Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
  • C09D7/40—Additives
  • C09D7/60—Additives non-macromolecular
  • C09D7/61—Additives non-macromolecular inorganic
  • C09D7/62—Additives non-macromolecular inorganic modified by treatment with other 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
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
  • A61K8/0241—Containing particulates characterized by their shape and/or structure
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/25—Silicon; Compounds thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/27—Zinc; Compounds thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
  • A61K8/29—Titanium; Compounds thereof
• • 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
  • A61K8/55—Phosphorus compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
  • A61Q1/06—Lipsticks
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B82—NANOTECHNOLOGY
  • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
  • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
  • C09C1/04—Compounds of zinc
  • C09C1/043—Zinc oxide
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
  • C09C1/22—Compounds of iron
  • C09C1/24—Oxides of iron
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
  • C09C1/22—Compounds of iron
  • C09C1/26—Iron blues
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
  • C09C1/28—Compounds of silicon
  • C09C1/32—Ultramarine
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
  • C09C1/34—Compounds of chromium
  • C09C1/346—Chromium oxides
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
  • C09C1/36—Compounds of titanium
  • C09C1/3607—Titanium dioxide
  • C09C1/3653—Treatment with inorganic compounds
  • C09C1/3661—Coating
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
  • C09C1/36—Compounds of titanium
  • C09C1/3607—Titanium dioxide
  • C09C1/3669—Treatment with low-molecular organic compounds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
  • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
  • C09C3/08—Treatment with low-molecular-weight non-polymer organic compounds
• • 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
  • A61K2800/41—Particular ingredients further characterized by their size
  • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
• • 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
  • A61K2800/41—Particular ingredients further characterized by their size
  • A61K2800/413—Nanosized, i.e. having sizes below 100 nm
• • 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
  • A61K2800/60—Particulates further characterized by their structure or composition
  • A61K2800/61—Surface treated
  • A61K2800/612—By organic compounds
• • C—CHEMISTRY; METALLURGY
  • C01—INORGANIC CHEMISTRY
  • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
  • C01P2004/00—Particle morphology
  • C01P2004/10—Particle morphology extending in one dimension, e.g. needle-like
• • C—CHEMISTRY; METALLURGY
  • C01—INORGANIC CHEMISTRY
  • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
  • C01P2004/00—Particle morphology
  • C01P2004/30—Particle morphology extending in three dimensions
  • C01P2004/32—Spheres
• • C—CHEMISTRY; METALLURGY
  • C01—INORGANIC CHEMISTRY
  • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
  • C01P2004/00—Particle morphology
  • C01P2004/60—Particles characterised by their size
  • C01P2004/61—Micrometer sized, i.e. from 1-100 micrometer
• • C—CHEMISTRY; METALLURGY
  • C01—INORGANIC CHEMISTRY
  • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
  • C01P2004/00—Particle morphology
  • C01P2004/60—Particles characterised by their size
  • C01P2004/62—Submicrometer sized, i.e. from 0.1-1 micrometer
• • C—CHEMISTRY; METALLURGY
  • C01—INORGANIC CHEMISTRY
  • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
  • C01P2004/00—Particle morphology
  • C01P2004/60—Particles characterised by their size
  • C01P2004/64—Nanometer sized, i.e. from 1-100 nanometer

Definitions

• the subject of the invention is a process for modifying the surface of a pigment or a composite pigment comprising at least one metal oxide, a metal complex or one of their derivatives, and the use of these pigments or composite pigments thus obtained. for cosmetics, paint or inks.
• Inorganic pigments can be used for their coloring power in cosmetics, but also in paints and inks. These pigments are required to be able to disperse homogeneously with the desired color rendition and while having good stability when formulated for these different fields of use.
• inorganic pigments such as metal oxides or composite inorganic pigments comprising them, naturally tend to aggregate because of their size, their high density and their natural affinity, especially when trying to disperse them in solvents " green "(non-toxic).
• pigments tend to aggregate also when they are stored in powder form before their formulation and their end use, which makes it difficult to store and preserve in raw form after production.
• the inventors have demonstrated a new method for modifying the surface of a substrate, in particular a pigment intended to give this substrate interesting properties, especially in the field of cosmetics.
• This method consists in grafting, in one or more steps, on the surface of the substrate, groups bringing a new surface functionality to the substrate and thus modifying its properties.
• This process is characterized by chemical grafting via a coupling agent.
