 51, Acid Red 52, Acid Red 73, Acid Red 87, Acid Red 92, Acid Red 95, Acid Red 184, Acid Red 195, Acid Violet 49, Acid Violet 50, Acid Blue 1, Acid Blue 3, Acid Acid Blue, Acid Blue, Acid Blue, Acid Blue, Acid Blue, Acid Blue, Acid Blue, Acid Blue, Acid Blue, Acid Blue, Acid Blue, Acid Blue, Acid Green, Acid Green, Acid Green, Acid Black 52, Food Yellow 8, Food Blue 5, D & C Yellow 8, D & C Green 5, D & C Orange 10, D & C Orange 1, D & C Red 21, D & C Red 27, D & C Red 33, D & C Violet 2 and / or D & C Brown 1 contains.
  • the direct-acting dye or dyes in particular the one or more anionic direct dyes, can be used in various amounts in the composition according to the invention, depending on the desired color intensity. Particularly good results could be obtained if the agent according to the invention - based on its total weight - one or more substantive dyes (b) in a total amount of 0.01 to 10.0 wt .-%, preferably from 0.1 to 8.0 Wt .-%, more preferably from 0.2 to 6.0 wt .-% and most preferably from 0.5 to 4.5 wt .-%.
  • an agent according to the invention is characterized in that it contains, based on its total weight, one or more substantive dyes (b) in a total amount of from 0.01 to 10.0% by weight, preferably from 0.1 to 8.0 wt .-%, more preferably from 0.2 to 6.0 wt .-% and most preferably from 0.5 to 4.5 wt .-%.
  • an agent according to the invention is characterized in that it contains, based on its total weight, one or more anionic substantive dyes (b) in a total amount of from 0.01 to 10.0% by weight, preferably of 0.1 to 8.0 wt .-%, more preferably from 0.2 to 6.0 wt .-% and most preferably from 0.5 to 4.5 wt .-%. film-forming, hydrophobic polymer
  • the agents according to the invention comprise at least one film-forming, hydrophobic polymer.
  • polymers are meant macromolecules having a molecular weight of at least 1000 g / mol, preferably of at least 2500 g / mol, more preferably of at least 5000 g / mol, which consist of identical, repeating organic units.
  • the polymers of the present invention may be synthetically prepared polymers prepared by polymerization of a monomer type or by polymerization of various structurally distinct monomer types. If the polymer is prepared by polymerization of a monomer type, one speaks of homo-polymers. If structurally different monomer types are used in the polymerization, the resulting polymer is referred to as a copolymer.
  • the maximum molecular weight of the polymer depends on the degree of polymerization (number of polymerized monomers) and the batch size and is determined by the polymerization method. For the purposes of the present invention, it is preferable that the maximum molecular weight of the film forming, hydrophobic polymer (c) not more than 10 7 g / mol, preferably not more than 10 ® g / mol and particularly preferably not more than 10 5 g / mol is.
  • hydrophobic polymer a polymer having a solubility in water at 25 ° C (760 mmHg) of less than 1% by weight.
  • the water solubility of the film-forming hydrophobic polymer can be determined, for example, in the following way. 1, 0 g of the polymer are placed in a beaker. With water is made up to 100 g. A stir bar is added and the mixture is heated to 25 ° C with stirring on a magnetic stirrer. It is stirred for 60 minutes. Thereafter, the aqueous mixture is visually evaluated. If the polymer-water mixture can not be visually assessed due to high turbidity of the mixture, the mixture is filtered. If a proportion of undissolved polymer remains on the filter paper, then the solubility of the polymer is less than 1% by weight.
  • a film-forming polymer is understood as meaning a polymer which is capable of forming a film on a substrate, for example on a keratinic material or a keratinic fiber.
  • the formation of a film can be detected, for example, by observing the polymer-treated keratin material under a microscope.
  • the polymers of the acrylic acid type, the polyurethanes, the polyesters, the polyamides, the polyureas, the cellulose polymers, the nitrocellulose polymers, the silicone polymers, the polymers of the acrylamide type and the polyisoprenes may be mentioned ,
  • Particularly suitable film-forming, hydrophobic polymers are, for example, polymers from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, the homopolymers or copolymers of methacrylic acid amides, the copolymers of vinylpyrrolidone, the copolymers of vinyl alcohol, the copolymers of vinyl acetate, the homopolymers or copolymers of ethylene, the homopolymers or copolymers of propylene, the homopolymers or copolymers of styrene, polyurethanes, the polyester and / or the polyamides.
  • an agent according to the invention is characterized in that it comprises at least one film-forming, hydrophobic polymer (c) selected from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters, the homopolymers or copolymers of methacrylic acid esters, the homopolymers or copolymers of acrylic acid amides, the homopolymers or copolymers of methacrylic acid amides, the copolymers of vinylpyrrolidone, the copolymers of vinyl alcohol, the copolymers of vinyl acetate, the homopolymers or copolymers of ethylene, the homopolymers or Copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and / or polyamides.
