WO2011016140A1 - Pigment composite et procédé de préparation de celui-ci - Google Patents

Pigment composite et procédé de préparation de celui-ci Download PDF

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Publication number
WO2011016140A1
WO2011016140A1 PCT/JP2009/064088 JP2009064088W WO2011016140A1 WO 2011016140 A1 WO2011016140 A1 WO 2011016140A1 JP 2009064088 W JP2009064088 W JP 2009064088W WO 2011016140 A1 WO2011016140 A1 WO 2011016140A1
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WIPO (PCT)
Prior art keywords
derivatives
composite pigment
pigment according
filter
substrates
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PCT/JP2009/064088
Other languages
English (en)
Inventor
Takahiro Suzuki
Shinichi Matsufuji
Takehiko Kasai
Original Assignee
L'oreal
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Publication date
Application filed by L'oreal filed Critical L'oreal
Priority to JP2012506023A priority Critical patent/JP6231275B2/ja
Priority to PCT/JP2009/064088 priority patent/WO2011016140A1/fr
Publication of WO2011016140A1 publication Critical patent/WO2011016140A1/fr

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    • 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
    • C09C1/0081—Composite particulate pigments or fillers, i.e. containing at least two solid phases, except those consisting of coated particles of one compound
    • 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
    • A61K8/26—Aluminium; 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • A61K8/8111—Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
    • 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
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • 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
    • C09C1/0081—Composite particulate pigments or fillers, i.e. containing at least two solid phases, except those consisting of coated particles of one compound
    • C09C1/0084—Composite particulate pigments or fillers, i.e. containing at least two solid phases, except those consisting of coated particles of one compound containing titanium dioxide
    • 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
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/40—Compounds of aluminium
    • C09C1/405—Compounds of aluminium containing combined silica, e.g. mica
    • 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
    • C09C1/40—Compounds of aluminium
    • C09C1/42—Clays
    • 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
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2002/00—Crystal-structural characteristics
    • C01P2002/80—Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70
    • C01P2002/84—Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70 by UV- or VIS- data
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/01—Particle morphology depicted by an image
    • C01P2004/03—Particle morphology depicted by an image obtained by SEM
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/20—Particle morphology extending in two dimensions, e.g. plate-like
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/60—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
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/60—Optical properties, e.g. expressed in CIELAB-values
    • C01P2006/62—L* (lightness axis)
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/60—Optical properties, e.g. expressed in CIELAB-values
    • C01P2006/63—Optical properties, e.g. expressed in CIELAB-values a* (red-green axis)
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/60—Optical properties, e.g. expressed in CIELAB-values
    • C01P2006/64—Optical properties, e.g. expressed in CIELAB-values b* (yellow-blue axis)

Definitions

  • the present invention relates to a composite pigment comprising a plurality of substrates each of which is in the form of a plate, UV filter (s) and optionally coloring pigment (s), as well as a method for preparing the composite pigment.
  • UV filters in order to shield UV rays.
  • skin cosmetics commonly include UV filters such as fine particles of Ti ⁇ 2 for protecting the skin from UV rays together with other components such as extender pigments, e.g., talc, mica and kaolin.
  • fine particles of TiO 2 have a high friction coefficient such that they do not easily spread on the skin, so that an unpleasant feeling on use is given to the skin.
  • solid fine particles such as TiO 2 fine particles can easily aggregate and have poor dispersibility . Therefore, it is often difficult to uniformly disperse them in the form of primary particles in cosmetics. Therefore, the UV filtering property of the cosmetics including UV filtering fine particles is difficult to be enhanced.
  • JP-A-H05-214257, JP-A-H05-230394 and JP-A-H09-99246 disclose composite pigments comprising a single plate core particle and fine particles of UV filter (s) covering the single plate core particle.
  • these composite pigments have a poor feeling on use, and there are some risks that fine particles of UV filter (s) may detach from the composite pigments to penetrate into the skin via pores on the skin, which may give adverse effects to the skin because the barrier property of the skin is not strong in pores, and that UV filter (s) when it or they irritate can easily contact with the skin, which may also give adverse effects to the skin.
  • an objective of the present invention is to provide a novel composite pigment which can provide a better feeling on use and a better UV filtering effect with reduced risks of fine particles of UV filter (s) penetrating into the skin via pores on the skin, and of UV filter (s) when it or they irritate easily contacting the skin to affect the skin.
  • a composite pigment comprising a stacking of at least two plate-like substrates and at least one UV filter material located at least in part between the at least two plate-like substrates.
  • the plate-like substrate has an aspect ratio of at least 5, and that the plate-like substrate has a length ranging from 0.3 ⁇ m to 30 ⁇ m.
  • the at least one UV filter material is in the form of a layer having a thickness of 0.03 ⁇ m to 10 ⁇ m.
  • the composite pigment according to the present invention may have a thickness of 0.2 ⁇ m to 25 ⁇ m.
  • the plate-like substrate may comprise at least one inorganic material and/or at least one organic material.
  • the inorganic material may be selected from the group consisting of natural mica, synthetic mica, sericite, kaolin, talc, clay mineral, hydrotalcite, boron nitride, calcium carbonate, barium sulfate, titanium oxide, hydroxyapatite, silica, silicate, zinc oxide, magnesium sulfate, magnesium carbonate, magnesium trisilicate, aluminum oxide, aluminum silicate, calcium silicate, calcium phosphate, magnesium oxide, bismuth oxychloride, glass flake, and mixtures thereof.
  • the organic material may be selected from the group consisting of (meth) acrylates , polyamides, silicones,
  • polyurethanes polyethylenes, polypropylenes, polystyrenes,
  • polyhydroxyalkanoates polycaprolactams, poly (butylene) succinates, polysaccharides, polypeptides, polyvinyl alcohols, polyvinyl resins, fluoropolymers, wax, amidosulfonic acid polyvalent metal salts, acylated amino acids, and mixtures thereof.
  • the UV filter material may be organic or inorganic.
