WO2001055262A1 - Nouveaux pigments et compositions les contenant - Google Patents

Nouveaux pigments et compositions les contenant Download PDF

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Publication number
WO2001055262A1
WO2001055262A1 PCT/IB2000/001617 IB0001617W WO0155262A1 WO 2001055262 A1 WO2001055262 A1 WO 2001055262A1 IB 0001617 W IB0001617 W IB 0001617W WO 0155262 A1 WO0155262 A1 WO 0155262A1
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Prior art keywords
vegetal
pigment
pigment according
powdered
substance
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PCT/IB2000/001617
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English (en)
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Carlo Ghisalberti
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Carlo Ghisalberti
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Priority to AU2000279411A priority Critical patent/AU2000279411A1/en
Publication of WO2001055262A1 publication Critical patent/WO2001055262A1/fr

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11Encapsulated compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9728Fungi, e.g. yeasts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9755Gymnosperms [Coniferophyta]
    • A61K8/9767Pinaceae [Pine family], e.g. pine or cedar
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9789Magnoliopsida [dicotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9794Liliopsida [monocotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B61/00Dyes of natural origin prepared from natural sources, e.g. vegetable sources
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B63/00Lakes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B63/00Lakes
    • C09B63/005Metal lakes of dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT 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
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/22Compounds of iron
    • C09C1/24Oxides of iron
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT 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
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/22Compounds of iron
    • C09C1/26Iron blues
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT 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
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/34Compounds of chromium
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT 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
    • C09C3/00Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/08Treatment with low-molecular-weight non-polymer organic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42Colour properties
    • A61K2800/43Pigments; Dyes
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00Particle morphology
    • C01P2004/60Particles characterised by their size
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00Particle morphology
    • C01P2004/80Particles consisting of a mixture of two or more inorganic phases
    • C01P2004/82Particles consisting of a mixture of two or more inorganic phases two phases having the same anion, e.g. both oxidic phases
    • C01P2004/84Particles consisting of a mixture of two or more inorganic phases two phases having the same anion, e.g. both oxidic phases one phase coated with the other
    • C01P2004/86Thin layer coatings, i.e. the coating thickness being less than 0.1 time the particle radius
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00Physical properties of inorganic compounds
    • C01P2006/60Optical properties, e.g. expressed in CIELAB-values
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00Physical properties of inorganic compounds
    • C01P2006/60Optical properties, e.g. expressed in CIELAB-values
    • C01P2006/65Chroma (C*)
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00Physical properties of inorganic compounds
    • C01P2006/60Optical properties, e.g. expressed in CIELAB-values
    • C01P2006/66Hue (H*)

Definitions

  • the present invention relates to new pigments comprising a white-colorless filler and a vegetal lake, optionally stabilized by synthetic UV-filters, more particularly the invention relates to iron-free pigments.
  • the present invention also relates to processes for the preparation of said pigments and eudermic cosmetic make-up compositions comprising said pigments.
  • inorganic pigments are the thermo- and photochemically stable iron oxides, available in main colors, whose proper combination with white pigments allow the formulation of any desired makeup formula.
  • inorganic pigments are chromium and manganese compounds, which are transition metal similar to iron thus bearing a multiplicity of oxidation levels.
  • the pigments intended for the make-up may be pigments coated by a poly- oligomeric film, such as in EP00340103 by a crosslinked polybet alanine and polyhydric alcohol, in WO09426711 by carbazol derivatives, in US6004541 by perfluoridated-derivatives, in US5989570 by a plasticizing oligomer plus a film- forming polymer, in US5968496 by an imidazolium derivative and a branched polyethylene glycol, in US5091013 by carbozylated polymers, and other synthetic compounds such as in US5788955, US5961989, WO09636323, EP00875243.
  • a poly- oligomeric film such as in EP00340103 by a crosslinked polybet alanine and polyhydric alcohol, in WO09426711 by carbazol derivatives, in US6004541 by perfluoridated-derivatives, in US5989570 by a plasticizing oligo
  • said cosmetic pigments should perform additional protectant activities when the make-up formulations containing them are applied to the skin.
  • One of the purpose of the present invention is to avoid the skin ageing due to the contact of iron, chromium or manganese compounds of the pigments used for decorative purposes in make-up compositions by using iron-free pigments.
  • the present invention relates to new pigments comprising: a) a white-colorless filler; b) a lake formed by at least one vegetal substance in the form of a complex with at least one lake-forming ion and c) optionally one or more UV absorbers.