  • c film-forming, hydrophobic polymer selected from the group of copolymers of acrylic acid, copolymers of methacrylic acid
  • the film-forming hydrophobic polymers have proven to be well suited, which are selected from the group of synthetic polymers, the polymers obtainable by free-radical polymerization or the natural polymers.
  • suitable film-forming hydrophobic polymers can be selected from the homopolymers or copolymers of olefins, such as, for example, cycloolefins, butadiene, isoprene or styrene, vinyl ethers, vinylamides, the esters or amides of (meth) acrylic acid with at least one C 1 -C 20 -alkyl group, an aryl group or a C 2 -C 10 hydroxyalkyl group.
  • olefins such as, for example, cycloolefins, butadiene, isoprene or styrene
  • vinyl ethers vinylamides
  • the esters or amides of (meth) acrylic acid with at least one C 1 -C 20 -alkyl group, an aryl group or a C 2 -C 10 hydroxyalkyl group such as, for example, cycloolefins, butadiene, isoprene or
  • film-forming hydrophobic polymers may be selected from the homo- or copolymers of isooctyl (meth) acrylate; lsononyl- (meth) acrylate; 2-ethylhexyl (meth) acrylate; Lauryl (meth) acrylate); isopentyl (meth) acrylate; n-butyl (meth) acrylate); isobutyl (meth) acrylate; Ethyl (meth) acrylate; Methyl (meth) acrylate; tert-butyl (meth) acrylate; Stearyl (meth) acrylate; hydroxyethyl (meth) acrylate; 2-hydroxypropyl (methacrylate; 3-hydroxypropyl (meth) acrylate and / or mixtures thereof.
  • film-forming hydrophobic polymers may be selected from the homo- or copolymers of (meth) acrylamide; N-alkyl (meth) acrylamides, in particular those with C 2 -C 18 -alkyl groups, such as, for example, N-ethyl-acrylamide, N-tert-butyl-acrylamide, N-octyl-acrylamide; N-di (C 1 -C 4) alkyl (meth) acrylamide.
  • anionic copolymers are, for example, copolymers of acrylic acid, methacrylic acid or their C 1 -C 6 -alkyl esters, as sold under the INCI declaration Acrylates Copolymers.
  • a suitable commercial product is, for example Aculyn ® 33 from Rohm & Haas.
  • copolymers of acrylic acid, methacrylic acid or their C 1 -C 6 -alkyl esters and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol preference is also given to copolymers of acrylic acid, methacrylic acid or their C 1 -C 6 -alkyl esters and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol.
  • Suitable ethylenically unsaturated acids are, in particular, acrylic acid, methacrylic acid and itaconic acid; suitable alkoxylated fatty alcohols are in particular steareth-20 or cet
  • Very particular preferred marketed polymers are, for example, Aculyn® 22 (acrylates / steareth-20 methacrylate copolymer), Aculyn® 28 (acrylates / beheneth-25 methacrylate copolymer), Structure 2001® (acrylates / steareth-20 itaconates Copolymer), Structure 3001® (Acrylates / Ceteth-20 Itaconate Copolymer), Structure Plus® (Acrylates / Amino Acrylates C10-30 Alkyl PEG-20 Itaconate Copolymer), Carbopol® 1342, 1382, Ultrez 20, Ultrez 21 (Acrylates / C10 -30 alkyl acrylate crosspolymer), Synthalen W 2000® (acrylates / palmeth-25 acrylate copolymer) or the Rohme and Haas sold Soltex OPT (acrylates / C 12-22 alkyl methacrylate copolymer).
  • suitable polymers based on vinyl monomers include the homo- and copolymers of N-vinylpyrrolidone, of vinylcaprolactam, of vinyl (C 1 -C 6) -alkylpyrrole, of vinyloxazole, of vinylthiazole, of vinylpyrimidine, vinylimidazole.
  • copolymers octylacrylamide / acrylates / butylamino ethyl methacrylate copolymer as it is commercially sold, for example, under the trade names AMPHOMER® ou LOVOCRYL® 47 by NATIONAL STARCH, or the copolymers of acrylates / octylacrylamides under the trade names DERMACRYL® LT and DERMACRYL® 79 are sold by NATIONAL STARCH.
  • Suitable olefin-based polymers include the homo- and copolymers of ethylene, propylene, butene, isoprene and butadiene.
  • the block copolymers which comprise at least one block of styrene or the derivatives of the styrene can be used as film-forming hydrophobic polymers.
  • block copolymers may be copolymers containing one or more other blocks in addition to a styrene block, such as styrene / ethylene, styrene / ethylene / butylene, styrene / butylene, styrene / isoprene, styrene / butadiene.