• the invention also relates to the substrate obtained by this method as well as the various applications of the functionalized substrate.
• the coupling agent is attached to the substrate (grafting) by reacting one of its functions with the surface of said substrate by forming a stable covalent or ionocovalent bond.
• the method makes it possible to treat with the same coupling agent a large variety of substrates (metals, alloys, metal oxides, etc.);
• This method allows the deposition of coupling agent in the form of monolayers, thus minimizing the amount of coupling agent required and avoiding the masking of the terminal functions. Indeed, the accessibility of the terminal functions on the surface depend on the effectiveness of the properties conferred on the substrate;
• the grafting process is carried out under conditions that are easier than those of the prior art, for example under ambient, non-anhydrous conditions, which makes it possible to avoid the use of organic solvents.
• the invention relates to a method of modifying substrates (inorganic pigments, composite pigments) to confer interesting properties in the field of cosmetics, paint or inks.
• the method comprises grafting in one or more steps on the surface of the substrate groups having properties for applications in the field of cosmetics, paint or inks.
• the coupling agent is grafted onto the surface of the substrate by immersing the substrate in a solution containing the coupling agent.
• the functionalized substrate is then extracted from the grafting solution and dried.
• the subject of the present invention is a process for modifying the surface of a pigment or a composition comprising at least one pigment, an excipient and, where appropriate, a lacquer, said pigment being a metal oxide, a complex metal or one of their derivatives, characterized in that it comprises the following steps:
• the surface modification method according to the present invention is characterized in that said pigment or said composition comprising at least one pigment is intended to be used in cosmetics, in inks or in paint, preferably in cosmetic.
• the surface modification method according to the invention is characterized in that said coupling reagent further comprises a function which does not react with the surface of said pigment, but which gives the physico-chemical property sought. .
• said pigment is a porous or non-porous particle, which may be in various geometric shapes, for example but not limited to a sphere, a rod, a wire, a tube, and whose size or diameter may be between 5 ⁇ and 125 nm, preferably between 5 ⁇ and 100 nm, between 7.5 ⁇ and 75 nm, between 10 ⁇ and 75 nm or between 500 ⁇ and 1 nm.
• pigments that can be used in the present invention, mention may be made of the pigments chosen from pigment groups consisting of:
• the subject of the present invention is a surface modification method according to the present invention, characterized in that the said excipient is chosen from excipients of natural or synthetic origin, preferably chosen from the following group:
• Alumina of formula A1 2 0 3 Alumina of formula A1 2 0 3 .
• said pigment is an inorganic pigment that can be composed of the following different chemical elements: F, Na, Mg, Al, Si, P, S, K, Ca, Ti , V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Se, Zr, Mo, Ru, Cd, Sn, Sb, W.
• said pigment is an inorganic pigment selected from the group consisting of the following pigments, Black Iran Oxide, Red Iran Oxide, Yellow Iran Oxide, Manganese Violet, Ultramarine Blue, Titanium Dioxide, Chromium Oxide Green, Zinc Oxide, Blue Iran, Chromium Oxide Hydrated.
• said pigment is a composite pigment formed of one or more inorganic pigments associated with one or more excipients in the presence or absence of a lacquer.
• the object of the invention is a surface modification method according to the invention, characterized in that said pigment is a composite pigment comprising one or more inorganic pigments, an excipient and, if appropriate, a lacquer chosen from the group consisting of the following composite pigments:
• mice 59 to 69%), TiO 2 (18 to 28%), Fe 3 O 4 (1 to 6%), FeO (OH) (1 to 2%) and Red7Calcium (8 to 12%);
• Synthetic fluororphlogopite (23 to 33%), TiO 2 (57 to 67%) and Red7Calcium (5 to 15%);
• mice 46 to 56%), TiO 2 (34 to 44%) and Red7Calcium (8 to 12%);
• mice (77 to 87%) and TiO 2 (13 to 23%); Mica (64 to 74%) and TiO 2 (26 to 36%);
• said solvent is characterized in that it is chosen from “green” (non-toxic) solvents or organic solvents.
• non-toxic solvents in particular, but not limited to, cosmetically acceptable solvents, preferably chosen from the group consisting of the following “green” (non-toxic) solvents:
• organic solvents those selected from the group consisting of the following organic solvents: tetrahydrofuran, dimethylsulfoxide, dimethylformamide, cyclohexane, pentane, acetone, toluene, dichloromethane, isopropanol, are preferred.
