Classifications

• • 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
  • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
  • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
• • 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
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/10—Preparations for permanently dyeing the hair
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/42—Colour properties
  • A61K2800/43—Pigments; Dyes
  • A61K2800/432—Direct dyes
  • A61K2800/4324—Direct dyes in preparations for permanently dyeing the hair
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/48—Thickener, Thickening system
• • 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

• Agent (a) has a low water content or is anhydrous and is characterized by its content of at least one organic silicon compound and one color-providing compound.
• the agent (a) is first applied to the keratin material or hair.
• the water-containing agent (b) is applied to the keratin material or hair still treated with agent (a), the water contained in agent (b) leading to targeted hydrolysis of the silicon compounds on contact with agent (a).
• both agents (a) and (b) have been allowed to take effect, they are then rinsed out together.
• Oxidation colorants are usually used for permanent, intensive colorations with good fastness properties and good gray coverage. Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components, which form the actual dyes with one another under the influence of oxidizing agents such as hydrogen peroxide. Oxidation coloring agents are characterized by very long-lasting coloring results.
• color pigments are generally understood to mean insoluble, color-imparting substances. These are present in undissolved form in the form of small particles in the coloring formulation and are only deposited from the outside on the hair fibers and/or the surface of the skin. Therefore, they can usually be removed without leaving any residue with a few washes with detergents containing surfactants.
• Various products of this type are available on the market under the name of hair mascara. If the user wants particularly long-lasting colorations, the use of oxidative colorants has so far been his only option. However, despite numerous optimization attempts, an unpleasant smell of ammonia or amines cannot be completely avoided in oxidative hair coloring.
• the hair damage still associated with the use of the oxidative colorants also has a disadvantageous effect on the user's hair.
• a continuing challenge is therefore the search for alternative, high-performance dyes and dyeing processes.
• the current focus is particularly on coloring systems in which the coloring compounds are integrated into a film and attached to the surface of the hair fiber so that they can be removed without leaving any residue and without changing the original hair color if the user so desires.
• EP 2168633 B1 deals with the task of producing long-lasting hair coloring using pigments.
• the document teaches that when using the combination of a pigment, an organic silicon compound, a film-forming polymer and a solvent, colorations can be produced on hair which are particularly resistant to abrasion and/or shampooing.
• the organic silicon compounds used in the colorations are highly reactive compounds which undergo hydrolysis or oligomerization and/or polymerization in the presence of water. It is important to adapt the speed of the oligomerization or polymerisation in such a way that the colorant can be used within a period of time that is acceptable to the user.
• the organic alkoxy silanes cannot be formulated together with large amounts of water, since a large excess of water initiates immediate hydrolysis and subsequent polymerization.
• the polymerization that takes place when the alkoxysilanes are stored in an aqueous medium is reflected in thickening or gelling of the aqueous preparation.
• the preparations become so highly viscous, gel-like or gelatinous that they can no longer be applied evenly to the keratin material.
• storing the alkoxysilanes in the presence of large amounts of water is associated with a loss of their reactivity, so that it is no longer possible to form a resistant and uniform coating on the keratin material.
• the silane blends were mixed with various formulations and these mixtures were tested with regard to their performance properties.
• an application mixture with a high water content was produced from the silane blend and an aqueous carrier formulation and applied to strands of hair.
• the oligomerization or polymerization of the silanes began immediately upon contact with the water in the application mixture, which, however, was not yet on the hair. It was found that the color result was highly dependent on the practice of the user and the speed with which the application mixture was applied to the hair. As a result - especially with slow application, inexperienced first-time users or large areas of the hair to be colored - the hair was colored very unevenly or insufficiently in certain areas.
• Agent (a) is a low-water formulation which contains one or more alkoxysilanes and, in addition, at least one coloring compound. Owing to the low water content, the oligomerization or polymerization of the alkoxysilanes does not take place on average (a) or only to a very limited extent.
• This low-water and dye-containing agent (a) is now applied to the keratin material.
• agent (b) is now applied to the areas of the keratin material on which agent (a) is still located.
• Agent (b) contains a defined amount of water as an essential component. With the application of agent (b) to the keratin material, both agents (a) and (b) are now mixed together, which can be assisted, for example, by vigorously rubbing or massaging the keratin material to which both agents have been applied. With the application of agent (b), the alkoxysilanes in agent (a) come into contact with a defined amount of water, so that the oligomerization/polymerization of the silanes is only started at the point in time at which the silanes are already on located on the keratin material or hair where the colored film is to be formed.
• a first object of the present invention is a method for coloring keratinic material, in particular human hair, comprising the following steps in the order given:
• Keratinic material means hair, skin, nails (such as fingernails and/or toenails). Wool, fur and feathers also fall under the definition of keratin material.
• Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Very particularly preferably, keratin material is understood as meaning human hair. Dyeing of keratin material
• coloring process relates to all those coloring methods in which a colored film is produced on the keratin material.
• the film can be colored by all those coloring compounds which are cosmetically suitable, can be deposited on the surface of the keratin materials and can be incorporated into this film.
• Such color-providing compounds are, for example, in particular pigments and substantive dyes, very particularly preferably pigments.
• agents (a) and (b) are applied one after the other to the keratin material, in particular human hair.
• Means (a) and (b) are each ready-to-use agents.
• the two means (a) and (b) are different from each other.
• Step (1) application of agent (a) to the keratin material
• step (1) of the method according to the invention agent (a) is applied to the keratinic material, in particular human hair.
• the agent (a) is used here, for example, by distributing or distributing and massaging in the agent (a) on the keratinic material (or the hair) using a gloved hand, a brush, an applicator bottle or an appette.
• the keratinic material or the hair is preferably towel-dried or dry at this point.
• Dry keratinic material particularly dry hair, is that material which has not undergone any additional treatment immediately prior to the coloring process (i.e. up to three hours prior to the coloring process), nor has it been moistened with water or with water/shampoo.
• Towel-dried keratinic material in particular towel-dried hair, is the material/hair that has been wetted or washed with water within a maximum of 30 minutes, preferably 15 minutes, before the start of the dyeing process, and then rubbed with a towel for approx 30 seconds rubbing dry.
• Towel-dried hair is characterized by the fact that it is no longer dripping wet, ie there is no longer any significant proportion of water on the hair surface. Nevertheless, due to the water molecules present within the hair fiber, the hair still has residual moisture, which means that the hair fibers are swollen.
• the application of the agent (a) on towel-dried Keratinous material, particularly towel-dried hair, is most preferred. The small amount of water that is present in towel-dried hair makes it easier to apply and distribute agent (a), but without too much water initiating significant oligomerization or polymerization.
• a method according to the invention is characterized in that the agent (a) in step (1) is applied to towel-dried or dry keratinic material, very particularly preferably to towel-dried keratinic material.
• a method according to the invention is characterized in that the agent (a) in step (1) is applied to towel-dried or dry human hair, very particularly preferably to towel-dried human hair.
• the agent (a) can still be massaged in.
• the massage can be done, for example, by mechanically rubbing or rubbing the hair with a gloved hand.
• the agent (a) is a ready-to-use agent. It is characterized in that it contains less than 10% by weight of water (a1), based on the total weight of the agent (a), and at least one organic silicon compound from the group of silanes having one, two or three silicon atoms (a2 ) and contains at least one coloring compound (a3).
• agent (a) can be liquid, gel-like or creamy.
• agent (a) can be in the form of a cream, an emulsion, a gel or else a surfactant-containing foaming solution, each of which contains less than 10% by weight of water.