  • the new pigments are called "phytopigments”.
  • the whole phytopignent of the invention is a solid colored particle which is insoluble in either aqueous D ⁇ oily medium.
  • the white-colorless filler and the vegetal substance complexed with at least one lake-forming ion may be either mixed or separated, thus forming two layers.
  • the present invention relates to new pigments comprising: a) an inner core of a white-colorless filler; b) an outer layer of at least a vegetal substance in the form of a complex with at least one lake-forming ion and c) optionally one or more UV absorbers.
  • Suitable white-colorless fillers for the purposes of the present invention are the well-known filler used in cosmetics.
  • the term "filler” designates any solid (micro)particle used in the manufacturing of cosmetic (especially make-up) formulations with the purpose of diluting the colored pigment(s) in order to attain the required chromatic value, as well as to impart the desired physical properties to the final composition. They are characterized by being inert, non-toxic, non-oxidizing (namely non containing transition metals with multiple valences, e.g. Fe, Cr) micronized compounds and include white metal oxides, inorganic salts, lamellar pigments, as well as white-colorless organic compounds such as natural or synthetic polymers.
  • metal oxides are the oxides of titanium, zinc, or cerium, optionally pre-coated with silica, alumina as well as salts and mixture thereof.
  • inorganic compounds are aluminium hydroxide sulphate, bentonite and montmorillonite, silica, aluminate silicate, magnesium aluminium silicate, sodium silicate, sodium magnesium silicate, calcium silicate, pumice powder, kaolin, barium sulphate, bismuth chloride oxide, calcium carbonate, calcium sulphate, zirconium oxide, cerium oxide and magnesium carbonate.
  • lamellar pigments are lauroyllysine, ceramic microparticles coated with zirconium powder, lamellar titanium dioxide, lamellar talc, boron nitride, mica (sericite), and lamellar bismuth oxychloride.
  • organic polymers are cellulose fibres, e.g. wood dust or cotton fibres, powdered silk, starch, expanded microspheres, e.g. of polyvinylidene/acrylonitrile copolymer, powdered polyethylene, powdered nylon, powdered silicone, powdered polypropylene, powdered polycarbonate, powdered urea-formaldehyde resin, powdered crosslinked gelatine, powdered collagen, powdered keratin, powdered polystyrene and powdered Teflon ® .
  • the filler can also consist of any mixture of inorganic and/or organic fillers.
  • Suitable vegetal substances for the purposes of the present invention are those selected among plant molecules capable of forming stable complex with the lake- forming salts. Accordingly, said vegetal substances shall own at least one carbonyl group and one hydroxyl group, in vicinal or adjacent position (e.g. on two condensed aromatic rings; on position 4 and 5 of a flavonoid structure; on a beta-diketo- aliphatic chain) so to allow the formation of a bidentate complex with the lake- forming ions; their ketoenolic synthones may also being used.
  • the vegetal substances preferably show a good solubility in an alkaline medium, from which they be precipitable by acidification at pH between 9 and 7 or lower.
  • Flavonoids are a large class of vegetal substances. Illustrative examples of flavonoids are those contained in grape and in the peel of other edible fruits, thus containing flavanonols such as myricetin, flavones such as luteolin, flavandiols such as dihydroquercetin, as well as the flavanols. Grape contains also the anthocyanins and chalcones, which are the biosynthetic precursors of flavonoids and anthocyanins, the latter being slowly reverted to the corresponding chalcones when kept in neutral or slighly alcaline aqueous solution.
  • Anthocyanins are the coloured matter of flowers and also occurring in coloured fruits and vegetables, including cyanidin and delphinidin, which may also be substituted as mono, di-saccharides, and position 3 may be acylated, e.g. with p-coumaric acid.
  • flavonoids are the oligomeric proanthocyanidins (OPC), precondensed oligomer of flavanols, i.e. (+)-catechin and (-)-epicatechin, which are commonly extracted from grape seed, pine bark, cocoa and other vegetal sources rich in flavan-3-ols in the free, glucosylated, esterified, or condensed forms.
  • Galloylated catechin monomers are typically extracted from green tea or Catechu gambir, which contain (+)-gallocatechin (GC), (+)-gallocatechin gallate (GCG), (-)-e ⁇ igallocatechin (EGC) and (-)-epigallocatechin gallate (EGCG).