• said coupling reagent is selected from the group consisting of coupling reagents of the general formula:
• Y (function providing the desired physico-chemical property or the desired character) is a known organic function, a dye, luminescent, pH-dependent, thermosensitive chemical group or a biomolecule;
• E (spacer) is a radical chosen from alkylene, alkenyl, alkynyl and aryl radicals, preferably from C2 to C60 for the carbon chain of alkylene, alkenyl and alkynyl radicals, or a poly (oxyethylene) radical comprising a number of oxyethylene units; between 4 and 500, preferably less than 100 and less than 50;
• Z (grafting function on the pigment) is a radical chosen from:
• said coupling reagent is selected from the group consisting of following coupling reagents:
• Phosphonic acids and their derivatives such as octylphosphonic acid, dodecylphosphonic acid, octadecylphosphonic acid, (2- ⁇ 2- [2- (2-hydroxyethoxy) -ethoxy] -ethoxy ⁇ -ethyl acid) phosphonic acid, sodium diphosphonate;
• carboxylic acids and their derivatives such as octanoic acid, dodecanoic acid, stearic acid, oleic acid, linoleic acid;
• the surface modification method according to the present invention is characterized in that it comprises the following steps:
• the surface modification method according to the present invention is characterized in that it comprises the following steps:
• recovering said pigment or said composition comprising at least one inorganic pigment whose surface has thus been modified in the form of a powder. More preferably, the steps of washing (and / or rinsing) and recovering the pigment whose surface has been modified are carried out in the presence of solvent by mechanical separation (decantation, centrifugation), filtration in depth or on a support, preferably by filtration. on membrane support.
• the drying step is carried out by heating, preferably at a temperature between 20 ° C and 150 ° C, preferably 40 ° C to 80 ° C.
• the washing and / or rinsing steps are followed by a step in which the pigment or pigment composition obtained is subjected to ultrasound.
• the present invention relates to a process for the preparation of a pigment powder or a composition comprising at least one inorganic pigment, preferably for use in cosmetics, in paint or in inks, preferably in cosmetics, characterized in that it comprises the following steps:
• step II a recovery step of said pigment or of said composition comprising at least one pigment whose surface has thus been modified obtained in step I) in the form of a powder.
• the present invention relates to a process for preparing a pigment powder or a dry composition comprising at least one pigment, said pigment being chosen from inorganic, composite or organic pigments, preferably powder or dry composition intended to be used in cosmetics, in paint or in inks, preferably in cosmetics, characterized in that it comprises the following steps:
• step 2) after mixing, a step of drying, preferably by heating, the mixture obtained in step 1) so as to obtain a pigment powder or a dry composition, preferably by heating at a temperature of between 20 ° C. and 150 ° C, more preferably between 20 ° C and 80 ° C, more preferably between 40 ° C and 80 ° C.
• the mixer is equipped with a thermoregulator which makes it possible to regulate the temperature during the drying step.
• the temperature and the drying time are such that they are sufficient to evaporate the solvent and to obtain a powder or dry composition, for example 12 hours at 80 ° C. or 24 hours at 40 ° C., but which may vary according to the nature of the solvent. and / or coupling reagent used.
• Such a process in which the mass ratio between [solvent / coupling agent] and pigment mixture is less than 50%, preferably less than 25%, less than 10%, a value of between 3% and 10% being more preferred. has the advantage of obtaining a faster drying and / or a drying temperature lower than that usually used. This makes it possible in particular to be able to apply such a process to organic pigments that are more fragile and able to denature than inorganic pigments. In addition, such a method makes it possible to avoid any additional step of washing, decantation, filtration or other step aimed at removing the solvent and / or free reagent that has not reacted with the surface of the pigment.
• the principle of this so-called dry process is grafting by contacting the coupling agent and the pigments (substrates).
• the pigments thus treated can be organic or inorganic (or composites). This process also makes it possible to treat the excipients and effect pigments.
• the organic pigments may in particular be chosen from the list identified in the following Table 9 (see Example 7)
• the solvent containing the reagent or coupling agent is vaporized on the surface of the pigment (substrate) or composition to be treated, then, if appropriate, to mix homogeneously, in particular by means of a mixer or stirrer before the drying step.