• agent (a) Based on the total weight of agent (a), this contains less than 10% by weight of water. This ensures that agent (a) remains stable over the entire period of use and premature, undesired oligomerization or polymerization of the silanes can be avoided to a sufficient extent. Even if the stability of the agent can already be ensured at a water content of up to 10% by weight, it has been found to be preferable for further optimization of the stability and the color intensities to reduce the water content of the agent (a) to a value below 10% by weight.
• an inventive method is characterized in that the agent (a) - based on the total weight of the agent (a) - from 0 to 7.5 wt .-%, preferably from 0.0 to 5.0% by weight, more preferably from 0.0 to 4.0% by weight and very particularly preferably 0 to 2.5% by weight of water (a1).
• the range from 0 to 2.5 wt does not exceed 2.5% by weight.
• the agent (a) contains at least one organic silicon compound from the group of silanes having one, two or three silicon atoms as the second ingredient (a2) essential to the invention.
• the agent (a) particularly preferably contains at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms, the organic silicon compound comprising one or more hydroxyl groups and/or hydrolyzable groups per molecule.
• organic silicon compounds (a1) or organic silanes contained in the agent (a) are reactive compounds.
• Organic silicon compounds are compounds that either have a direct silicon-carbon bond (Si-C) or in which the carbon is bonded to the silicon via an oxygen, nitrogen, or sulfur atom. atom is linked.
• the organic silicon compounds of the present invention are compounds containing one to three silicon atoms.
• the organic silicon compounds particularly preferably contain one or two silicon atoms.
• silane stands for a group of chemical compounds based on a silicon backbone and hydrogen.
• organic silanes some or all of the hydrogen atoms are replaced by organic groups such as (substituted) alkyl groups and/or alkoxy groups.
• organic silanes Some of the hydrogen atoms in the organic silanes can also be replaced by hydroxyl groups.
• a method is characterized by the use of an agent (a) on the keratin material, wherein the agent (a) at least an organic silicon compound (a1) selected from silanes having one, two or three silicon atoms, which organic silicon compound further comprises one or more hydroxyl groups or hydrolyzable groups per molecule.
• a method is characterized by the use of an agent (a) on the keratin material, the agent (a) containing at least one organic silicon compound (a1) 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.
• an agent (a) on the keratin material the agent (a) containing at least one organic silicon compound (a1) 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.
• This basic group or basic chemical function can be, for example, an amino group, an alkylamino group, a dialkylamino group or a trialkylamino group, which is preferably linked to a silicon atom via a linker.
• 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 hydrolyzable group or groups is preferably a C 1 -C 6 alkoxy group, in particular an ethoxy group or a methoxy group. It is preferred if the hydrolyzable group is bonded directly to the silicon atom. If, for example, the hydrolyzable group is an ethoxy group, 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 the three remaining free valences of the silicon atom.
• agent (a) contains at least one organic silicon compound selected from silanes having one, two or three silicon atoms, the organic silicon compound preferably having one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule.
• the agent (a) contains at least one organic silicon compound (a1) of the formula (I) and/or (II).
• the compounds of formulas (I) and (II) are organic silicon compounds selected from silanes having one, two or three silicon atoms, the organic silicon compound comprising one or more hydroxyl groups and/or hydrolyzable groups per molecule.
• the process is characterized in that the agent (a) contains at least one organic silicon compound (a2) of the formula (I) and/or (II).
• R 1 , R 2 independently represent a hydrogen atom or a C 1 -C 6 alkyl group
• L represents a linear or branched, divalent C 1 -C 2 o-alkylene group
• R 3 , R 4 independently represent a C 1 -C 6 alkyl group, a represents an integer from 1 to 3, and b represents the integer 3 - a, and wherein in the organic silicon compound of formula (II )
• A, A', A", A"' and A"" independently represent a linear or branched, divalent C 1 -C 2o -alkylene group
• R 7 and Rs independently 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 amino-C 1 -C 6 alkyl group or a group of the formula (III).
• c represents an integer from 1 to 3
• d represents the integer 3 - c
• c' is an integer from 1 to 3
• d' is the integer 3 - c'
• c" is an integer from 1 to 3
• d" is the integer 3 - c"
• e is 0 or 1
• f is 0 or 1
• g is 0 or 1
• h is 0 or 1
• proviso that at least one of e, f, g and h is different from 0.
• 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 C 2 -C 6 -alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl, preferred C 2 -C 6 -alkenyl radicals are vinyl and allyl.
• a hydroxy-C 1 -C 6 - alkyl group are a hydroxy methyl, a 2-hydroxyethyl, a 2-hydroxypropyl, a 3-hydroxypropyl, a 4-hydroxybutyl group, a 5-hydroxypentyl and a 6- hydroxyhexyl group; 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 2 0 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 -CH 2 -CH 2 -CH 2 -).
• the propylene group (-CH 2 -CH 2 -CH 2 -) is particularly preferred.
• divalent alkylene groups can also be branched. Examples of branched, divalent C3- C20 alkylene groups are ( -CH2 -CH( CH3 )-) and ( -CH2 -CH( CH3 ) -CH2- ).
• R 1 R 2 NL-Si(OR 3 )a(R 4 )b (I) the radicals R 1 and R 2 independently represent a hydrogen atom or a C 1 -C 6 alkyl group.
• the radicals R 1 and R 2 are very particularly preferably both a hydrogen atom.
• the organic silicon compound In the middle part of the organic silicon compound is the structural unit or the linker -L- which stands for a linear or branched, divalent C 1 -C 20 -alkylene group.
• a divalent C 1 -C 20 alkylene group may alternatively also be referred to as a divalent or divalent C 1 -C 20 alkylene group, by which is meant that each moiety L can form two bonds. One bond is from the amino group R1 R2N to the linker L and the second bond is between the linker L and the silicon atom.
• -L- preferably represents a linear, divalent (ie divalent) C 1 -C 20 -alkylene group. More preferably -L- is a linear divalent C 1 -C 6 alkylene group. -L- is particularly preferably 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 - CH2 - CH2 - CH2- ). L is very particularly preferably a propylene group (-CH 2 -CH 2 -CH 2 -).
• the linear propylene group (-CH 2 -CH 2 -CH 2 -) can alternatively also be referred to as propane-1,3-diyl group.
• the R 3 group represents a hydrogen atom or a C 1 -C 6 alkyl group and the R 4 group represents a C 1 -C 6 alkyl group.
• R 3 and R 4 are particularly preferably, independently of one another, a methyl group or an ethyl group.
• a represents an integer of 1 to 3
• b represents an integer of 3 - a. If a is the number 3, then b is equal to 0. If a is the number 2, then b is equal to 1. If a is 1, then b is 2.
• agent (a) contains at least one organic silicon compound (a2) of the formula (I) in which the radicals R 3 , R 4 independently represent a methyl group or an ethyl group.
• the agent (a) contains at least one organic silicon compound (a2) of the formula (I) in which the radicals R 3 , R 4 are independent of one another stand for a methyl group or for an ethyl group.
• agent (a) contains at least one organic silicon compound of the formula (I) in which the radical a represents the number 3.
• the remainder b stands for the number 0.
• the agent (a) used in the process is characterized in that it contains at least one organic silicon compound (a2) of the formula (I), where
• R 3 , R 4 independently represent a methyl group or an ethyl group
• a method according to the invention is characterized in that the agent (a) contains at least one organic silicon compound (a2) of the formula (I),
• R 1 , R 2 both represent a hydrogen atom
• - 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, an ethyl group or a methyl group
• R 4 represents a methyl group or an ethyl group
• a method is characterized in that the agent (a) contains at least one organic silicon compound (a2) of the formula (I), which is selected from the group consisting of
• organic silicon compounds of the formula (I) are commercially available.