  • flavonoids are the flavanones and flavonols, also known as citrus bioflavonoids because of the high content thereof in Citrus spp, although being widely found throughout the plant kingdom. Flavanones such as hesperetin, naringenin and glycosides thereof are typically found in citrus peels.
  • An almost ubiquitary flavonols is quercetin, quit widespread in plants although being conveniently extracted from Aesculum hippocastanum whose glycosides include the 3-rhamnoside (quercetrin) and the 3-rutinoside (rutin), the latter occurring in a variety of plants, including tobacco, tea, eucalyptus, grapes, etc., being commercially available in highly purified forms from several vegetable sources.
  • Mixed flavonoids are found in several plants, such as morin and maclurin (which is a benzophenones) in old fustic (Morus tinctoria), chrysin from the heartwood of Pinus monticula, or the complex flavonoid mixture found in Chrysanthemum and goldenrod.
  • Other vegetal compounds which are suitable for our purposes include the plant polyphenols which are biogenetically correlated with flavonoid, e.g. the benzyndenpyranones, i.e. polycyclic substances tipically occurring in some tropical plants.
  • Illustrative examples are brazilein and hydroxybrazilein, the former obtained from Cesalpinacee spp. such as brazilwood and sappanwood, the latter is also know as haematoxyilin and commonly extracted from logwood.
  • phytoalexins open ring polyphenols
  • dihydroxyphenols such as hydroxytyrosol and its esters (oleuropein, verbascoside, etc.) found in olive fruit and leaves
  • protocathechuic acid found in most higher woody plants and in wheat
  • protocathechuic aldehyde found in vanilla.
  • gallic acid and its derivatives which may be obtained from hydrolysis of plants rich in tannins, such as nutgalls.
  • Tannins alias tannic acid
  • ellagitannins or gallotannins the latter releasing gallic acid by hydrolysis treatment.
  • vegetal compounds suitable for our purposes include the vegetal quinones, which comprise anthraquinones, dianthrones, and naphtoquinones
  • Illustrative vegetal anthraquinones are rhein, emodin, aloe-emodin, parietin, the frangulines, crysophanol and its glucoside (crysophanein), the cascarosides, and the reduced forms (anthracenons and anthrols) and glucosides thereof, occurring in different proportion in rhubarb, senna, cascara and frangula, as well as in some lichens; aloin and aloe-emodin from aloe; and morindon from Coprosma australis.
  • the anthraquinones are historically represented by alizarin and related compounds, such as ruberetic acid and purpurin, from Rubia tinctoria and other rubiacee.
  • Illustrative vegetal quinons are the dianthrones, i.e. dimeric anthrones such hypericin from Hypericum p. and the sennosides from senna.
  • vegetal quinones are napthtoquinones such as lawsone from henna; juglone from walnut; alkannin from Alkanna and its enantiomer, shikonin; the lapachols frcm Tabebuias spp. (e.g. "pau d'arco”); and plumbagins from Plumbago spp.
  • vegetal compounds suitable for our purposes include chlorofillines.
  • the well-known metal-porphyrines are ubiquitary pigments of the green plants, which contain chlorophyl A and B, converted by the hydrolysis of the phytolic residue and/or by ion exchange in the water-soluble Mg-chlorophyillin (olive green) and Cu- chlorofillin (bright green).
  • Source of chlorofillins for our purpose are the commercially available Mg - or Cu-chlorofillins (food color E-140). Nevertheless, hydrolized vegetal extracts rich in chlorophyl can be used.
  • Other vegetal compounds suitable for our purposes are the vegetal melanins.
  • vegetal melanins examples include the “phytomelanins” resulting from the polymerization of plant polyphenols, and the micomelanins called “naphtomelanins", i.e. the broad photoabsorbing biopolymers containing naphthalene groups, which are tipically produced by selcted fungi strains.
  • Suitable phytomelanins for the purpose of the present invention may be either extracted from plant sources, as disclosed in WO00/09616, or more conveniently obtained by synthesis from vegetal monomers alone, in combination or in conjunction with eumelanin precursors, as disclosed in our copending application PCT/IB00/01276.
  • Suitable micomelanins for the purpose of the present invention may be either extracted from fungi, or more conventiely obtained by chemical or enzymatic synthesis from dihydroxynaphthalene alone, in combination or in conjunction with eumelanin or phytomelanin precursors, as disclosed in our pending application MI2000A1513.