  • the UV filter material may comprise an organic filter selected from the group consisting of anthranilic derivatives; dibenzoylmethane
  • benzalmalonate derivatives benzimidazole derivatives; imidazoline derivatives; bis-benzoazolyl derivatives; p-aminobenzoic acid
  • methylenebis (hydroxyphenylbenzotriazole) derivatives hydroxyphenylbenzotriazole derivatives
  • benzoxazole derivatives screening polymers and screening silicones
  • dimers derived from ⁇ -alkylstyrene; 4, 4-diarylbutadienes octocrylene and derivatives thereof, guaiazulene and derivatives thereof, rutin and derivatives thereof, flavonoids, biflavonoids, oryzanol and derivatives thereof, quinic acid and derivatives thereof, phenols, retinol, cysteine, aromatic amino acid, peptides having an
  • the UV filter material may comprise an inorganic UV filter selected from the group consisting of silicon carbide, metal oxides which may or may not be coated, and mixtures thereof.
  • the weight ratio of said substrates to the at least one UV filter material may be 100:1 to 100:500.
  • the composite pigment according to the present invention may further comprise at least one coloring pigment.
  • the composite pigment according to the present invention can be prepared by a method comprising a step of subjecting a plurality of plate-like substrates, at least one UV filter, and optionally a coloring pigment, to a hybridizer process.
  • the composite pigment according to the present invention can be contained in a cosmetic composition.
  • Fig. 1 shows SEM images of a composite pigment including a
  • Fig. 1 (a) shows an outer appearance of the composite pigment
  • Fig. l(b) shows a cross sectional view of the composite pigment.
  • the new composite pigment according to the present invention comprises a stacking of at least two plate-like substrates and at least one UV filter material located at least in part between the at least two plate-like substrates.
  • a part of the UV filter (s) may also be present on the outer surface of the stacking of the substrates.
  • the stacking of the substrates can function as a core of the composite pigment .
  • the composite pigment according to the present invention can have a thickness of 0.2 ⁇ m to 25 ⁇ m, preferably 0.4 ⁇ m to 20 ⁇ m, more preferably 0.4 ⁇ m to 15 ⁇ m.
  • the composite pigment according to the present invention includes a stacking of plate-like substrates, the composite pigment is not in the exact form of a plate but has a shape with roundness such as a bulge or a spindle. Therefore, the feeling on use will be improved as compared to a composite pigment which is in the form of a plate in which a single core plate is covered by UV filter (s), which would function as a sandpaper to give a bad feeling on use to the skin.
  • UV filter s
  • the UV filter (s) if a part of the UV filter (s) is present on the outer surface of a stacking of the plate-like substrates, a part of the better feeling on use of the composite pigment according to the present invention can be attributed to the fact that the UV filter (s) is/are firmly fixed on the stacking. Therefore, it is possible to reduce free UV filter (s) which have a high friction coefficient such that they do not easily spread on the skin, so that an unpleasant feeling on use is given to the skin.
  • the UV filter (s) can be spread and fixed on the surface of the stacking of the plate-like substrates, the UV filter (s) cannot aggregate but disperse in the form of primary- particles on that surface. Therefore, the UV filtering effects of the UV filter (s) can be enhanced.
  • the sandwiched UV filter material cannot directly contact with the skin. Therefore, the UV filter material between the substrates cannot penetrate into the skin via pores on the skin. In particular, if the UV filter irritates, a large amount of the UV filter cannot directly contact with the skin, because a part of the UV filter is captured between the substrates. Accordingly, the composite pigment according to the present invention is safer than a conventional composite pigment in which a single plate core is covered by UV filter (S) .
  • the substrate to be used for the present invention has a shape of a plate. As long as the substrate is in the form of a plate, any substrate can be used. It is preferable that the substrate has an aspect ratio of at least 5, preferably more than 10, more
  • the plate-like substrate preferably has a length ranging from 0.3 ⁇ m to 30 ⁇ m, preferably 0.5 ⁇ m to 20 ⁇ m, more preferably 1 ⁇ m to 10 ⁇ m, and more preferably 2 ⁇ m to 5 ⁇ m.
  • the dimensions mentioned above are obtained by calculating the mean of the dimensions of one hundred substrates chosen on an image obtained with a scanning electron microscope.
  • the stacking of the substrates may be formed by aggregation of a plurality of plate-like plates which are randomly oriented.
  • the plate-like substrates are orderly oriented, and layered or piled at least in part,
  • the material of the substrate is not limited.
  • the material can be at least one inorganic material and/or at least one organic
  • the inorganic material can be selected from the group consisting of natural mica, synthetic mica, sericite, kaolin, talc, clay mineral, hydrotalcite, boron nitride, calcium carbonate, barium sulfate, titanium oxide, hydroxyapatite, silica, silicate, zinc oxide, magnesium sulfate, magnesium carbonate, magnesium trisilicate, aluminum oxide, aluminum silicate, calcium silicate, calcium phosphate, magnesium oxide, bismuth oxychloride, glass flake, and mixtures thereof.
  • natural mica synthetic mica, sericite, kaolin, talc, clay mineral, hydrotalcite, boron nitride, calcium carbonate, barium sulfate, titanium oxide, hydroxyapatite, silica, silicate, zinc oxide, magnesium sulfate, magnesium carbonate, magnesium trisilicate, aluminum oxide, aluminum silicate, calcium silicate, calcium phosphate, magnesium oxide, bismuth oxychloride, glass flake, and mixtures thereof
  • the organic material can be selected from the group consisting of (meth) acrylates, polyamides, silicones,
  • polyurethanes polyethylenes, polypropylenes, polystyrenes,
  • polyhydroxyalkanoates polycaprolactams, .
  • poly (butylene) succinates polysaccharides, polypeptides, polyvinyl alcohols, polyvinyl resins, fluoropolymers, wax, amidosulfonic acid polyvalent metal salts, acylated amino acids, and mixtures thereof.
  • fluoropolymers for example, PTFE may be used.
  • amidosulfonic acid polyvalent metal salts for example, N- lauroyltaurine calcium may be used.
  • acylated amino acids lauroyllysine may be used.
  • polyamides such as
  • Nylon® polyhydroxyalkanoates such as polylactic acids
  • the substrate may or may not be coated. It is more preferable that the substrate is coated.