• (3-aminopropyl)trimethoxysilane is commercially available from Sigma-Aldrich.
• (3-Aminopropyl)triethoxysilane is also commercially available from Sigma-Aldrich.
• the agent contains at least one organic silicon compound (a2) of the formula (II)
• organosilicon compounds of the formula (II) carry the silicon-containing groups (R 5 O) c (R 6 ) d Si- and -Si(R 6 ') d '(OR 5 ') c at both ends
• each of the radicals e, f, g and h can independently represent the number 0 or 1, with the proviso that at least one of the radicals e, f, g and h is different from 0 .
• an organic silicon compound of the formula (II) contains at least one group from the group consisting of -(A)- and -[NR 7 -(A')]- and -[O-(A”)j- and -[ NR 8 -(A'”)j-.
• radicals R 5 , R 5 ', R 5 independently represent a hydrogen atom or a C 1 -C 6 alkyl group.
• the radicals R 6 , R 6 ' and R 6 independently represent a C 1 -C 6 -alkyl group.
• c is an integer of 1 to 3
• d is an integer of 3 - c. If c is the number 3, then d is equal to 0. If c is the number 2, then d is equal to 1. If c is 1, then d is 2.
• c' represents an integer from 1 to 3, and d' represents the integer 3 - c'. If c' represents the number 3, then d' equals 0. If c' represents the number 2, then d' equals 1 . If c' is the number 1, then d' is 2.
• a method is characterized in that the agent (a) contains at least one organic silicon compound (a2) of the formula (II),
• R 5 and R 5 ' independently represent a methyl group or an ethyl group
• the radicals e, f, g and h can independently represent 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 therefore define which of the groups -(A) e - and -[NR 7 -(A')] f - and -[O-(A”)] g - and - [NR 8 - (A''')]h- are located in the central part of the organosilicon compound of formula (II).
• the radicals A, A', A", A"' and A”" independently represent a linear or branched, divalent C 1 -C 20 -alkylene group.
• the radicals A, A′, A′′, A′′′′ and A′′′′ independently of one another preferably represent a linear, divalent C 1 -C 20 -alkylene group. More preferably, the radicals A, A′, A′′, A′′′′ and A′′′′ independently represent a linear divalent C 1 -C 6 -alkylene group.
• the radicals A, A', A", A"' and A"" independently 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′′′′ are very particularly preferably a propylene group (-CH 2 -CH 2 -CH 2 -).
• the divalent C 1 -C 20 alkylene group may alternatively also be referred to as a divalent or divalent C 1 -C 20 alkylene group, by which is meant that each moiety A, A', A", A"' and A"" is two can form bonds.
• the linear propylene group (-CH 2 -CH 2 -CH 2 -) can alternatively also be referred to as propane-1,3-diyl group.
• the organic silicon compound of formula (II) contains a structural moiety -[NR 7 -(A')]-.
• the organic silicon compound of formula (II) contains a structural moiety -[NR 8 -(A''')]-.
• radicals R 7 and Rs independently stand for 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 amino-C 1 -C 6 alkyl group or moiety of formula (III)
• the radicals R 7 and R 8 are very particularly preferably, independently of one another, 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 contains the [NR 7 -(A')] moiety but not the -[NR 8 -(A''')] moiety. If the radical R 7 now stands for a group of the formula (III), the agent (a) contains an organic silicon compound with 3 reactive silane groups.
• a method is characterized in that the agent (a) contains at least one organic silicon compound (a2) of the formula (II),
• - A and A' independently represent a linear divalent C 1 -C 6 alkylene group
• a method is characterized in that the agent (a) contains at least one organic silicon compound (a2) of the formula (II), where
• a and A' independently represent a methylene group (-CH 2 -), an ethylene group (-CH 2 -CH 2 -) or a propylene group (-CH 2 -CH 2 -CH 2 ), and
• R 7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of formula (III).
• bis(trimethoxysilylpropyl)amine with CAS number 82985-35-1 can be purchased from Sigma-Aldrich.
• bis[3-(triethoxysilyl)propyl]amine with CAS number 13497-18-2 is commercially available from Sigma-Aldrich.
• N-methyl-3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine is referred to as bis(3-trimethoxysilylpropyl)-N-methylamine and is commercially available from Sigma-Aldrich or Fluorochem .
• 3-(Triethoxysilyl)-N,N-bis[3-(triethoxysilyl)propyl]-1-propanamine with CAS number 18784-74-2 can be purchased from Fluorochem or Sigma-Aldrich, for example.
• a method is characterized in that the agent (a) contains at least one organic silicon compound (a2) which is selected from the group consisting of
• the agent (a) used on the keratinic material in the method contains at least one organic silicon compound (a2) of the formula (IV).
• the compounds of formula (IV) are organosilicon compounds selected from silanes having one, two or three silicon atoms, where the organosilicon compound comprises one or more hydroxyl groups and/or hydrolyzable groups per molecule.
• organic silicon compound(s) of the formula (IV) can also be referred to as silanes of the alkylalkoxysilane or alkylhydroxysilane type,
• R 9 represents a C 1 -C 18 alkyl group
• R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group
• R 11 is a C 1 -C 6 alkyl group
• k is an integer from 1 to 3
• m is the integer 3 - k.
• a method according to the invention is characterized in that the agent (a) contains at least one organic silicon compound (a2) of the formula (IV).
• R 9 represents a C 1 -C 18 alkyl group
• R10 represents a hydrogen atom or a C 1 -C 6 alkyl group
• R11 represents a C 1 -C 6 alkyl group
• - k is an integer from 1 to 3
• - m is the integer 3 - k.
• agent (a) contains at least one further organic silicon compound of formula (IV) in addition to the organic silicon compound or compounds of formula (I).
• R 9 represents a C 1 -C 18 alkyl group
• R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group
• R 11 represents a C 1 -C 6 alkyl group
• - k is an integer from 1 to 3
• - m is the integer 3 - k.
• agent (a) contains at least one further organic silicon compound of formula (IV) in addition to the organic silicon compound or compounds of formula (II).
• R 9 represents a C 1 -C 18 alkyl group
• R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group
• R 11 represents a C 1 -C 6 alkyl group
• - k is an integer from 1 to 3
• m is the integer 3 - k.
• agent (a) contains at least one further organic silicon compound of formula (IV) in addition to the organic silicon compound or compounds of formula (I) and/or (II).
• R 9 represents a C 1 -C 18 alkyl group
• R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group
• R 11 represents a C 1 -C 6 alkyl group
• - k is an integer from 1 to 3
• - m is the integer 3 - k.
• R 9 is a C 1 -C 18 - alkyl group. This C 1 -C 18 alkyl group is saturated and can be linear or branched. R 9 is preferably a linear C 1 -C 18 alkyl group. R 9 preferably represents a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-octyl group, an n-dodecyl group or an n-octadecyl group. R 9 is particularly preferably a methyl group, an ethyl group, an n-hexyl group or an n-octyl group.
• the radical R 10 is a hydrogen atom or a C 1 -C 6 -alkyl group.
• R 10 particularly preferably represents a methyl group or an ethyl group.
• the radical R 11 is a C 1 -C 6 alkyl group.
• R 11 particularly preferably represents a methyl group or an ethyl group.
• k is an integer of 1 to 3
• m is an integer of 3 - k. If k is the number 3, then m is equal to 0. If k is the number 2, then m is equal to 1. If k is 1, then m is 2.