  • styrene block such as styrene / ethylene, styrene / ethylene / butylene, styrene / butylene, styrene / isoprene, styrene / butadiene.
  • Corresponding polymers are sold commercially by BASF under the trade name "Luvitol HSB".
  • an agent according to the invention is characterized in that it contains (c) at least one anionic, film-forming, hydrophobic polymer.
  • An anionic polymer is understood as meaning a polymer which comprises repeating units having at least one carboxylic acid group, one sulfonic acid group and / or their physiologically tolerable salts.
  • an anionic polymer is prepared from monomers having at least one carboxylic acid group, a sulfonic acid group.
  • Very particular preference in this connection is given to the abovementioned hydrophobic, film-forming copolymers of acrylic acid and the copolymers of methacrylic acid.
  • the polymers of this group are the carboxylic acid groups containing sulfonic acid groups or their salts in an amount which ensures that the hydrophobic character of the entire polymer is retained.
  • the film-forming hydrophobic polymer or polymers (c) according to the invention are preferably used in certain amounts in the composition according to the invention.
  • the agent - based on its total weight - one or more polymers in a total amount of 0.1 to 25.0 wt .-%, preferably from 0.2 to 20.0% by weight, more preferably from 0.5 to 15.0% by weight and most preferably from 1, 0 to 7.0% by weight.
  • an agent according to the invention is characterized in that it contains, based on its total weight, one or more film-forming hydrophobic polymers (b) in a total amount of 0.1 to 25.0% by weight, preferably 0.2 to 20.0% by weight, more preferably from 0.5 to 15.0% by weight and most preferably from 1, 0 to 7.0% by weight.
  • Water content of the funds is characterized in that it contains, based on its total weight, one or more film-forming hydrophobic polymers (b) in a total amount of 0.1 to 25.0% by weight, preferably 0.2 to 20.0% by weight, more preferably from 0.5 to 15.0% by weight and most preferably from 1, 0 to 7.0% by weight. Water content of the funds
  • the agent according to the invention contains the essential ingredients (a), (b) and (c) in a cosmetic carrier, preferably in an aqueous or aqueous cosmetic carrier.
  • the composition - based on its total weight - a water content of 15 to 95 wt .-%, preferably from 20 to 95 wt .-%, more preferably from 25 to 95 wt. -%, even more preferably from 30 to 95 wt .-% and most preferably from 45 to 95 wt .-% has.
  • an agent according to the invention is characterized in that, based on its total weight, it has a water content of from 15 to 95% by weight, preferably from 20 to 95% by weight, more preferably from 25 to 95% Wt .-%, even more preferably from 30 to 95 wt .-% and most preferably from 45 to 95 wt .-% has.
  • Multi-component packaging unit (kit-of-parts)
  • the above-described means of the first subject of the invention is the ready-to-use colorant.
  • This contains with the organic silicon compound or compounds (a) a class of reactive compounds which, as described above, can undergo hydrolysis and / or oligomerization in the presence of water.
  • the user is preferably provided in the form of a multi-component packaging unit (kit-of-parts). Shortly before application to the keratinous material, the user can mix the various components of this packaging unit to produce the ready-to-use colorant.
  • a second object of the present invention is a kit of parts for dyeing keratinous material, in particular human hair, which is made up separately
  • a third container comprising a cosmetic agent (III),
  • the agent (I) contains at least one organic silicon compound (a), as has already been disclosed in detail in the description of the first subject of the invention,
  • the agent (III) at least one substantive dye (b) and at least one film-forming, hydrophobic polymer (c), as disclosed in detail in the description of the first subject of the invention.
  • the ready-to-use colorant is prepared by mixing the agents (I), (II) and (III).
  • all three agents (I), (II) and (III) are applied simultaneously to the keratinic material.
  • the user may first stir or shed the agent (I) containing the organic silicon compound (s) (a) with the hydrous agent (II). Thereafter, the user may add the agent (III) containing the direct dye (s) (b) and the film-forming hydrophobic polymer (s) to the mixture of (I) and (II) and mix all three agents together ,
  • the user may first stir or shed the agent (I) containing the organic silicon compound (s) (a) with the hydrous agent (II).
  • the user can apply this mixture of (I) and (II) to the keratin materials either directly after their preparation or after a short reaction time of 10 seconds to 20 minutes. Thereafter, the user can now apply the agent (III) containing substantive dye (b) and film-forming hydrophobic polymer (c) to the keratin material.
  • the agent (I) contains at least one organic silicon compound (a) as disclosed in detail already in the description of the first subject of the invention.
  • the agent (I) contains at least one organic silicon compound (a) consisting of silanes having one, two or three Silicon atoms, wherein the organic silicon compound further comprises one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule.