  • the material of a coating of the substrate is not limited, but an organic material such as an amino acid, an N-acylamino acid, an amido, a silicone and a modified silicone, is preferable.
  • an organic material such as an amino acid, an N-acylamino acid, an amido, a silicone and a modified silicone.
  • the organic material mention may be made of lauroyllysine and acryl-modified silicone.
  • the stacking of the plate-like substrates may be at least
  • the outer surface of a stacking of the plate-like substrates is covered with one or more coating layers.
  • 10% or more of .the outer surface is covered by the coating layer (s). More preferably, 50% or more of the outer surface is covered by the coating layer(s). More preferably, 80% or more of the outer surface is covered by the coating layer (s). Most preferably, the entire outer surface of a stacking of the plate-like substrates is covered by the coating layer(s).
  • the thickness of the coating layer may vary depending on several factors such as the size of the plate-like substrate. Typically, the thickness of the coating layer may range from 0.001 ⁇ m to 20 ⁇ m, preferably 0.01 ⁇ m to 15 ⁇ m, and more preferably from 0.03 ⁇ m to 10 ⁇ m, and more preferably from 0.1 ⁇ m to 5 ⁇ m.
  • the coating layer may comprise, other than the UV filter (s), any additional material (s) such as a coloring pigment and a binder, preferably a non-liquid binder.
  • the additional material (s) may be present in an amount ranging from 1 to 50 wt% relative to the total weight of the UV filter (s) and the additional material (s). However, it is preferable that the coating layer (s) consist (s) of the UV filter(s) .
  • the composite pigment according to the present invention includes at least one UV filter at least in part between the plate-like substrates. Furthermore, as described above, the composite pigment according to the present invention may have at least one coating layer, which may comprise at least one UV filter, covering a stacking of the plate-like substrates.
  • the UV filter (s) between the plate-like substrates and the UV filter (s) in the coating layer (s) may be the same or different, preferably the same.
  • the UV filter used for the present invention may be active in the UV-A and/or UV-B region.
  • the UV filter may be hydrophilic and/or lipophilic and/or properly insoluble in solvents commonly used in cosmetics .
  • the UV filter may be in the form of a liquid or a solid such as a particle. If the UV filter is in the form of a solid particle, it is preferable that the UV filter is a fine particle such that the primary particle diameter thereof ranges from 1 nm to 5 ⁇ m, preferably 10 nm to 1 ⁇ m, more preferably 10 nm to 100 nm, and more preferably 10 nm to 20 nm.
  • the composite pigment according to the present invention has an effect that it can provide not a white appearance but a transparent or clear appearance, because the fine particles do not aggregate but spread in and on the substrates. It should be noted that free fine particles of UV filter (s) easily aggregate to give a white appearance to the skin.
  • the material of the UV filter (s) is not limited.
  • the UV filter may be organic or inorganic. If two or more UV filters are used, the material (s) of the UV filters may be the same as or different from each other.
  • the organic UV filter may be selected from the group consisting of anthranilic derivatives; dibenzoylmethane derivatives; cinnamic derivatives; salicylic derivatives; camphor derivatives;
  • derivatives thereof methylenebis (hydroxyphenylbenzotriazole) derivatives; benzoxazole derivatives; screening polymers and screening silicones; dimers derived from ⁇ -alkylstyrene; 4,4- diarylbutadienes; octocrylene and derivatives thereof, guaiazulene and derivatives thereof, rutin and derivatives thereof, flavonoids, biflavonoids, oryzanol and derivatives thereof, quinic acid and derivatives thereof, phenols, retinol, cysteine, aromatic amino acid, peptides having an aromatic amino acid residue, and mixtures thereof.
  • Anthranilic derivatives Menthyl anthranilate, marketed under the trademark "Neo Heliopan MA” by Haarmann and Reimer.
  • Dibenzoylmethane derivatives Butyl methoxydibenzoylmethane, marketed in particular under the trademark "Parsol 1789" by
  • Cinnamic derivatives Ethylhexyl methoxycinnamate, marketed in particular under the trademark "Parsol MCX” by Hoffmann-LaRoche; Isopropyl methoxycinnamate; Isopropoxy methoxycinnamate; Isoamyl methoxycinnamate, marketed under the trademark "Neo Heliopan E 1000" by Haarmann and Reimer; Cinoxate (2-ethoxyethyl-4-methoxy cinnamate) ; DEA Methoxycinnamate; Diisopropyl methylcinnamate; and Glyceryl ethylhexanoate dimethoxycinnamate.
  • Salicylic derivatives Homosalate (homomentyl salicylate),
  • Camphor derivatives in particular, benzylidenecamphor
  • Benzophenone derivatives Benzophenone-1 (2,4- dihydroxybenzophenone) , marketed under the trademark "Uvinul 400" by BASF; Benzo ⁇ henone-2 (Tetrahydroxybenzophenone) , marketed under the trademark “Uvinul D50” by BASF; Benzophenone-3 (2-hydroxy-4- methoxybenzophenone) or Oxybenzone, marketed under the trademark "Uvinul M40" by BASF; Benzophenone-4 (Hydroxymethoxy benzophonene sulfonic acid) , marketed under the trademark "Uvinul MS40" by
  • Helisorb 11 marketed under the trademark "Helisorb 11" by Norquay;
  • Benzophenone-8 marketed under the trademark "Spectra-Sorb UV-24” by American Cyanamid
  • Benzophenone-9 (Disodium dihydroxy dimethoxy benzophenonedisulfonate) , marketed under the trademark “Uvinul DS- 49” by BASF
  • Benzophenone-12 and n-Hexyl 2- (4-diethylamino-2- hydroxybenzoyl ) benzoate .
  • Etocrylene marketed in particular under the trademark "Uvinul N35” by BASF.