• Organic silicon compounds of the formula (IV) are particularly suitable for achieving the object of the invention - methyltrimethoxysilane
• n-octadecyltrimethoxysilane and/or n-octadecyltriethoxysilane are n-octadecyltrimethoxysilane and/or n-octadecyltriethoxysilane.
• a method according to the invention is characterized in that the agent (a) contains at least one organic silicon compound (a2) of the formula (IV), which is selected from the group consisting of
• the organic silicon compounds described above are reactive compounds.
• the agent (a) - based on the total weight of the agent (a) - one or more organic Silicon compounds (a2) in a total amount of 0.1 to 20% by weight, preferably 1 to 15% by weight and particularly preferably 2 to 8% by weight.
• Agent (a) particularly preferably contains - based on the total weight of agent (a) - one or more organic silicon compounds (a2) of the formula (I) and/or (II) in a total amount of from 0.1 to 10% by weight. %, preferably 0.5 to 5% by weight and particularly preferably 0.5 to 3% by weight.
• a method is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more organic silicon compounds (a2) of the formula (I) and / or (II) in a total amount of 0.1 to 10% by weight, preferably 0.5 to 5% by weight and particularly preferably 0.5 to 3% by weight.
• the agent (a) particularly preferably contains - based on the total weight of the agent (a) - one or more organic silicon compounds (a2) of the formula (IV) in a total amount of 0.1 to 20% by weight, preferably 2 to 15 % by weight and more preferably 4 to 9% by weight.
• a process is characterized in that agent (a) - based on the total weight of agent (a) - contains one or more organic silicon compounds (a2) of the formula (IV) in a total amount of from 0.1 to 20% by weight %, preferably 2 to 15% by weight and particularly preferably 3.2 to 10% by weight.
• a method according to the invention is therefore characterized in that the agent (a) contains at least two organic silicon compounds (a2) which are structurally different from one another.
• a method is characterized in that an agent (a) which contains at least one organic silicon compound of the formula (I) and at least one organic silicon compound of the formula (IV) is applied to the keratinic material.
• a method is characterized in that an agent (a) containing at least one organic silicon compound of the formula (I) selected from the group consisting of (3-aminopropyl)triethoxysilane and (3-aminopropyl)trimethoxysilane, and additionally contains at least one organic silicon compound of formula (IV) selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane and hexyltriethoxysilane.
• a method is characterized in that the agent (a) - based on the total weight of the agent (a) - contains:
• At least one first organic silicon compound (a2) selected from the group consisting of (3-aminopropyl)trimethoxysilane, (3-aminopropyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (2-aminoethyl )triethoxysilane, (3-
• a2 selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, octadecyltrimethoxysilane and octadecyltriethoxysilane.
• a2 selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltri
• agent (a) contains one or more organic silicon compounds from a first group in a total amount of from 0.5 to 3% by weight.
• the organic silicon compounds of this first group are selected from the group consisting of (3-aminopropyl)trimethoxysilane, (3-aminopropyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (3- dimethylaminopropyl)triethoxysilane (2-dimethylaminoethyl)trimethoxysilane and/or (2-dimethylaminoethyl)triethoxysilane.
• the agent (a) contains one or more organic ones
• Silicon compounds of a second group in a total amount of 3.2 to 10% by weight are selected from the group consisting of
• Methyltrimethoxysilane Methyltriethoxysilane, Ethyltrimethoxysilane, Ethyltriethoxysilane,
• silanes (a2) due to the high reactivity of the silanes (a2), oligomerization or precondensation may already have taken place before the agent (a) is used, and the silanes (a2) may already be oligomerized in the agent (a) or already polymerized in small proportions .
• silanes having one, two or three silicon atoms (a2) and their oligomers and/or condensation products can be present in the agent (a).
• the term “silanes having one, two or three silicon atoms (a2)” therefore also includes their hydrolysis products, oligomers and/or their condensation products.
• the corresponding hydrolysis, oligomers and/or condensation products are, for example, the following compounds.
• the condensation products are at most oligomeric compounds, but not polymers.
• the hydrolysis reaction can also take place several times per C 1 -C 6 alkoxy silane used:
• the hydrolysis reaction can also take place several times per C 1 -C 6 alkoxy silane used: or.
• condensation reactions are (shown using the mixture of (3-aminopropyl)triethoxysilane and methyltrimethoxysilane):
• condensation to give a dimer is shown in each case, but further condensations to give oligomers having a plurality of silane atoms are also possible and also preferred.
• a condensation product is a product that is formed by reaction of at least two organic silicon compounds each having at least one hydroxyl group or hydrolyzable group per molecule with elimination of water and/or elimination of an alkanol.
• the condensation products can be, for example, dimers, but also trimers or oligomers, the condensation products being in equilibrium with the monomers. Depending on the amount of water used or consumed in the hydrolysis, the equilibrium shifts from monomeric organic silicon compounds to the condensation product.
• Agent (a) contains at least one coloring compound as the third constituent essential to the invention.
• the coloring compound(s) are incorporated into the film and in this way fixed to the keratin surface.
• Such color-providing compounds are very particularly preferably pigments and/or substantive dyes, very particularly preferably pigments.
• a method according to the invention is characterized in that agent (a) contains at least one color-providing compound (a3) from the group consisting of pigments and/or direct dyes.
• a method according to the invention is characterized in that the agent (a) contains at least one pigment (a3).
• pigments are understood to mean coloring compounds which have a solubility in water at 25° C. of less than 0.5 g/l, preferably less than 0.1 g/l, even more preferably less than 0. Possess 05 g/L.
• the water solubility can be determined, for example, using the method described below: 0.5 g of the pigment is weighed out in a glass beaker. A stir bar is added. Then one liter of distilled water is added. This mixture is heated to 25°C with stirring on a magnetic stirrer for one hour. If undissolved components of the pigment are still visible in the mixture after this period, the solubility of the pigment is below 0.5 g/L.
• the mixture is filtered. If a proportion of undissolved pigments remains on the filter paper, the solubility of the pigment is below 0.5 g/L.
• Suitable pigments can be of inorganic and/or organic origin.
• agent (a) contains at least one color-imparting compound (a3) from the group of inorganic and/or organic pigments.
• Preferred pigments are selected from synthetic or natural inorganic pigments.
• Inorganic pigments of natural origin can be made, for example, from chalk, ochre, umber, green earth, burnt terra di sienna or graphite.
• black pigments such as B. iron oxide black, colored pigments such.
• B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
• Colored metal oxides, metal hydroxides and metal oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and/or metal molybdates are particularly suitable.
• Particularly preferred pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), hydrated chromium oxide (CI77289 ), Iron Blue (Ferric Ferrocyanide, CI77510) and/or Carmine (Cochineal).
• pigments are colored pearlescent pigments. These are usually based on mica and/or mica and can be coated with one or more metal oxides. Mica belongs to the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in combination with metal oxides, the mica, mainly muscovite or phlogopite, is coated with a metal oxide.
• the agent (a) contains at least one inorganic pigment (a3), which is preferably selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and/or or mica or mica based colored pigments coated with at least one metal oxide and/or one metal oxychloride.
• the agent (a) contains at least one inorganic pigment (a3), which is preferably selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and/or or mica or mica based colored pigments coated with at least one metal oxide and/or one metal oxychloride.
• a preferably suitable pigment based on synthetic mica is, for example, Timiron® SynWhite Satin from Merck.