• the mass percentage of the coupling agent in solution varies as a function of the mass ratio of the couple (Coupling agent / Pigment to be treated). It is generally considered sufficient from 3%.
• the choice of the solvent H 2 0, ethanol (EtOH) or H 2 0 mixture / EtOH
• the solvent H 2 0, ethanol (EtOH) or H 2 0 mixture / EtOH
• organic solvents may also be employed, in particular of the hexane, heptane, cyclohexane, benzene, xylene or toluene type, but present-day and health-related environmental considerations (especially in cosmetic use) tend to diminish their uses.
• the subject of the present invention is a pigment powder coated with a coupling agent monolayer whose free terminal functions (Y) confer on the pigments the desired physicochemical properties, said pigment powder being capable of be obtained by a method according to the present invention.
• the powder of dispersed pigments obtainable by a modification process according to the invention and in which process, the surface modification is intended to provide dispersion properties, stability (time, temperature , radiation), but also can simplify the formulation, protect the pigment or limit the use of toxic products.
• said pigment or pigment composition obtainable by a surface modification method according to the invention intended to be used in cosmetics, in paint or in inks, preferably in cosmetics, is characterized in that it (it) is contained in a eyeshadow, a cheek, a lipstick, a cream, a gel, a bar of soap or any form of cosmetic product.
• the subject of the present invention is a process for improving the dispersion of pigments, characterized in that it implements the steps of the surface modification method according to the present invention.
• the invention also relates to a pigment or pigment composition that can be obtained by a surface modification method according to the invention, characterized in that the method uses the following elements:
• Inorganic pigments selected from: Black Iran Oxide; Red Iran Oxide; Yellow Iran Oxide; Titanium Dioxide; Chromium Oxide Green; Ultramarine Blue; Zinc Oxide; Iran Blue; or Chromium Oxide Hydrated;
• Inorganic pigments selected from: Black Iran Oxide; Red Iran
• Composite pigments selected from: Mica (59 to 69%), TiO 2 (18 to
• Inorganic pigments selected from: Black Iran Oxide; Red Iran Oxide; Yellow Iran Oxide; Titanium Dioxide; Chromium Oxide Green; Zinc Oxide; or Iran Blue; Composite pigments selected from: Mica (59 to 69%), TiO 2 (18 to 28%), Fe 3 O 4 (1 to 6%), FeO (OH) (1 to 2%) and Red7Calcium (8 to 12%) ); or Mica (56 to 66%), TiO 2 (10 to 20%), Fe 3 O 4 (2 to 12%), FeO (OH) (1 to 11%) and Red7Calcium (8 to 12%),
• Inorganic pigments selected from: Manganese Violet; or Zinc
• Inorganic pigments selected from: Black Iran Oxide; Red Iran Oxide; Yellow Iran Oxide; Ultramarine; or Zinc Oxide
• the invention relates to an eyeshadow formulation of the following composition:
• Pigments modified by a process according to the invention 40% by weight; Petrolatum 2% by weight;
• the invention also relates to a foundation formulation having the following composition:
• Pigments modified by a process according to the invention 6.9% by weight; Sodium chloride 1% by weight;
• Example 1 Fixation of the coupling agent on the substrate by reacting one of its functions with the surface by forming a stable covalent or ionocovalent bond
• the coupling agent is grafted onto the surface of the substrate by immersing the substrate in a solution containing the coupling agent.
• the functionalized substrate is then extracted from the grafting solution and then dried. Protocol
• the grafting takes place in three stages:
• the grafting step is carried out by chemical reaction between a coupling agent of desired concentration and the surface of a pigment to be modified, in the chosen solvent (EtOH, H 2 O or H 2 O / EtOH mixture) for a time. longed for.
• a coupling agent solution is prepared by dissolving the coupling agent in 10 ml of solvent.
• the concentration of the solution varies between 10 "1 and 10 " 3 mol.l 1 depending on the torque (selected Coupling Agent / Substrate to be treated).
• the choice of the solvent H 2 0, EtOH or H 2 O / EtOH mixture also varies depending on the Coupling Agent / Substrate pair.
• Conventional organic solvents can also be used, but current environmental considerations tend to diminish their use.
• Static Condition The chemical reaction occurs without magnetic stirring at room temperature (10-35 ° C) for a time t.
• the grafting solution is removed by filtration and the material (modified substrate) is washed to ensure the complete removal of all physisorbed elements.
• the filtrate is removed from the centrifuge tube.