  • Triazine Derivatives Bis-Ethylhexyloxyphenol methoxyphenyl
  • triazine marketed under the trademark "Tinosorb S” by Ciba-Geigy
  • Ethylhexyl triazone marketed in particular under the trademark “Uvinul T150” by BASF
  • Diethylhexyl butamido triazone marketed under the trademark “ ⁇ vasorb HEB” by Sigma 3V
  • Benzotriazole derivatives in particular, phenylbenzotriazole derivatives: Drometrizole trisiloxane, marketed under the
  • Benzalmalonate derivatives Dineopentyl 4 ' -methoxybenzalmalonate, and Polyorganosiloxane comprising benzalmalonate functional groups, such as Polysilicone-15, marketed under the trademark "Parsol SLX” by Hoffmann-LaRoche .
  • Benzimidazole derivatives in particular, phenylbenzimidazole derivatives: Phenylbenzimidazole sulfonic acid, marketed in
  • Disodium Phenyl Dibenzimidazole tetrasulfonate marketed under the trademark "Neo Heliopan AP” by Haarmann and Reimer.
  • Dioxoimidazoline propionate Dioxoimidazoline propionate.
  • bis-Benzoazolyl derivatives The derivatives as described in EP- 669,323 and U.S. Pat. No. 2,463,264. para-Aminobenzoic acid and derivatives thereof: PABA (p- Aminobenzoic acid) , Ethyl PABA, Ethyl dihydroxypropyl PABA,
  • Penthyl dimethyl PABA Ethylhexyl dimethyl PABA, marketed in particular under the trademark “Escalol 507” by ISP, Glyceryl PABA, and PEG-25 PABA, marketed under the trademark " ⁇ vinul P25” by BASF.
  • Methylenebis (hydroxyphenylbenzotriazole) derivatives Methylene bis-benzotriazolyl tetramethylbutylphenol, marketed in the solid form under the trademark "Mixxim BB/100” by Fairmount Chemical or in the micronized form in aqueous dispersion under the trademark "Tinosorb M” by Ciba Specialty Chemicals, and the derivatives as described in U.S. Pat. Nos . 5,237,071, 5,166,355, GB-2, 303, 549, DE-197,26,184 and EP-893,119.
  • Benzoxazole derivatives 2, 4-bis [5-1 (dimethylpropyl)benzoxazol-2- yl- ( 4-phenyl) imino] -6- (2-ethylhexyl) imino-1, 3, 5-triazine, marketed under the trademark of Uvasorb K2A by Sigma 3V.
  • Dimers derived from ⁇ -alkylstyrene The dimers described in DE- 19855649.
  • Octocrylene and derivatives thereof Octocrylene.
  • Quaiazulene and derivatives thereof Guaiazulene, and Sodium
  • Rutin and derivatives thereof Rutin, and Glucosylrutin.
  • Flavonoids Robustin (isoflavonoid) , Genistein (flavonoid),
  • Biflavonoids Lanceolatin A, Lanceolatin B, and Hypnumbiflavonoid A. Oryzanol and derivatives thereof: r-oryzanol. Quinic acid and derivatives thereof: Quinic acid. Phenols: Phenol. Retinols: Retinol. Cysteines: L-Cysteine.
  • Peptides having an aromatic amino acid residue Peptides having tryptophan, tyrosine or phenylalanine.
  • the preferred organic UV screening agents are selected from:
  • Ethylhexyl methoxycinnamate Homosalate, Ethylhexyl salicylate, Octocrylene, Phenylbenzimidazole sulfonic acid, Benzophenone-3, Benzophenone-4, Benzophenone-5, n-Hexyl 2- (4-diethylamino-2- hydroxybenzoyl) benzoate, 4-Methylbenzylidene camphor,
  • Dibenzimidazole Tetrasulfonate Ethylhexyl triazone, bis- Ethylhexyloxyphenol Methoxyphenyl triazine, Diethylhexyl butamido triazone, 2 , 4, 6-tris (dineopentyl 4 ' -aminobenzalmalonate) -s- triazine, 2,4, 6-tris (diisobutyl 4 ' -aminobenzalmalonate) -s-triazine, 2, 4, 6-Tris (biphenyl-4-yl) -1, 3, 5-triazine, 2, 4, 6-Tris (terphenyl) - 1, 3, 5-triazine, Methylene bis-benzotriazolyl
  • More preferable organic UV filters are Ethylhexyl methoxycinnamate, Drometrizole trisiloxane, and mixtures thereof.
  • the inorganic UV filter may be selected from the group consisting of silicon carbide, metal oxides which may or may not be coated, and mixtures thereof.
  • the inorganic UV filters are selected from pigments (mean size of the primary particles: generally from 5 nm and 100 nm, preferably from 10 nr ⁇ and 50 nm) formed of metal oxides which may or may not be coated, such as, for example, pigments formed of titanium oxide (amorphous or crystalline in the rutile and/or anatase form) , iron oxide, zinc oxide, zirconium oxide or cerium oxide, which are all UV photoprotective agents well known per se.
  • pigments mean size of the primary particles: generally from 5 nm and 100 nm, preferably from 10 nr ⁇ and 50 nm
  • metal oxides which may or may not be coated
  • iron oxide zinc oxide
  • zirconium oxide or cerium oxide which are all UV photoprotective agents well known per se.
  • the pigments may or may not be coated.
  • the coated pigments are pigments which have been subjected to one or more surface
  • the silicones are organosilicon polymers or oligomers comprising a linear or cyclic and branched or
  • crosslinked structure of variable molecular weight, obtained by polymerization and/or polycondensation of suitable functional silanes and essentially composed of a repetition of main units in which the silicon atoms are connected to one another via oxygen atoms (siloxane bond) , optionally substituted hydrocarbon radicals being connected directly to the said silicon atoms via a carbon atom.
  • silanes also encompasses the silanes necessary for their preparation, in particular alkylsilanes .
  • the silicones used for the coating of the pigments suitable for the present invention are preferably selected from the group consisting of alkylsilanes, polydialkylsiloxanes and
  • the silicones are selected from the group consisting of octyltrimethylsilane, polydimethylsiloxanes and polymethylhydrosiloxanes .
  • the pigments formed of metal oxides may, before their treatment with silicones, have been treated with other surfacing agents, in particular with cerium oxide, alumina, silica, aluminum compounds, silicon compounds or their mixtures.