  • the agent (I) contains at least one organic silicon compound (a) of the formula (I) and / or (II), where the radicals may be the already mentioned, the preferred and the particularly preferred substituents.
  • the organic silicon compound (a) the above-mentioned substances can also be used.
  • the agent (I) itself is preferably made up in a low-water or anhydrous form.
  • a kit of parts according to the invention is characterized in that the agent (I) has a water content of less than 10% by weight, based on the total weight of the agent (I), preferably less than 5% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight and most preferably less than 0.01% by weight.
  • the agent (II) contains water.
  • a kit of parts according to the invention is characterized in that the agent (II) - based on the total weight of the agent (II) - a water content of 15 to 100 wt .-%, preferably from 35 to 100 wt .-%, more preferably from 55 to 100 wt .-%, still more preferably from 65 to 100 wt .-% and most preferably from 75 to 100 wt .-% has.
  • the agent (III) contains at least one substantive dye (b) and contains at least one film-forming, hydrophobic polymer (c), as disclosed in detail in the description of the first subject of the invention.
  • the agent (III) contains the already mentioned, the preferred and the most preferred substantive dyes (b).
  • a multi-component packaging unit is characterized in that the agent (III) - based on the total weight of the agent (III) - one or more substantive dyes (b) in a total amount of 0.01 to 10.0 Wt .-%, preferably from 0.1 to 8.0 wt .-%, more preferably from 0.2 to 6.0 wt .-% and most preferably from 0.5 to 4.5 wt .-% ,
  • the agent (III) contains the abovementioned, the preferred and the particularly preferred film-forming hydrophobic polymers (c).
  • a multicomponent packaging unit according to the invention is characterized in that the agent (III) - based on the total weight of the agent (III) - one or more film-forming hydrophobic polymers (b) in a total amount of 0, 1 to 25, 0 wt .-%, preferably from 0.2 to 20.0 wt%, more preferably from 0.5 to 15.0 wt .-% and most preferably from 1, 0 to 7.0 wt .-% ,
  • the agents (I) and (II) or the agents (I), (II) and (III) can be mixed together in various amounts.
  • the first container may contain from 5 g to 200 g of the agent (I).
  • the second container may contain from 5 g to 200 g of the agent (II).
  • the third container may contain 5 b to 200 g of the agent (III).
  • the means previously described i. the ready-for-use agent of the first subject of the invention, and also the agents (I), (II) and (III) of the inventive kit of the second subject of the invention may further contain one or more optional ingredients.
  • the agents may additionally contain one or more surfactants.
  • surfactants is understood to mean surface-active substances. A distinction is made between anionic surfactants consisting of a hydrophobic radical and a negatively charged hydrophilic head group, amphoteric surfactants which carry both a negative and a compensating positive charge, cationic surfactants which, in addition to a hydrophobic radical, have a positively charged hydrophilic group, and nonionic surfactants, which have no charges but strong dipole moments and are highly hydrated in aqueous solution.
  • Zwitterionic surfactants are surface-active compounds which carry at least one quaternary ammonium group and at least one -COO ( - ) or -SO 3 ( - ) group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycineate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl imidazolines having in each case 8 to 18 C atoms in the alkyl or acyl group, and the cocoacylamino-ethylhydroxyethylcarboxymethylglycinate.
  • a preferred zwitterionic surfactant is the fatty acid
  • Ampholytic surfactants are understood as meaning those surface-active compounds which, apart from a Cs-C24-alkyl or -acyl group in the molecule, have at least one free amino group and contain at least one -COOH or -S03H group and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 C Atoms in the alkyl group.
  • amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidobetaines, amino-propionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C12-C18-acylsarcosine.
  • the agents may additionally contain at least one nonionic surfactant.
  • Suitable nonionic surfactants are alkyl polyglycosides and alkylene oxide addition products of fatty alcohols and fatty acids with in each case 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations having good properties are also obtained when they contain as nonionic surfactants fatty acid esters of ethoxylated glycerol which have been reacted with at least 2 moles of ethylene oxide.
  • the nonionic surfactants are used in a total amount of 0, 1 to 45 wt .-%, preferably 1 to 30 wt .-% and most preferably from 1 to 15 wt .-% - based on the total weight of the respective agent - used.
  • the agents may additionally contain at least one cationic surfactant.
  • Cationic surfactants are understood to mean surfactants, ie surface-active compounds, each having one or more positive charges. Cationic surfactants contain only positive charges. Usually, these surfactants are composed of a hydrophobic part and a hydrophilic head group, wherein the hydrophobic part usually consists of a hydrocarbon skeleton (eg consisting of one or two linear or branched alkyl chains), and the positive charge (s) are located in the hydrophilic head group. Examples of cationic surfactants are examples of cationic surfactants.