• the method is characterized in that the agent (a) and / or the agent (b) contains at least one coloring compound from the group of pigments, which is selected from pigments based on natural or synthetic mica, the with one or more metal oxides from the group consisting of titanium dioxide (CI 77891), black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and/or brown iron oxide (CI 77491, CI 77499), manganese violet (CI 77742), ultramarines (Sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), hydrated chromium oxide (CI 77289), chromium oxide (CI 77288) and/or iron blue (Ferric Ferrocyanide, Cl 77510).
• the agent (a) and / or the agent (b) contains at least one coloring compound from the group of pigments, which is selected from pigments based on natural or synthetic mica, the with one or more metal oxides from the group consisting of titanium dioxide (CI 77891),
• Suitable pigments are based on metal oxide-coated platelet-shaped borosilicates. These are coated, for example, with tin oxide, iron oxide(s), silicon dioxide and/or titanium dioxide. Such borosilicate-based pigments are available, for example, under the name MIRAGE from Eckart or Reflecks from BASF SE.
• pigments are commercially available, for example under the trade names Rona®, Colorona®, Xirona®, Dicrona® and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® or SynCrystal from Eckart Cosmetic Colors, Flamenco®, Cellini®, Cloisonne®, Duocrome®, Gemtone®, Timica®, MultiReflections, Chione from BASF SE and Sunshine® from Sunstar.
• Colorona® examples of very particularly preferred pigments with the trade name Colorona® are: Colorona Copper, Merck, MICA, CI 77491 (IRON OXIDES)
• particularly preferred pigments with the trade name Unipure® are, for example: Unipure Red LC 381 EM, Sensient CI 77491 (Iron Oxides), Silica
• agent (a) and/or agent (b) used in the process can also contain one or more color-imparting compounds from the group of organic pigments.
• the organic pigments are correspondingly insoluble organic dyes or lakes, for example from the group of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene , diketopyrrolopyrrole, indigo, thioindido, dioxazine, and/or triarylmethane compounds can be selected.
• Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the Color Index numbers CI 11680 , CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 11725 , CI 15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800
• the agent (a) contains at least one organic pigment (a3), which is preferably selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the Color Index numbers CI 1 1680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21 108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 11725, CI 15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI 12085, CI 12120 , CI 12370, CI 12420, CI 12490, CI
• organic pigment (a3) which is preferably selected from the
• the organic pigment can also be a colored lake.
• the term colored lake is understood to mean particles comprising a layer of absorbed dyes, the particle-dye unit being insoluble under the above conditions.
• the particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or aluminum.
• Alizarin color lake for example, can be used as the color lake.
• Pigments with a specific shape can also be used to color the keratin material.
• a pigment based on a lamellar and/or a lenticular substrate flake can be used.
• coloring based on a small substrate plate comprising a vacuum-metallized pigment is also possible.
• a method according to the invention is characterized in that the agent (a) contains one or more coloring compounds (a3) from the group of pigments based on a lamellar substrate platelet, pigments based on a lenticular substrate platelet and vacuum-metallized pigments .
• the substrate flakes of this type have an average thickness of at most 50 nm, preferably less than 30 nm, particularly preferably at most 25 nm, for example at most 20 nm.
• the average thickness of the substrate flakes is at least 1 nm, preferably at least 2.5 nm, particularly preferably at least 5 nm, for example at least 10 nm.
• Preferred ranges for the thickness of the substrate flakes are 2.5 to 50 nm, 5 to 50 nm, 10 to 50nm; 2.5 to 30nm, 5 to 30nm, 10 to 30nm; 2.5 to 25 nm, 5 to 25 nm, 10 to 25 nm, 2.5 to 20 nm, 5 to 20 nm and 10 to 20 nm.
• Each substrate plate preferably has a thickness that is as uniform as possible. Due to the small thickness of the substrate flakes, the pigment has a particularly high hiding power.
• the substrate flakes preferably have a monolithic structure.
• monolithic means consisting of a single, self-contained unit without fractures, layers or inclusions, although structural changes can occur within the substrate platelets.
• the substrate flakes are preferably of homogeneous structure, i.e. there is no concentration gradient within the flakes. In particular, the substrate flakes are not built up in layers and have no particles or particles distributed therein.
• the size of the small substrate can be adjusted to the respective application, in particular the desired effect on the keratin material.
• the substrate flakes have an average largest diameter of about 2 to 200 ⁇ m, in particular about 5 to 100 ⁇ m.
• the form factor (aspect ratio), expressed as the ratio of the average size to the average thickness, is at least 80, preferably at least 200, more preferably at least 500, particularly preferably more than 750.
• the mean size of the uncoated substrate flakes is the d50 value of the uncoated substrate flakes. Unless otherwise stated, the d50 value was determined using a Sympatec Heios device with Quixel wet dispersion. To prepare the sample, the sample to be examined was predispersed in isopropanol for a period of 3 minutes.
• the substrate flakes can be constructed from any material that can be formed into flake form.
• the substrate flakes can be of natural origin, but also produced synthetically.
• Materials from which the substrate flakes can be constructed are, for example, metals and metal alloys, metal oxides, preferably aluminum oxide, inorganic compounds and minerals such as mica and (semi)precious stones, and plastics.
• the substrate flakes are preferably made of metal (alloy) e n.
• metal suitable for metallic luster pigments can be used as the metal.
• metals include iron and steel, as well as all air and water-resistant (semi)metals such as platinum, zinc, chromium, molybdenum and silicon, and their alloys such as aluminum bronze and brass.
• Preferred metals are aluminum, copper, silver and gold.
• Preferred substrate flakes are aluminum flakes and brass flakes, with aluminum substrate flakes being particularly preferred.
• Lamellar substrate platelets are characterized by an irregularly structured edge and are also referred to as "cornflakes" because of their appearance.
• pigments based on lamellar substrate flakes Due to their irregular structure, pigments based on lamellar substrate flakes generate a high proportion of scattered light. In addition, the pigments based on lamellar substrate flakes do not completely cover the existing color of a keratinic material and, for example, effects analogous to natural graying can be achieved.
• Vacuum metallized pigments can be obtained, for example, by releasing metals, metal alloys or metal oxides from appropriately coated foils. They are distinguished by a particularly low thickness of the substrate flakes in the range from 5 to 50 nm and by a particularly smooth surface with increased reflectivity.
• substrate flakes which comprise a pigment metallized in a vacuum are also referred to as VMP substrate flakes.
• Aluminum VMP substrate flakes can be obtained, for example, by releasing aluminum from metallized foils.
• the substrate flakes made of metal or metal alloy can be passivated, for example by anodizing (oxide layer) or chromating.
• Uncoated lamellar, lenticular and/or VPM substrate flakes in particular those made of metal or metal alloy, reflect the incident light to a large extent and produce a light-dark flop. These have proven to be particularly preferred for use in the mean (a).
• Suitable pigments based on a lamellar substrate flake include, for example, the pigments from Eckart's VISIONAIRE series.
• Pigments based on a lenticular substrate flake are available, for example, under the name Alegrace® Spotify from Schlenk Metallic Pigments GmbH.
• Pigments based on a substrate flake, which comprises a vacuum-metallized pigment are available, for example, under the name Alegrace® Marvelous or Alegrace® Aurous from Schlenk Metallic Pigments GmbH.
• a method according to the invention is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more pigments in a total amount of 0.001 to 20 wt .-%, in particular from 0.05 up to 5% by weight.
• the agents (a) used in the process may also contain one or more substantive dyes as color-providing compound(s).
• Direct dyes are dyes that are applied directly to the hair and do not require an oxidative process to form the color. Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.