  • coated pigments are more particularly titanium oxides coated: with silica, such as the product "Sunveil" from Ikeda,
  • Tayca "Tioveil” from Tioxide and “Mirasun TiW 60" from Rhodia, with alumina, such as the products “Tipaque TTO-55 (B) " and
  • TTO-55 (A) from Ishihara and "UVT 14/4" from Kemira, with alumina and with aluminum stearate, such as the product
  • silica with silica, with alumina and with alginic acid, such as the product "MT-100 AQ" from Tayca,
  • silica with silica, with alumina and with aluminum stearate and treated with a silicone, such as the product "STT-30-DS” from Titan Kogyo, with silica and treated with a silicone, such as the product "UV-
  • Titan X 195" from Kemira Titan X 195" from Kemira
  • Silices TiO 2 treated with a polydimethylsiloxane and for which the mean size of the individual particles is 21 nm, such as that marketed under the trademark "70250 Cardre UF TiO2Sl3" by Cardre, anatase/rutile TiO 2 treated with a polydimethylhydrosiloxane and for which the mean size of the individual particles is 25 nm, such as that marketed under the trademark "Microtitanium Dioxide USP Grade Hydrophobic" by Color Techniques.
  • the uncoated titanium oxide pigments are, for example, marketed by Tayca under the trademarks "Microtitanium Dioxide MT500B" or
  • the uncoated zinc oxide pigments are, for example:
  • coated zinc oxide pigments are, for example:
  • Nanophase Technologies (as a 40% dispersion in Finsolv TN, C 12 -Ci S alkyl benzoate) ;
  • Daitopersion Zn-50 by Daito (dispersions in oxyethylenated polydimethylsiloxane/cyclopolymethylsiloxane comprising 30% or 50% of zinc nanooxides coated with silica and
  • polymethylhydrosiloxane polymethylhydrosiloxane
  • those marketed under the trademark "NFD Ultrafine ZnO” by Daikin ZnO coated with phosphate of perfluoroalkyl and copolymer based on perfluoroalkylethyl as a dispersion in cyclopentasiloxane
  • those marketed under the trademark "SPD-Zl” by Shin-Etsu ZnO coated with silicone-grafted acrylic polymer dispersed in
  • the uncoated cerium oxide pigments are marketed, for example, under the trademark "Colloidal Cerium Oxide” by Rhone-Poulenc.
  • the uncoated iron oxide pigments are, for example, marketed by Arnaud under the trademarks "Nanogard WCD 2002 (FE 45B)",
  • the coated iron oxide pigments are, for example, marketed by Arnaud under the trademarks "Nanogard WCD 2008 (FE 45B FN)", “Nanogard WCD 2009 (FE 45B 556)", “Nanogard FE 45 BL 345" or “Nanogard FE 45 BL” or by BASF under the trademark “Oxyde de fer transparent” .
  • titanium dioxide and of cerium dioxide including the mixture of equal weights of titanium dioxide coated with silica and of cerium dioxide coated with silica marketed by Ikeda under the trademark "Sunveil A", and also the mixture of titanium dioxide and of zinc dioxide coated with alumina, with silica and with silicone, such as the product "M 261” marketed by Kemira, or coated with alumina, with silica and with glycerol, such as the product "M 211" marketed by Kemira.
  • the coated pigments are preferable because the coating may
  • titanium oxide coated with aluminum stearate such as the product "MT-100 TV" from Tayca is preferable.
  • the UV filter (s) may be used in the composite pigment according to the present invention in proportions such that the weight ratio of the substrates to the UV filter (s) is 100:1 to 100:500, preferably 100:5 to 100:400, more preferably 100:10 to 100:200, more
  • the composite pigment according to the present invention may comprise at least one coloring pigment, preferably in the coating layer covering a stack of the plate-like substrates.
  • coloring pigment (s) should be understood as meaning white or colored, inorganic or organic particle (s) of any shape which are insoluble and are intended to color the composition.
  • coloring pigments do not aggregate but spread in and/or on the substrates. It should be noted that free coloring pigments easily aggregate to give a dark appearance with low chroma to the skin.
  • the pigments can be white or colored, inorganic and/or organic.
  • chromium hydrate and ferric blue or metal powders, such as
  • the pigments can also be chosen from nanopigments formed of metal oxides, such as titanium dioxide, zinc oxide, iron oxide, zirconium oxide, and cerium oxide, and mixtures thereof.
  • nanopigments is understood to mean pigments having a mean particle size ranging from 1 nm to 500 nm, such as particle sizes ranging from 10 nm to 100 nm.
  • Red 202 Calcium bis [2- (3-carboxy-2- hydroxynephthylazo) -5-methylbenzenesulfonate
  • D&C type a pigment that may be used
  • Red 202 Calcium bis [2- (3-carboxy-2- hydroxynephthylazo) -5-methylbenzenesulfonate
  • the coloring pigment is chosen from titanium dioxide, zirconium oxide, cerium oxide, zinc oxide, iron oxide, chromium oxide, manganese violet, ultramarine blue, chromium hydrate, ferric blue, aluminum powder, copper powder, carbon black,
  • pigments of D&C type lakes, pearlescent pigments, and mixtures thereof.
  • pearlescent pigments should be understood as meaning iridescent particles of any shape, such as particles produced by certain shellfish in their shells or else synthesized.
  • the pearlescent agents can be chosen from white pearlescent agents, such as mica covered with titanium dioxide or with bismuth
  • colored pearlescent agents such as titanium oxide- coated mica covered with iron oxide, titanium oxide-coated mica covered with ferric blue or chromium oxide, or titanium oxide- coated mica covered with an organic pigment of the abovementioned type; and pearlescent agents based on bismuth oxychloride.
  • the coloring pigment (s) may be used in the composite pigment according to the present invention in proportions such that the weight ratio of the substrates to the coloring pigment (s) is 100:1 to 100:500, preferably 100:5 to 100:400, more preferably 100:10 to 100:200, more preferably 100:10 to 100:100, more preferably 100:10 to 100:50, and more preferably 100:10 to 100:30.