  • quaternary ammonium compounds which as hydrophobic radicals can carry one or two alkyl chains having a chain length of 8 to 28 carbon atoms,
  • quaternary phosphonium salts substituted with one or more alkyl chains having a chain length of 8 to 28 C atoms or
  • the cationic charge may also be in the form of an onium structure part of a heterocyclic ring (eg, an imidazolium or a pyridinium ring).
  • the cationic surfactant may also contain other uncharged functional groups, as is the case, for example, with esterquats.
  • the Cationic surfactants are used in a total amount of 0, 1 to 45 wt .-%, preferably 1 to 30 wt .-% and most preferably from 1 to 15 wt .-% - based on the total weight of the respective agent - used.
  • the agents according to the invention may also contain at least one anionic surfactant.
  • Anionic surfactants are surfactants with exclusively anionic charges (neutralized by a corresponding counter cation).
  • anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates and ether carboxylic acids having 12 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.
  • the anionic surfactants are used in a total amount of 0, 1 to 45 wt .-%, preferably 1 to 30 wt .-% and most preferably from 1 to 15 wt .-% - based on the total weight of the respective agent - used.
  • compositions may also contain other active ingredients, auxiliaries and additives, such as solvents, fatty components such as the Cs-Cso fatty alcohols, C8-C30 fatty acid triglycerides, Cs-Cso fatty acid monoglycerides, Cs-Cso fatty acid diglycerides and / or the hydrocarbons; Structurants such as glucose, maleic acid and lactic acid, hair conditioning compounds such as phospholipids, for example, lecithin and cephalins; Perfume oils, dimethylisosorbide and cyclodextrins; fiber structure improving agents, in particular mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose and lactose; Dyes for staining the agent; Anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole; Amino acids and oligopeptides; Protein hydrolysates on animal and / or
  • the choice of these other substances will be made by those skilled in the art according to the desired properties of the agents. Regarding further optional components as well as the quantities used Components are expressly referenced in the relevant manuals known to those skilled in the art.
  • the additional active ingredients and auxiliaries are preferably used in the preparations according to the invention in amounts of from 0.0001 to 25% by weight, in particular from 0.0005 to 15% by weight, based on the total weight of the respective agent.
  • a third aspect of the present invention is a process for dyeing keratinous material, in particular human hair, comprising the following steps in the order given:
  • a third aspect of the present invention is a process for dyeing keratinous material, in particular human hair, comprising the following steps in the order given:
  • a pretreatment agent (V) on the keratinic material wherein the pretreatment agent (V) in a water-containing cosmetic carrier at least one organic silicon compound (a) selected from silanes having one, two or three silicon atoms, wherein the organic Silicon compound further comprises one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule, and
  • a third aspect of the present invention is a process for dyeing keratinous material, in particular human hair, comprising the following steps in the order given:
  • a pretreatment agent (V) on the keratinic material wherein the pretreatment agent (V) in a water-containing cosmetic carrier at least one organic silicon compound (a) selected from silanes having one, two or three silicon atoms, wherein the organic Silicon compound further comprises one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule, and
  • the keratin materials in particular the human hair, are first treated with a pretreatment agent (V). Subsequently, the actual colorant (F) - which in addition to the film-forming hydrophobic polymer or the substantive dyes contains - added to the keratin materials.
  • the pretreatment agent (V) itself preferably contains no dyes or no coloring compounds. Characteristic of the pretreatment agent (V) is its content of at least one reactive organic silicon compound (a). Without being limited to this theory, it is believed that the organic silicon compounds (a) functionalize the hair surface as soon as they come into contact with it. In this way, a first, still undyed film or a first layer is formed.
  • a colorant (F) is then applied to the hair.
  • a film formation likewise takes place on the - now already functionalized - hair surface, whereby now the substantive dyes are embedded in the film and deposited in this way on the hair.
  • the film produced in this way "in situ", in which the substantive dyes are embedded, is characterized by outstanding wash fastness and a homogeneous color result. The dyes are shiny and the feel of the dyed keratin materials is smooth and comfortable.
  • the pretreatment agent (V) represents the ready-to-use pretreatment agent (V).
  • the pretreatment agent (V) is the mixture of the agents (I) and (II) of the multicomponent packaging unit according to the invention.
  • the pretreatment agent (V) thus contains at least one organic silicon compound (a) selected from silanes having one, two or three silicon atoms, the organic silicon compound further having one or more basic chemical functions and one or more Hydroxyl or hydrolyzable groups per molecule.
  • the pretreatment agent (V) preferably contains at least one organic silicon compound (a) of the above-described formula (I) and / or (II)
  • radicals may stand for the already mentioned, the preferred and the particularly preferred substituents.
  • the pretreatment agent (V) contains water, the water preferably being derived from the agent (II) of the kit-of-parts according to the invention.