• the substantive dyes for the purposes of 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 for the purposes of the present invention preferably have a solubility in water (760 mmHg) at 25° C. of more than 1 g/l.
• Direct dyes can be divided into anionic, cationic and nonionic direct dyes.
• the process is characterized in that the agent (a) contains at least one anionic, cationic and/or nonionic direct dye as the coloring compound (a3).
• Suitable cationic direct 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 and Basic Red 76.
• nonionic direct dyes which can be used are nonionic nitro and quinone dyes and neutral azo dyes.
• Suitable nonionic substantive dyes are those under the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds, as well as 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis-(2-hydroxyethyl)-amino-2-nitrobenzene, 3-nitro-4-(2-hydroxyethyl)-aminophenol, 2-(2- Hydroxyethyl)amino-4,6-dinitrophenol, 4-[(2-Hydroxyethyl)amino]-3-
• Anionic direct dyes are also referred to as acid dyes.
• Acid dyes are understood as meaning direct dyes which have at least one carboxylic acid group (-COOH) and/or one sulfonic acid group (-SO3H).
• -COOH carboxylic acid group
• -SO3H sulfonic acid group
• the profaned forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO-, -SOs).
• the proportion of profaned forms increases.
• the carboxylic acid groups or sulfonic acid groups are present in deprotonated form and are neutralized with appropriate stoichiometric equivalents of cations to maintain electroneutrality.
• the acid dyes can also be used in the form of their sodium salts and/or their potassium salts.
• the acid dyes for the purposes of 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 for the purposes of the present invention preferably have a solubility in water (760 mmHg) at 25° C. of more than 1 g/l.
• alkaline earth metal salts such as calcium salts and magnesium salts
• aluminum salts of acid dyes often have poorer solubility than the corresponding alkali metal salts. If the solubility of these salts is below 0.5 g/L (25 °C, 760 mmHg), they do not fall under the definition of a substantive dye.
• An essential feature of acid dyes is their ability to form anionic charges, with the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophoric systems.
• Suitable chromophoric 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.
• One or more compounds from the following group can be selected as highly suitable acid dyes, for example: Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n 0 B001), Acid Yellow 3 (COLIPA n° : C 54, D&C Yellow N° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (C 1 13015), Acid Yellow 17 (C 1 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 1 D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n 0 B001
• Acid Yellow 3 (COLIPA n° : C 54, D&C Yellow N° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9
• Acid Yellow 36 (CI 13065), Acid Yellow 121 (CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2-Naphthol orange, Orange II, C 1 15510, D&C Orange 4, COLIPA n° C015), Acid Orange 10 (Cl 16230; Orange G sodium salt), Acid Orange 11 (Cl 45370), Acid Orange 15 (Cl 50120), Acid Orange 20 (Cl 14600), Acid Orange 24 (BROWN 1; CI 20170; KATSU201 ;nosodiumalt;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; Cl 16255), Acid Red 27 (E 123, Cl 16185, C-Red 46, Fast Red D, FD&C Red Nr.2, Food Red 9, Naphthol Red S), Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33,
• 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, Cl 20 470, COLIPA n° B15), Acid Black 52 (Cl 15711), Food Yellow 8 (Cl 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 11 , 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 direct dye are placed in a beaker. A stir bar is added. Then 100 ml of water are added. This mixture is heated to 25°C on a magnetic stirrer with stirring. Stir for 60 minutes. The aqueous mixture is then assessed visually. If there are still undissolved residues, the amount of water is increased - for example in steps of 10 ml. Water is added until the amount of dye used has completely dissolved. If the dye-water mixture cannot be assessed visually due to the high intensity of the dye, the mixture is filtered. If a proportion of undissolved dyes remains on the filter paper, the solubility test is repeated with a larger amount of water. If 0.1 g of the anionic direct dye dissolves in 100 ml of water at 25 °C, the solubility of the dye is 1 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 disulfonic acids of 2-(2-quinoly I)- 1 H-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)-1 H-pyrazole-3-carboxylic acid and is good at 25°C soluble in water.
• 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 trisodium 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 specified as 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-cyclohexadien-1- ylidene ⁇ methyl)-benzenesulfonate and has a water solubility of more than 20% by weight (25 °C).
• the substantive dye(s), in particular the anionic substantive dyes, can be used in different amounts in agent (a), depending on the desired color intensity. Good results could be obtained if the agent (a) - based on the total weight of the agent (a) - one or more substantive dyes (a3) in a total amount of 0.01 to 10 wt .-%, preferably from 0.1 to 8% by weight, more preferably from 0.2 to 6% by weight and most preferably from 0.5 to 4.5% by weight.
• the agent (a) particularly preferably contains the organic silanes (a2) and the coloring compounds (a3) in a cosmetic carrier. Since the agent (a) is also low in water or free of water, this cosmetic carrier is not water.
• Particularly suitable as cosmetic carriers are, for example, the compounds from the group consisting of poly-C 1 -C 6 alkylene glycols, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, dipropylene glycol, ethanol, isopropanol , diethylene glycol monoethyl ether, glycerin, phenoxyethanol and benzyl alcohol.
• Poly-C 1 -C 6 -alkylene glycols, in particular polyethylene glycols have shown particularly good suitability here.
• a method according to the invention is characterized in that the agent (a) contains at least one cosmetic carrier (a4) from the group consisting of poly-C 1 -C 6 alkylene glycols, 1,2-propylene glycol, 1,3- propylene glycol, 1,2- butylene glycol, dipropylene glycol, ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, phenoxyethanol and benzyl alcohol, most preferably from polyethylene glycols.
• the agent (a) contains at least one cosmetic carrier (a4) from the group consisting of poly-C 1 -C 6 alkylene glycols, 1,2-propylene glycol, 1,3- propylene glycol, 1,2- butylene glycol, dipropylene glycol, ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, phenoxyethanol and benzyl alcohol, most preferably from polyethylene glycols.
• 1,2-Propylene glycol is alternatively also referred to as 1,2-propanediol and bears the CAS numbers 57-55-6 [(RS)-1,2-dihydroxypropane], 4254-14-2 [(R)-1 ,2-dihydroxypropane] and 4254-153 [(S)-1,2-dihydroxypropane], ethylene glycol is alternatively also referred to as 1,2-ethanediol and has the CAS number 107-21-1.
• Glycerol is alternatively also referred to as 1 ,2,3-propanetriol and bears the CAS number 56-81-5.
• Phenoxyethanol has the Cas number 122-99-6.
• a very particularly well suited solvent is an alkylene glycol of the formula (AG) where x is an integer from 1 to 10,000, preferably an integer from 2 to 800, more preferably an integer from 3 to 600, even more preferably an integer from 3 to 400 and very particularly preferably an integer number from 4 to 200,
• a method according to the invention is therefore characterized in that the agent (a) contains one or more alkylene glycols (a4) of the formula (AG), where x is an integer from 1 to 10,000, preferably an integer from 2 to 800, more preferably an integer from 3 to 600, even further preferably an integer from 3 to 400 and very particularly preferably an integer from 4 to 200.
• the agent (a) contains one or more alkylene glycols (a4) of the formula (AG), where x is an integer from 1 to 10,000, preferably an integer from 2 to 800, more preferably an integer from 3 to 600, even further preferably an integer from 3 to 400 and very particularly preferably an integer from 4 to 200.
• the alkylene glycols of the formula (AG) are protic substances with at least one hydroxy group which, because of their repeating unit -CH 2 -CH 2 -O- if x has a value of at least 2, are also known as polyalkylene glycols or Polyethylene glycols can be referred to.