  • the composite pigment according to the present invention can be prepared by subjecting a plurality of substrates each of which is in the form of a plate, UV filter (s), and optionally additional material (s) such as coloring pigment (s) to a hybridizer process.
  • the hybridizer process was developed in the 1980s.
  • the hybridizer process is a class of mechanochemical fusion processes in which strong mechanical power is applied to a plurality of particles to cause a mechanochemical reaction to form a composite particle.
  • the mechanical power is imparted by a high speed rotor which can have a diameter from 10 cm to 1 m, and can rotate at a speed of 1,000 rpm to 100,000 rpm. Therefore, the hybridizer process can be defined as a
  • hybridizer process is performed in air or under dry conditions. Thus, due to the high speed rotation of the rotor, high speed air flow may be generated near the rotor. However, some liquid materials may be subjected to the hybridizer process together with solid materials.
  • hybridizer process has been used as a technical term.
  • the hybridizer process can be performed by using a hybridization system marketed by, for example, Nara Machinery in Japan, in which at least two types of particles, typically core particles and fine particles, are fed into a hybridizer equipped with a high speed rotor having a plurality of blades in a chamber under dry
  • the particles are dispersed in the chamber and mechanical and thermal energy (e.g., compression, friction and shear stress) are imparted to the particles for a relatively short period of time such as 1 to 10 minutes, preferably 1 to 5 minutes.
  • mechanical and thermal energy e.g., compression, friction and shear stress
  • one type of particles e.g., fine particles
  • the other type of particles e.g., core particles
  • electrostatic treatment s
  • the hybridizer process can also be performed by using a theta composer marketed by Tokuju Corporation in Japan.
  • a plurality of plate-like substrates and UV filter (s) as well as optionally additional material (s) such as coloring pigment (s) if necessary, can be fed into such a hybridizer to form a composite pigment.
  • hybridizer process can be performed by using a rotor rotating at about 8,000 rpm (100 m/sec) for about 5 minutes.
  • both UV filter (s) and coloring pigment (s) are used for the composite pigment according to the present invention, they can be used in proportions such that the weight ratio of the substrates to the UV filter (S) and coloring pigment (s) is 100:1 to 100:500, preferably 100:5 to 100:400, more preferably 100:10 to 100:200, more preferably 100:10 to 100:100, more preferably 100:10 to
  • the hybridizer process enables to provide a composite pigment in which at least one UV filter, and optionally at least one coloring pigment, is sandwiched by a plurality of plate-like substrates.
  • the UV filter is located at least in part between the plate-like substrates.
  • the hybridizer process can reduce the size of the plate- like substrate, a smoother feeling on use can be provided by the composite pigment prepared by the hybridizer process.
  • the hybridizer process can provide an ordered array (e.g., uniform coverage) of the UV filter (s) and optionally
  • coloring pigment (s) on a stack of plate-like substrates and strong bonding at the outer surface between the stack and a layer comprising the UV filter(s) and optionally coloring pigment(s).
  • hybridizer process is quite different from other processes using, for example, a beads mill and a jet mill.
  • a beads mill causes pulverization or aggregation of core particles
  • a jet mill causes pulverization of core particles and uniform coating of a core particle by fine particles
  • composite pigment by additional UV filter (s) and/or coloring material (s) may be performed.
  • the composite pigment according to the present invention may be coated with a further layer comprising UV filter (s) and/or coloring material (s) , preferably consisting of UV filter (s) and/or coloring material (s) .
  • the composite pigment as described above, can be present in the composition according to the present invention in an amount ranging from 0.01% to 99% by weight, preferably 0.1% to 50% by weight, and more preferably 1% to 30% by weight, relative to the total weight of the composition.
  • the composite pigment according to the present invention is the composite pigment according to the present invention.
  • compositions can be used in cosmetic compositions to be applied to keratin substances such as skin, hair, and nails, providing UV shielding effects, and optionally coloring effects, because the composite pigment can exhibit a good feel on use as well as good UV filtering effects possibly with a transparent or clear
  • the cosmetic composition according to the present invention may further comprise a filler and an oil.
  • filler should be understood as meaning colorless natural or synthetic particles of any shape which are insoluble in the medium of the composition, whatever the
  • the filler is different from the coloring pigment as described above.
  • the fillers may be inorganic or organic and of any shape (for instance, platelet, spherical, and oblong shapes) and with any crystallographic form (for example, sheet, cubic, hexagonal, orthorhombic, and the like) .
  • suitable additional fillers include, but are not limited to, talc; mica; silica;
  • kaolin kaolin
  • powders of polyamide such as Nylon®; poly- ⁇ -3-alanine powders; polyethylene powders; polyurethane powders, such as the powder formed of hexamethylene diisocyanate and trimethylol hexyllactone copolymer sold under the name Plastic Powder D-400 by Toshiki; the powders formed of tetrafluoroethylene polymers (Teflon®) ; lauroyllysine; starch; boron nitride; polymeric hollow microspheres, such as microspheres of poly (vinylidene
  • silsesquioxane powders for instance, silsesquioxane powders (for instance, silsesquioxane powders (for instance, silsesquioxane powders (for instance, silsesquioxane powders (for instance, silsesquioxane powders (for instance, silsesquioxane powders (for instance, silsesquioxane powders (for instance, silsesquioxane powders (for instance,
  • magnesium carbonate hydroxyapatite; hollow silica microspheres; glass microcapsules; ceramic microcapsules; metal soaps derived from organic carboxylic acids comprising from 8 to 22 carbon atoms, for example, from 12 to 18 carbon atoms, such as zinc stearate, magnesium stearate, lithium stearate, zinc laurate, and magnesium myristate; barium sulphate; and mixtures thereof.
  • organic carboxylic acids comprising from 8 to 22 carbon atoms, for example, from 12 to 18 carbon atoms, such as zinc stearate, magnesium stearate, lithium stearate, zinc laurate, and magnesium myristate; barium sulphate; and mixtures thereof.
  • the filler may be present in the composition in an amount ranging from 0.1% to 80% by weight, with respect to the total weight of the composition, for example, from 1% to 25% by weight, or from 3% to 15% by weight.
  • oil is understood to mean a fatty substance which is liquid at ambient temperature (25°C) .