  • a method according to the invention is characterized in that the pretreatment agent (V) is prepared before application to the keratinic material by mixing a first agent (I) and a second agent (II)
  • the agent (I) contains at least one organic silicon compound (a) as disclosed in detail in the description of the first and second objects of the invention, and
  • the agent (II) contains water.
  • the pretreatment agent (V) - based on the total weight of the pretreatment agent (V) - a water content of 15 to 95 wt .-%, preferably from 20 to 95 wt .-%, more preferably from 25 to 95 wt. -%, even more preferably from 30 to 95 wt .-% and most preferably from 45 to 95 wt .-% has.
  • a method according to the invention is characterized in that the pretreatment agent (V) - based on the total weight of the pretreatment agent - a water content of 15 to 95 wt .-%, preferably from 20 to 95 wt .-%, further preferably from 25 to 95 wt .-%, still more preferably from 30 to 95 wt .-% and most preferably from 45 to 95 wt .-% has.
  • the pretreatment agent (V) preferably has a pH of from 7.0 to 11.5, preferably from 7.5 to 110, and more preferably from 8.0 to 10.5.
  • a method according to the invention is characterized in that the pretreatment agent (V) has a pH of from 7.0 to 11.5, preferably from 7.5 to 110, and particularly preferably from 8, 0 to 10.5 has.
  • the pretreatment agent (V) preferably contains at least one alkalizing agent which is added in an amount which controls the adjustment of the ensures optimal pH value for each hair treatment.
  • the pH values are pH values which were measured at a temperature of 22 ° C.
  • the amount of alkalizing agent added may vary, usually amounts of from 0.01 to 15% by weight are necessary ,
  • the pretreatment agent (V) may contain, for example, ammonia, alkanolamines and / or basic amino acids.
  • alkanolamines which can be used in the pretreatment agent (V) according to the invention are preferably selected from primary amines having a C 2 -C 6 -alkyl basic body which carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group consisting of 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1 -Aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol , 1-amino-2-methylpropan-2-ol, 3-aminopropane-1, 2-diol, 2-amino-2-methylpropane-1, 3-diol.
  • Alkanolamines which are particularly preferred according to the invention are selected from 2-aminoethane-1-ol and / or 2-amino-2-methylpropan-1-ol.
  • a particularly preferred embodiment is therefore characterized in that the agent according to the invention contains as alkalizing agent an alkanolamine selected from 2-aminoethane-1-ol and / or 2-amino-2-methylpropan-1-ol.
  • a basic amino acid in the context of the invention is an organic compound which contains in its structure at least one protonatable amino group and at least one -COOH or -SO.sub.H group.
  • Preferred amino acids are aminocarboxylic acids, in particular a- (alpha) -aminocarboxylic acids and w-aminocarboxylic acids, with a-aminocarboxylic acids being particularly preferred.
  • Basic amino acids according to the invention are to be understood as meaning those amino acids which have an isoelectric point p1 of greater than 7.0.
  • Basic ⁇ -aminocarboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used equally as a specific compound or else as mixtures thereof, in particular as racemates become.
  • the basic amino acids are preferably selected from the group consisting of arginine, lysine, ornithine and histidine, more preferably arginine and lysine.
  • an agent according to the invention is therefore characterized in that the alkalizing agent is a basic amino acid from the group arginine, lysine, ornithine and / or histidine.
  • the agent may contain further alkalizing agents, in particular inorganic alkalizing agents.
  • inorganic alkalizing agents usable in the present invention are preferably selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • Very particularly preferred alkalizing agents are ammonia, 2-aminoethane-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2- methylpropan-2-ol, 3-aminopropane-1, 2-diol, 2-amino-2-methylpropane-1,3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, Sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • a process according to the invention is characterized in that the pretreatment agent (V) comprises at least one alkalizing agent which is preferably selected from the group of ammonia, 2-aminoethane-1-ol (monoethanolamine), 3-aminopropane 1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3 ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, 2-amino-2-ol methylpropane-1,3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, bar
  • Acidifying agents which are preferred according to the invention are pleasure acids, such as, for example, citric acid, acetic acid, malic acid or tartaric acid, and also dilute mineral acids.
  • pleasure acids such as, for example, citric acid, acetic acid, malic acid or tartaric acid
  • dilute mineral acids such as, for example, citric acid, acetic acid, malic acid or tartaric acid, and also dilute mineral acids.
  • the colorant (F) contains the substantive dye (s) (b) and the hydrophobic film-forming polymer or polymers (c) in a cosmetic carrier, preferably in an aqueous cosmetic carrier.
  • a method according to the invention is characterized in that the colorant (F) - based on the total weight of the colorant (F) - has a water content of 15 to 95% by weight, preferably from 20 to 95% by weight. %, more preferably from 25 to 95% by weight, still more preferably from 30 to 95% by weight and most preferably from 45 to 95% by weight.