• the centrifuge tube is refilled at 3 ⁇ 4 with EtOH and placed in an ultrasonic tank for 10 minutes.
• the functionalized pigment powders (substrates) are transferred to a glass pill and dried for 12 hours.
• the temperature of the oven varies between 20 and 150 ° C depending on the tolerance of different substrates to the thermal conditions.
• the substrate to be treated may be a pigment of mineral origin, a metal oxide or a metal complex usually used in cosmetics, paint or inks. These are porous or non-porous solids which are in the form of powder, a non-exhaustive list of which is presented below:
• the coupling agent is an organophosphorus derivative, it may be chosen from phosphomic acids, monoesters and diesters of phosphonic acid or their derivatives, phosphoric acids, monoesters and diesters of phosphoric acid or their derivatives.
• the organophosphorus groups are bonded to the surface of the substrate via POM bonds in which M represents a metal element of the substrate.
• the organophosphorus derivatives can be attached to a very large number of metal oxides such as iron oxide, titanium dioxide, chromium oxide, etc. Only MOP bonds are involved during grafting on the substrate. These bonds are more stable than the MO-Si bonds created with an organosilane coupling agent (state of the art: prior art search).
• the invention also relates to a modified inorganic substrate obtained by the process.
• the substrate has a surface to which are bonded organophosphorus groups which may have one or more organic substituents at the origin of the properties provided to the substrate.
• the field of cosmetics employs a large number of inorganic pigments.
• this sector seeks to give these pigments a hydrophobic character.
• the carbon chain of phosphonic acids of formula R-PO (OH) 2 confers the desired hydrophobic character.
• the hydrophobic nature in other words the effectiveness of the grafting, has been qualified thanks to hydrophobicity and dispersion tests in the oil.
• the pigments used in cosmetics which require hydrophobic surface functionalization are polar in nature. Once functionalized, they become apolar and therefore have an affinity with fatty substances (also apolar). In contrast, there is a repulsion with polar binders such as water.
• the hydrophobicity test makes it possible to study the impregnation of the porous materials with water when they come into contact.
• 0.1 g of substrate functionalized on the surface of about 100 ml of osmosis water at 40 ° C and after having left the rest in an oven during 1 h at 40 ° C the passage or not of the functionalized substrate in the aqueous phase reflects its hydrophobic character.
• the oil dispersion test indicates the adsorption performance of oil in cosmetics.
• the reduction of the amount of oil incorporated to obtain the complete wetting of the functionalized substrate with respect to that required for an untreated substrate reveals its hydrophobicity.
• 2 g of substrate, previously deposited in a watch glass are mixed with a spatula for 3 to 4 minutes to the oil deposited dropwise with a burette.
• the diffuse reflection UV / visible spectrophotometry then makes it possible to verify that the grafting process did not alter the color of the pigment intrinsically.
• hydrophilic character of the pigments Another example of properties of interest to the cosmetics sector is the hydrophilic character of the pigments.
• the studies carried out show that the pigments treated with a coupling agent such as (2- ⁇ 2- [2- (2-hydroxyethoxy) -ethoxy] -ethoxy ⁇ -ethyl) phosphonic acid have a hydrophilic character.
• Example 6 Example of embodiment
• Example 7 Organic Pigments
• the organic pigments are mainly lacquers.
• True pigments are pigments that precipitate by forming an insoluble organic structure.
• Inks are obtained by precipitation of a water-soluble dye as metal salts.
• Lacquers are obtained by absorption of a water-soluble dye in an insoluble inorganic substrate.
• the principle of this process is grafting by contacting the coupling agent and the pigments (substrates).
• the pigments thus treated may be organic or inorganic (or composites). This process also makes it possible to treat the excipients and effect pigments.
• Step 1
• the solution is prepared by mixing a coupling agent with a chosen solvent.
• the emulsion is then completely sprayed on the pigments to be treated.
• the mass percentage of the coupling agent in solution varies as a function of the mass ratio of the couple (Coupling agent / Pigment to be treated). It is generally considered sufficient from 3%.
• the choice of the solvent H 2 0, ethanol (EtOH) or H 2 0 mixture / EtOH also varies depending on the Coupling Agent / Pigment pair. Conventional organic solvents can also be used, but current environmental considerations tend to diminish their use.
• the final mixture is heated to a temperature between 40 ° C and 80 ° C.

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