  • oils which can be used in the composition of the invention for example, of hydrocarbon oils of animal origin, such as perhydrosqualene (or squalane) ; hydrocarbon oils of
  • Miglyol 810, 812 and 818 by Dynamit Nobel, or oils of vegetable origin, for example sunflower, maize, soybean, cucumber, grape seed, sesame, hazelnut, apricot,
  • silicone oils such as volatile or non-volatile polymethylsiloxanes (PDMSs) comprising a linear or cyclic silicone chain which are liquid or paste at ambient
  • fluorinated oils such as those which are partially hydrocarbon and/or silicone, for example those described in JP-A- 2-295912
  • ethers such as dicaprylyl ether (CTFA name)
  • esters such as benzoate C 12 -C 15 fatty alcohols (Finsolv TN from Finetex)
  • arylalkyl benzoate derivatives such as 2-phenylethyl benzoate (X- Tend 226 from ISP)
  • amidated oils such as isopropyl N- lauroylsarcosinate (Eldew SL-205 from Ajinomoto), and their- mixtures .
  • the oily phase can also comprise one or more fatty substances selected, for example, from fatty alcohols (cetyl alcohol, stearyl alcohol, cetearyl alcohol), fatty acids (stearic acid) or waxes (paraffin wax, polyethylene waxes, carnauba wax, beeswax) .
  • the oily phase can comprise lipophilic gelling agents, surfactants or also organic or inorganic particles.
  • the oily phase can preferably represent from 1 to 70% of oil by weight, with respect to the total weight of the composition.
  • composition according to the present invention may further comprise at least one additional conventional cosmetic ingredient which may be chosen, for example, from hydrophilic or lipophilic gelling and/or thickening agents, surfactants, antioxidants, fragrances, preservatives, neutralizing agents, sunscreens,
  • additional conventional cosmetic ingredient which may be chosen, for example, from hydrophilic or lipophilic gelling and/or thickening agents, surfactants, antioxidants, fragrances, preservatives, neutralizing agents, sunscreens,
  • microcirculation agents which act on energy metabolism of the cells, healing agents, and mixtures thereof.
  • the composition according to the present invention may be in various forms, for example, suspensions, dispersions, solutions, gels, emulsions, such as oil-in-water (O/W) , water-in-oil (W/0) , and multiple (e.g., W/O/W, polyol/O/W, and O/W/0) emulsions, creams, foams, sticks, dispersions of vesicles, for instance, of ionic and/or nonionic lipids, two-phase and multi-phase lotions, sprays, powders, and pastes.
  • the composition may be anhydrous, for example, it can be an anhydrous paste or stick.
  • the composition may also be a leave-in composition.
  • the composition according to the present invention may be in the form of an anhydrous composition such as a liquid or solid oily composition or a powdery
  • the composition according to the present invention may be in the form of, for example, a compact powder, a lotion, a serum, a milk, a cream, a base foundation, an undercoat, a make-up base coat, a foundation, a face powder, cheek rouge, a lipstick, a lip cream, an eye shadow, an eyeliner, a loose powder, a concealer, a nail coat, mascara, a sunscreen and the like.
  • Table 1 The components shown in Table 1 were subjected to a hybridizer process using a Hybridizer equipped with a high speed rotor having a plurality of blades in a chamber in dry conditions, marketed by Nara Machinery Co., Ltd. in Japan to obtain a composite pigment.
  • Hybridizer and the rotor was revolved at 8,000 rpm (100 m/s linear velocity) for 5 minutes.
  • the composite pigments thus obtained after the hybridizer process were labeled as Examples 1 to 4, respectively.
  • mice 2 * Synthetic mica coated with lauroyllysine
  • the change in the particle size before and after the hybridizer process was measured by a MASTERSIZER 2000 (Malvern Industries Ltd., UK).
  • the particle size before the hybridizer process corresponds to the particle size of a "mixture" in which UV filter (s) is/are spread to cover the core particle after the hand shaking.
  • Examples 1 to 4 can provide a
  • a Two Way Cake (TWC) foundation including any of Examples 1 to 4 or any of Comparative Examples 1 to 4 was prepared by mixing the components shown in Table 3.
  • Friction Coefficient was measured for the TWC foundation by use of a Tribomaster type TL201Sa (Trinity Lab., Inc., Japan).
  • TWC foundation 30 mg to 50 mg was deposited on a synthetic leather sheet fixed on the test stage of the Tribomaster by double faced tape.
  • a cubic aluminum probe with a 1 cm x 1 cm square head was also covered with the synthetic leather sheet and used for spreading the TWC foundation in a straight way for a distance of 2.0 cm at a speed of 1 cm/sec.
  • Return strokes were repeated 5 times and the MIU was averaged from the 10 sets of MIU data in each forward and backward. The measurement was repeated three times, and the obtained results were averaged.
  • composite pigments of Examples 1 to 4 have friction coefficients lower than those of the cosmetics comprising the mixtures of
  • cosmetics comprising the composite pigment according to the present invention can provide a smoother feeling on use than conventional cosmetics comprising a simple mixture of
  • UV/VIS spectrophotometer type V-550 JASCO, Japan
  • the TWC foundation was covered with another transparent plastic sheet for sandwiching the powder sample.
  • This test sheet was set in the V-550 sheet cell holder and the absorbance was measured from 260 nm to 400 nm.
  • the averaged absorbance by the powder sample of 0.6 mg/cm 2 in the ranges of 260 nm to 320 nm and 320 nm to 400 nm were used for the values of the absorbance of UVB and UVA, respectively.
  • the cosmetic comprising the composite pigment according to the present invention can provide a UV filtering effect which is equal to or better than that of conventional cosmetics comprising a simple mixture of components corresponding to the composite pigment. This can be attributed to good
  • the obtained composite pigment was observed by FIB (focused ion beam) -SEM before and after cutting the composite pigment by a Ga ion beam.
  • the SEM images of the composite pigment before and after the cutting are shown in Figure 1, as Figure 1 (a) and Figure l(b), respectively.
  • the composite pigment according to Example 5 includes a plurality of lauroyllysine plates as cores sandwiching a part of the UV filter (TiO 2 ) .