• x is an integer from 1 to 10,000.
• these polyethylene glycols are particularly suitable for improving the fastness properties of the colorants improve and on the other hand to optimally adjust the viscosity of the agents.
• polyethylene glycols are liquid or solid, water-soluble polymers.
• Polyethylene glycols with a molecular mass between 200 g/mol and 400 g/mol are non-volatile liquids at room temperature.
• PEG 600 has a melting range of 17 to 22 °C and therefore has a paste-like consistency. With molecular masses of more than 3000 g/mol, the PEG are solid substances and are marketed as flakes or powder.
• x is an integer from 1 to 100, preferably an integer from 1 to 80, more preferably an integer from 2 to 60, even more preferably one is an integer from 3 to 40, more preferably an integer from 4 to 20, and most preferably an integer from 6 to 15.
• an agent according to the invention is characterized in that it contains at least one alkylene glycol (a4) of the formula (AG-1), where x1 is an integer from 1 to 100, preferably an integer from 1 to 80, more preferably an integer from 2 to 60, even more preferably an integer from 3 to 40, even more preferably an integer A number from 4 to 20 and very particularly preferably an integer from 6 to 15.
• a very particularly preferred low molecular weight polyethylene glycol is, for example, PEG-8.
• PEG-8 is also referred to as PEG 400 and is commercially available, for example, from APS.
• polyethylene glycols are, for example, PEG-6, PEG-7, PEG-9 and PEG-10.
• PEG-32 is also referred to as PEG 1500 and can be purchased commercially, for example, from Clariant.
• High molecular weight polyethylene glycols in the context of the present invention can be represented by the formula (AG-2), where the index number x2 stands for an integer from 101 to 10,000
• x2 is an integer from 101 to 1000, preferably an integer from 105 to 800, more preferably an integer from 107 to 600, even more preferably an integer from 109 to 400 and most preferably an integer from 110 to 200.
• an agent according to the invention is characterized in that it contains at least one alkylene glycol (a4) of the formula (AG-2), where for an integer from 101 to 1000, preferably for an integer from 105 to 800, more preferably for an integer from 107 to 600 more preferably an integer from 109 to 400 and very particularly preferably an integer from 110 to 200.
• a very particularly suitable high molecular weight polyethylene glycol is, for example, PEG 6000, which can be obtained commercially from National Starch (China).
• the molecular weight of PEG 6000 is 6000 to 7500 g/mol, which corresponds to an x2 value of 136 to 171.
• PEG 12000 Another very suitable polyethylene glycol is PEG 12000, which is sold commercially, for example, under the trade name Polyethylene Glycol 12000 S (or PEG 12000 S) by CG Chemicals.
• the molecular weight of PEG 12000 is given as 10500 to 15000 g/mol, corresponding to an x2 value of 238 to 341.
• PEG 20000 Another highly suitable polyethylene glycol is PEG 20000, which can be purchased from Clariant under the trade name Polyglycol 20000 P or under the alternative name PEG-350. An average molecular weight of 20,000 g/mol is given for PEG 20000, which corresponds to an x2 value of 454.
• composition (a) preferably contains--based on the total weight of the composition (a)--the above-described cosmetic carrier(s) (a4) in a total amount of 10.0 to 99.0% by weight, preferably 30.0% to 99.0% by weight, more preferably from 50.0 to 99.0% by weight and most preferably from 70.0 to 99.0% by weight.
• a method according to the invention is characterized in that the agent (a) - based on the total weight of the agent (a) - contains one or more components of the cosmetic carrier (a4) in a total amount of 10 0 to 99.0% by weight, preferably from 30.0 to 99.0% by weight, more preferably from 50.0 to 99.0% by weight and very particularly preferably from 70.0 to 99.0% % by weight.
• a method according to the invention is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more components (a4) from the group consisting of poly-C 1 -C 6 alkylene glycols , 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, dipropylene glycol, ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, phenoxyethanol and benzyl alcohol in a total amount of from 10.0 to 99.0% by weight, preferably from 30.0 to 99.0% by weight, more preferably from 50.0 to 99.0% by weight and very particularly preferably from 70.0 to 99.0% by weight.
• a method according to the invention is characterized in that the means (a) - based on the Total weight of agent (a) - one or more alkylene glycols (a4) of formula (AG) in a total amount of from 10.0 to 99.0% by weight, preferably from 30.0 to 99.0% by weight preferably from 50.0 to 99.0% by weight and most preferably from 70.0 to 99.0% by weight.
• Step (2) application of agent (b) to the keratin material
• the agent (b) is applied to the keratinic material or the hair which is still treated with the agent (a).
• Step (2) follows step (1), i.e. after agent (a) has been completely applied to the keratin material, agent (b) is applied.
• the two agents (a) and (b) are successively applied within a period of one hour, preferably within 30 minutes.
• Agent (b) is very particularly preferably applied to the keratin material within 10 minutes, particularly preferably within 5 minutes, after application of agent (a).
• Application of agent (b) within 10 minutes means that application of agent (b) is started within a maximum of 10 minutes after application of agent (a) to the keratin material is completed.
• a method according to the invention is characterized by the application of agent (b) within 10 minutes, preferably within 5 minutes, after application of agent (a).
• agent (b) By applying agent (b), a mixture of agents (a) and (b) is produced at the points of the keratin material which are treated with agent (a).
• the agent (b) contains a defined amount of water (b1) as an essential component, which causes the silanes (a2) now located on the keratin material to undergo the oligomerization or polymerization reaction which leads to the formation of the colored film.
• the formation of the mixture of (a) and (b) at all the points of the keratin material that are to be colored is therefore essential for the method according to the invention.
• the two agents are emulsified with one another, so that the silanes (a2) and the quantity of water (b1) initiating the polymerization come into direct contact with one another.
• the mixing can, for example, be done manually with the gloved hand by massaging or working the two agents into the keratin material.
• a method according to the invention is accordingly characterized by the
• agent (b) Application of an agent (b) to the keratin material which is still treated with agent (a), and production of a mixture of both agents (a) and (b) on the keratin material by manually mixing both agents.
• agent (b) initiates the polymerization.
• the average water content (b) is particularly preferably adjusted to certain values.
• agent (b)--based on the total weight of agent (b)--10 to 100% by weight preferably 30 to 99.5% by weight, further preferably 50 to 99% by weight and very particularly preferably 80 to 99% by weight of water.
• a method according to the invention is characterized in that the agent (b) - based on the total weight of the agent (b) - 10 to 100% by weight, preferably 30 to 99.5% by weight, more preferably 50 to 99% by weight and most preferably 80 to 99% by weight of water.
• agent (b) can also contain a thickener.
• agent (b) contains at least one thickener.
• Suitable thickeners include, for example, chemically modified celluloses, such as propyl cellulose, methylethyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, methylhydroxyethyl cellulose, ethylhydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose, carboxymethylhydroxyethyl cellulose, sulfoethyl cellulose,
• carboxymethylsulfoethyl cellulose hydroxypropylsulfoethyl cellulose, hydroxyethylsulfoethyl cellulose, methylethylhydroxyethyl cellulose, methylsulfoethyl cellulose and/or ethylsulfoethyl cellulose.