  • the colorant (F) is set to alkaline and a pH of 7.0 to 1 1, 5, preferably from 7.5 to 1 1 , 0 and more preferably from 8.0 to 10.5.
  • a process according to the invention is characterized in that the colorant (F) has a pH of from 7.0 to 11.5, preferably from 7.5 to 1.1, and particularly preferably from 8, 0 to 10.5 has.
  • the colorant (F) also preferably contains at least one alkalizing agent which is added in an amount which ensures the adjustment of the optimum pH for the respective hair treatment.
  • the pH values are pH values which were measured at a temperature of 22 ° C.
  • the colorant (F) may contain at least one alkalizing agent from the aforementioned group.
  • the colorant (F) contains at least one alkalizing agent, which is preferably selected from the group of ammonia, 2-aminoethane-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3 Amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, 2-amino-2-methylpropane-1,3-diol, arginine, lysine, Ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydrox
  • a process according to the invention is characterized in that the colorant (F) comprises at least one alkalizing agent which is preferably selected from the group of ammonia, 2-aminoethane-1-ol (monoethanolamine), 3-aminopropane 1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3 ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, 2-amino-2-ol methylpropane-1,3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium
  • the performance properties of the resulting color can be further improved by choosing the optimal process conditions.
  • the pretreatment agent (V) is first applied to the keratin materials, in particular the human hair.
  • the pretreatment agent (V) is allowed to act on the keratin materials.
  • exposure times of 10 seconds to 10 minutes, preferably from 20 seconds to 5 minutes and most preferably from 30 seconds to 2 minutes on the hair have proven to be particularly advantageous.
  • a method according to the invention is characterized by (2) allowing the pretreatment agent (V) to act on the keratin materials for a period of 10 seconds to 10 minutes, preferably 10 seconds to 5 minutes, and most preferably 30 seconds to 2 minutes.
  • the pretreatment agent (V) can now be rinsed off the keratin materials before the dyeing agent (F) is applied to the hair in the subsequent step.
  • Dyeings also having good wash fastness were obtained when the colorant (F) was applied to the keratin materials still exposed to the pretreatment agent (V).
  • step (4) the colorant (F) is then applied to the keratin materials. After the orders, the colorant (F) is now allowed to act on the hair.
  • the inventive method allows even with a short exposure time of the colorant (F) the production of dyeings with particularly good intensity and wash fastness. Contact times of 10 seconds to 10 minutes, preferably from 20 seconds to 5 minutes and most preferably from 30 seconds to 3 minutes on the hair have been found to be particularly advantageous.
  • a method according to the invention is characterized by
  • an optional conditioner can now be used.
  • the conditioner preferably contains at least one cationic and / or nonionic surfactant.
  • the use of the conditioner - especially if it contains at least one cationic surfactant - may improve the authenticity of the dyeings obtained even further and additionally intensifies the color result.
  • a method according to the invention is characterized in that the conditioner contains at least one cationic and / or nonionic surfactant.
  • a method according to the invention is characterized in that the conditioner contains at least one cationic surfactant.
  • a maximum period of 48 hours preferably a maximum of 24 hours, more preferably from a maximum of 12 hours and most preferably of a maximum of 6 hours.
  • a method according to the invention is characterized in that the pretreatment agent (V) and the dyeing agent (F) within a period of not more than 48 hours, preferably not more than 24 hours, more preferably not more than 12 hours and most preferably not more than 6 Hours are applied to the hair.
  • the ready-to-use pretreatment agent (V) was prepared. In this case, the agents (I) and (II) were shaken together for 3 minutes. Then, the pretreatment agent (V) was allowed to stand for about 5 minutes. The pH of the ready-to-use pretreatment agent (V) was about 10.
  • the hair strands were each wetted with a small amount of conditioner and then washed with water and dried. Afterwards, the strands were visually evaluated.

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Abstract

La présente invention concerne un produit de coloration de matière kératinique, notamment de cheveux humains, contenant dans un véhicule cosmétique (a) au moins un composé silicone organique choisi parmi des silanes dotés d'un, de deux ou de trois atomes de silicone, le composé de silicone organique comportant également au moins une fonction chimique basique et au moins un groupe hydroxyle ou hydrolysable par molécule, (b) au moins un colorant direct et (c) au moins un polymère hydrophobe filmogène.