  • the composite pigment according to the present invention is no longer in the form of a plate, as shown in Figure 1, it can provide a better feeling on use on the skin, as compared to a conventional plate-like composite pigment.
  • Ca(b) CaC ⁇ 3 in the form of a block, Omyapure 35 LM-OG,
  • Red Red 202
  • a lipstick was prepared by mixing a base, the components of which are shown in Table 8, with the composite pigment according to Example 6 or the mixture according to Comparative Example 6 such that the coloring pigment (Red 202) corresponds to 0.1wt% of the lipstick, with a tricylinder roller at 90 0 C.
  • UVA and UVB Absorbance Determination Absorbance of UV waves of each lipstick was measured for the lipstick by use of a UV/VIS spectrophotometer type V-550 (JASCO, Japan) as follows.
  • 150 mg of the lipstick was poured on a 4 cm 2 square area on a transparent plastic sheet surrounded by double faced tapes attached onto the transparent plastic sheet.
  • the lipstick was covered with another transparent plastic sheet for sandwiching the paste sample to prepare a test sheet.
  • the averaged absorbance by the paste sample of 150mg/4cm 2 in the ranges of 260 nm to 320 nm and 320 nm to 400 nm were used for the values of the absorbance of UVB and UVA, respectively.
  • Tables 9 and 10 The results are shown in Tables 9 and 10.
  • cosmetics comprising the composite pigment according to the present invention can provide a better UV filtering effect which is even derived from a coloring pigment compared to
  • the cosmetic comprising the composite pigment

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Abstract

La présente invention concerne un pigment composite comprenant un pigment composite comprenant un empilement d’au moins deux substrats de type plaque et au moins un matériau de filtre UV situé au moins en partie entre les au moins deux substrats de type plaque. Le pigment composite peut être préparé par un procédé comprenant une étape consistant à soumettre une pluralité de substrats, au moins un filtre UV, et éventuellement un pigment colorant, à un processus d’hybrideur. Le pigment composite peut être avantageusement utilisé en tant que composant pour une composition cosmétique.
PCT/JP2009/064088 2009-08-04 2009-08-04 Pigment composite et procédé de préparation de celui-ci WO2011016140A1 (fr)

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Cited By (3)

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Publication number Priority date Publication date Assignee Title
US10842729B2 (en) 2017-09-13 2020-11-24 Living Proof, Inc. Color protectant compositions
US10987300B2 (en) 2017-09-13 2021-04-27 Living Proof, Inc. Long lasting cosmetic compositions
US11622929B2 (en) 2016-03-08 2023-04-11 Living Proof, Inc. Long lasting cosmetic compositions

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01143821A (ja) * 1987-11-30 1989-06-06 Shiseido Co Ltd 化粧料
WO1999011719A1 (fr) * 1997-09-02 1999-03-11 Basf Aktiengesellschaft Pigments cholesteriques multicouches
WO2006078176A1 (fr) * 2005-01-18 2006-07-27 Victoria Link Limited Silicate nano-structure, ses formes fonctionnalisees, sa preparation et ses utilisations

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2805227B2 (ja) * 1989-12-12 1998-09-30 株式会社コーセー 化粧料
JP3043903B2 (ja) * 1992-06-29 2000-05-22 ポーラ化成工業株式会社 粉体化粧料
JPH07149914A (ja) * 1993-12-02 1995-06-13 Kao Corp 複合樹脂粉末及びそれを含有する化粧料
JP2943056B2 (ja) * 1994-12-30 1999-08-30 ミキ アメリカ インコーポレイテド 粒状複合材料、その製造法および粒状複合材料を含む化粧品
JPH09143030A (ja) * 1995-11-21 1997-06-03 Sumitomo Chem Co Ltd 複合粉体の製造方法およびそれを用いてなる化粧料
JP3876521B2 (ja) * 1998-02-20 2007-01-31 堺化学工業株式会社 紫外線遮蔽性微粉体組成物とその用途
JP2000080021A (ja) * 1998-09-03 2000-03-21 Daito Kasei Kogyo Kk 化粧料用紫外線吸収性顔料および化粧料
JP2001220318A (ja) * 2000-02-07 2001-08-14 Sekisui Plastics Co Ltd 凝集顔料粒子及びそれを用いた化粧料
JP2001247790A (ja) * 2000-03-07 2001-09-11 Sekisui Plastics Co Ltd 異形形状を有する顔料凝集粒子、その製造方法及びそれを用いた化粧料
JP2003238349A (ja) * 2002-02-15 2003-08-27 Kose Corp ペースト状油性化粧料
JP2009155249A (ja) * 2007-12-26 2009-07-16 Fancl Corp 日焼け止め化粧料

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01143821A (ja) * 1987-11-30 1989-06-06 Shiseido Co Ltd 化粧料
WO1999011719A1 (fr) * 1997-09-02 1999-03-11 Basf Aktiengesellschaft Pigments cholesteriques multicouches
WO2006078176A1 (fr) * 2005-01-18 2006-07-27 Victoria Link Limited Silicate nano-structure, ses formes fonctionnalisees, sa preparation et ses utilisations

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
LIANG ET AL: "UV Protection Effectiveness of Plastic Particles Coated with Titanium Dioxide by Rotational Impact Blending", CHEMICAL ENGINEERING RESEARCH AND DESIGN, PART A, INSTITUTION OF CHEMICAL ENGINEERS, XX LNKD- DOI:10.1205/026387600527068, vol. 78, no. 1, 1 January 2000 (2000-01-01), pages 49 - 54, XP022535679, ISSN: 0263-8762 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11622929B2 (en) 2016-03-08 2023-04-11 Living Proof, Inc. Long lasting cosmetic compositions
US10842729B2 (en) 2017-09-13 2020-11-24 Living Proof, Inc. Color protectant compositions
US10987300B2 (en) 2017-09-13 2021-04-27 Living Proof, Inc. Long lasting cosmetic compositions
US11707426B2 (en) 2017-09-13 2023-07-25 Living Proof, Inc. Color protectant compositions

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