• agent (b) also contains a thickener selected from the group consisting of propyl cellulose, methylethyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, methylhydroxyethyl cellulose, ethylhydroxyethyl cellulose,
• Hydroxypropyl cellulose Hydroxypropyl cellulose, Hydroxypropyl methyl cellulose, Carboxymethyl hydroxyethyl cellulose, Sulfoethyl cellulose, Carboxymethyl sulfoethyl cellulose, Hydroxypropyl sulfoethyl cellulose, Hydroxyethyl sulfoethyl cellulose, methyl ethyl hydroxyethyl cellulose, methyl sulfoethyl cellulose, ethyl sulfoethyl cellulose and mixtures thereof.
• Particularly suitable thickeners are selected from hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose and mixtures thereof.
• galactomannans include galactomannans with the INCI designation Cyamopsis tetragonoloba gum (guar gum), galactomannans with the INCI designation Ceratonia Siliqua (Carob) Gum (Locust Bean Gum), galactomannans with the INCI designation Cassia Gum and galactomannans with the INCI designation Caesalpinia Spinosa Gum ( tara gum).
• the agent (b) also contains at least one galactomannan, which is selected from the group consisting of galactomannans with the INCI designation Cyamopsis tetragonoloba gum (guar gum), galactomannans with the INCI designation Ceratonia Siliqua (Carob) Gum (Locust Bean Gum), galactomannans with the INCI designation Cassia Gum and galactomannans with the INCI designation Caesalpinia Spinosa Gum (Tara Gum).
• the galactomannan comprises a galactomannan with the INCI name Caesalpinia Spinosa Gum (Tara Gum).
• the amount of thickener is preferably between 0.1 and 10% by weight, based in each case on the total amount of agent (b).
• agents (a) and (b) described above can also contain one or more optional ingredients.
• the cosmetic ingredients which can optionally be used in the agents (a) and/or (b) can be any suitable constituents in order to impart further positive properties to the agent.
• one or more surface-active compounds from the group consisting of nonionic, cationic, anionic or zwitterionic/amphoteric surfactants can also be present in agent (a) and/or (b).
• the agents can also contain other active ingredients, auxiliaries and additives, such as solvents, fatty components such as C 8 -C 30 fatty acid triglycerides, C 8 - C 30 fatty acid monoglycerides, C 8 -C 30 fatty acid diglycerides and/or hydrocarbons; structurants such as glucose, maleic acid and lactic acid, hair conditioning compounds such as phospholipids, e.g.
• lecithin and cephalins Perfume oils, dimethyl isosorbide and cyclodextrins; fiber structure-improving active ingredients, in particular mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose and lactose; dyes for coloring the agent; anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole; amino acids and oligopeptides; Protein hydrolyzates based on animals and/or plants, and in the form of their fatty acid condensation products or optionally anionically or cationically modified derivatives; vegetable oils; sunscreens and UV blockers; Active ingredients such as panthenol, pantothenic acid, pantolactone, allantoin, pyrrolidinone carboxylic acids and their salts, and bisabolol; Polyphenols, in particular hydroxycinnamic acids, 6,7-dihydroxycoumarins, hydroxybenzoic acids, catechin
• the person skilled in the art will select these further substances in accordance with the desired properties of the agents. With regard to other optional components and the amounts of these components used, express reference is made to the relevant handbooks 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 0.0001 to 25% by weight, in particular 0.0005 to 15% by weight, based on the total weight of the respective composition.
• Step (3) allowing both agents (a) and (b) to act on the keratin material
• the silanes (a2) contained in agent (a) come into contact with the defined amount of water (b1) present in agent (b), so that hydrolysis and oligomerization or polymerization occur the silanes (a2) is initiated.
• the formation of the coating or film takes place in this way at precisely those points of the keratin material which are wetted with the mixture of both agents (a) and (b).
• the extent and the speed of the hydrolysis or the polymerization are determined here by the ratio of the amounts of silane (a2) and amounts of water (b1) present on the hair.
• the quantitative ratio (a2) / (b1) can now be determined on the one hand by the amount of both agents (a) and (b), each be applied to the keratin materials or hair. Other influencing factors are the concentration of the silanes (a2) on average (a) and the water concentration on average (b).
• the oligomerization or polymerization could then be adjusted to the optimum speed for the application if the weight ratio of the total amount of the average (a) contained organic silicon compounds (a2) to the amount of the average (b) the water (b1) contained, ie the weight ratio (a2)/(b1), at a value of from 1:100 to 1:1, preferably from 1:70 to 1:2, more preferably from 1:70 to 1 :5 and most preferably from 1:70 to 1:10.
• a particularly uniform and resistant film could then be produced on the keratin material if both the amounts of agents (a) and (b) and the concentrations of silanes (a2) and water (b1) in both agents were chosen in this way were that the silanes (a2) and the water (b1) in a weight ratio of 1: 100 to 1: 1, preferably from 1: 70 to 1: 2, more preferably from 1: 70 to 1: 5 and very particularly preferred from 1:70 to 1:10 on the keratin material.
• a weight ratio (a2)/(b1) of 1:70 to 1:10 means that the water (b1) originating from the agent (b) is less than the total amount of the silanes (a2) originating from the agent (a). a 10-fold to 70-fold excess weight is used.
• agent (a) 40 g are applied to the hair of a subject, agent (a) is briefly massaged into the entire hair mass.
• the means (a) contains
• pigment e.g. Unipure Red LC 3079
• polyethylene glycol e.g. PEG-8.
• agent (a2) contained in agent (a) is 3.6 g, i.e. agent (a) contains 1.2 g of 3-(aminopropyl)triethoxysilane and 2.4 g of methyltriethoxysilane.
• agent (b) is a thickened aqueous solution with a water content of 99% by weight.
• the agent (b) is also distributed evenly over the entire head of the subject. After using agent (b), the hair is vigorously massaged with fingers for 1 minute so that both agents (a) and (b) are completely mixed together.
• a method according to the invention is characterized in that the weight ratio of the total amount of the organic silicon compounds (a2) contained in the agent (a) to the amount of water (b1) contained in the agent (b), i.e. the weight ratio (a2)/(b1), at a value of from 1:100 to 1:1, preferably from 1:70 to 1:2, more preferably from 1:70 to 1:5 and very particularly preferably from 1:70 to 1 :10 lies.
• both agents are now allowed to act on the keratin material together in the form of their mixture.
• Both agents (a) and (b) are preferably applied to the keratin material together for a period of 10 seconds to 30 minutes, preferably 30 seconds to 20 minutes, more preferably 1 minute to 15 minutes and very particularly 5 minutes to 10 minutes , especially on human hair, left to act.
• a method according to the invention is characterized by
• Step (4) rinsing out both agents (a) and (b)
• Step (4) of the method according to the invention therefore comprises rinsing out both agents (a) and (b).
• the two agents (a) and (b) are preferably rinsed out under running water.
• a method according to the invention is characterized by
• agent (a) 5 strands of hair (Kerling natural white) were moistened under running water and then rubbed dry with a towel for 30 seconds. Then the agent (a) was applied to each towel-dried strand of hair (0.4 g of agent (a) per strand of hair). Agent (a) was massaged into each strand of hair for 30 seconds. Immediately thereafter, agent (b) was applied to the strands of hair (1.0 g of agent (b) per strand of hair). Each strand of hair was massaged again for 30 seconds so that a mixture of agents (a) and (b) was formed.
• silanes (a2) were applied to the hair.
• This mixture of agents from (a) and (b) was allowed to act on the strands of hair for 5 minutes.
• the strand of hair was then rinsed under running water and dried. A uniform and intense coloring was obtained. All 5 strands of hair had the same red coloring and had the same high color intensity.

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• 2021
  • 2021-08-26 DE DE102021209370.1A patent/DE102021209370A1/de not_active Withdrawn
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