EP19712983.6A 2018-05-07 2019-03-21 Produit de coloration capillaire contenant un colorant direct et un polymère hydrophobe filmogène Pending EP3790631A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102018207024.5A DE102018207024A1 (de) 2018-05-07 2018-05-07 Mittel zum Färben von Haaren enthaltend mindestens eine organische Siliciumverbindung, einen direktziehenden Farbstoff und ein filmbildendes, hydrophobes Polymer
PCT/EP2019/057029 WO2019214872A1 (fr) 2018-05-07 2019-03-21 Produit de coloration capillaire contenant un colorant direct et un polymère hydrophobe filmogène

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EP3790631A1 true EP3790631A1 (fr) 2021-03-17

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US (1) US11382851B2 (fr)
EP (1) EP3790631A1 (fr)
JP (1) JP2021523143A (fr)
CN (1) CN112055604B (fr)
DE (1) DE102018207024A1 (fr)
WO (1) WO2019214872A1 (fr)

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DE102019204806A1 (de) * 2019-04-04 2020-10-08 Henkel Ag & Co. Kgaa Erhöhung der Stabilität von Mitteln zur Behandlung von Keratinmaterial
DE102019204802A1 (de) * 2019-04-04 2020-10-08 Henkel Ag & Co. Kgaa Erhöhung der Stabilität von Mitteln zur Behandlung von Keratinmaterial
DE102019204801A1 (de) * 2019-04-04 2020-10-08 Henkel Ag & Co. Kgaa Erhöhung der Stabilität von Mitteln zur Behandlung von Keratinmaterial
DE102019211506A1 (de) * 2019-08-01 2021-02-04 Henkel Ag & Co. Kgaa Verfahren zur Färbung von Keratinmaterial, umfassend die Anwendung eines organischen C1-C6-Alkoxy-silans und eines Alkalisierungsmittels
DE102019219717A1 (de) * 2019-12-16 2021-06-17 Henkel Ag & Co. Kgaa Verfahren zur Färbung von Keratinmaterial, umfassend die Anwendung eines organischen C1-C6-Alkoxysilans, einer farbgebenden Verbindung und eines Oligomeresters
DE102021207098A1 (de) * 2021-07-06 2023-01-12 Henkel Ag & Co. Kgaa Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung, eines Versiegelungsreagenz und eines alkalischen Vorbehandlungsmittels

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JP4181749B2 (ja) * 2001-01-05 2008-11-19 花王株式会社 半永久染毛剤組成物
FR2872427B1 (fr) * 2004-07-01 2006-10-13 Oreal Composition de coloration comprenant un polymere filmogene elastomere et une matiere colorante
US7354459B2 (en) * 2004-11-03 2008-04-08 L'oreal S.A. Use of organosilane compounds for dyeing keratin fibers
CN101534787A (zh) * 2006-09-15 2009-09-16 莱雅公司 使用含有着色聚合物和化妆活性剂的组合物的免洗染发方法
FR2910303A1 (fr) * 2006-12-20 2008-06-27 Oreal Composition comprenant un compose x et un compose y dont l'un au moins est silicone et un colorant direct hydrophobe
FR2912649B1 (fr) * 2007-02-19 2009-05-08 Oreal Dispersion de particules de polymere, composition la comprenant et procede de traitement cosmetique
FR2923387B1 (fr) * 2007-11-09 2010-01-15 Oreal Composition comprenant un derive de cellulose modifie, un polymere non ionique et des colorants d'oxydation, procede de teinture et utilisation
FR2924939B1 (fr) * 2007-12-13 2010-02-26 Oreal Procede de coloration des cheveux a partir d'une composition comprenant un polymere filmogene hydrophobe, un pigment et un solvant volatil
EP2168633B1 (fr) 2008-09-30 2016-03-30 L'Oréal Composition cosmétique comprenant un composé organique du silicium comportant au moins une fonction basique, un polymère filmogène hydrophobe, un pigment et un solvant volatil
FR2938759B1 (fr) * 2008-11-24 2012-10-12 Oreal Composition de coloration des fibres keratiniques comprenant un polymere supramoleculaire a base de polyalcene un pigment et un solvant volatil
FR2944961B1 (fr) * 2009-04-30 2011-05-27 Oreal Procede coloration des cheveux comprenant une etape de traitement des cheveux a partir d'un compose organique du silicium
JP5866137B2 (ja) * 2009-04-30 2016-02-17 ロレアル アミノトリアルコキシシランまたはアミノトリアルケニルオキシシラン化合物を含む組成物を用いたヒトケラチン繊維の明色化および／または着色ならびに装置
FR2971936B1 (fr) * 2011-02-25 2013-02-15 Oreal Composition pour colorer les fibres keratiniques comprenant un colorant direct a fonction disulfure/thiol, un tensioactif non ionique, un tensioactif amphotere, un alcool gras ethoxyle, un agent alcalin, et un agent reducteur

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DE102018207024A1 (de) 2019-11-07
WO2019214872A1 (fr) 2019-11-14
US20210186841A1 (en) 2021-06-24
CN112055604A (zh) 2020-12-08
CN112055604B (zh) 2023-07-25
JP2021523143A (ja) 2021-09-02

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