  • the vegetal compounds suitable for our purpose may occur either in the free form (aglycones) or as natural occurring esters and ethers (e.g. glycosides, gallates, and the like) as well as in oligomeric form (e.g. proanthocyanidins and viniferins).
  • Glycosides are the O-derivatives of the plant polyphenols in the plain form (aglycones), generally substituted in one or two hydroxy groups in the 3, 5 or 7 positions with naturally occurring mono- di- or t ⁇ sacca ⁇ des, such as ruthoside, galactoside, rhamnoside, glucoside, sophoroside, rhamnoglucoside, and the like
  • the vegetal compounds may be in form of titred plant extracts with known chemical composition, such as those obtained by standardized extraction methods from vegetal sources, either in solid form, e g dry extracts, or in liquid form, e g hydroalcohohc or alkaline solution
  • vegetal substances may be used, the afore mentioned ones are particularly preferred for make-up compositions due to the best balance of optimum requisites the photostability of the insoluble complexes, the availability of the extract or purified fractions or the isolated pure compound as well as the synthetic equivalent
  • the vegetal compounds as enriched fraction or even as pure compounds offer the advantage of producing pigments particularly stabile and with bright color
  • the term "lake-forming ions" designates inert ions which can form polydentate complexes with the aforementioned vegetal substances
  • Suitable lake-forming ions are those selected among water soluble salts of aluminum and zinc in either cationic or amphote ⁇ c form, as well as from titanium and alkalme-earthy metal salts.
  • tin salts from soluble stannous (Sn 2+ ) and stannic (Sn 4+ ) salts may be used as lake-forming ions
  • salts examples include the sulphates, nitrates, chlorides and acetates of aluminum, zinc, titanium, magnesium, calcium, strontium and barium salts
  • inert metal salts are some alkaline amphote ⁇ c complexes, such as sodium or potassium alu mate and zincate
  • said salts are reacted with an alkaline solution comprising the vegetal substances, and the acid- base reaction provides soluble non-toxic salts (e g NaCl) which can be washed away from the insoluble precipitated complex, l e the phytopigment
  • the pigments are formed without mixing a filler suspension to the alkaline solution of the vegetal substances.
  • the aforementioned alkaline solution which generally comprise a moderate excess of alkalies with respect to the stechiometric value necessary to dissolve the vegetal pigment, is thereby mixed to an aqueous (or hydroalcoholic) solution of the soluble salts of lake-forming ions until neutral or slighly acidic pH.
  • the ions will be partially reacted with the vegetal substances to form the vegetal complexes, whilst the ion excess is converted into the corresponding oxide and hydrated oxide.
  • aluminium and/or zinc salts precipited by an alkaline solution of a vegetal substance end up in a phytopigment which is an intimate admixture of the vegetal complex (lake) with alumina hydrate and/or zinc oxide, respectively.
  • the choice of the pair inorganic pigment-vegetal substances mainly depends on the desired color of the vegetal complex. In that sense the alkaline-earthy vegetal complexes generally display a blues shift when compared with the equivalent A1-, Zn- and Ti-complexes, which in turns hold a more covalent bound with the vegetal substance when compared with the partially ionic bound in Mg, Ca, Sr and Ba chelates. The proportion of ionicity decreases the HOMO-LUMO distance (i.e.
  • the black pigment with a black (or grayish-black) color was attained by carefully selecting complementary colors in due proportion, thus with repeated trials on the proportion of the alkaline solution of the vegetal compound in admixture and, simultaneously, on the chosen of the lake-forming salts, which also affect both the chroma and the value of the single components.
  • the phytopigment of the present invention may be prepared by lacquering procedures which are well known to those are skilled on the art.
  • a preferred procedure is the direct precipitation.
  • the white- colorless fillers are suspended in a solution formed by the alkaline salts of the vegetal substance, then the phytopigments are precipitated by adding said suspension to a solution of lake-forming ion, e.g. the soluble acidic salt of the Al, Zn, Ti, alkaline- earthy metals, or of mixture thereof.
  • Further preferred methods are based on co-precipitation or pre-coating procedures.
  • An illustrative example of these procedures comprises the solubilization of both the vegetal substance as alkaline salt and the aluminium or zinc ions, as sodium or potassium aluminate or zincate.
  • the filler is thereby suspended into the alkaline solution and gradually brought to a pH between 9.5 and 10.5 by the addition of a mineral acid.
  • the soluble acidic salts of Al, Zn, alkaline-earthy metals (e.g. CaCl 2 ) or mixture thereof are then slowly added to the warm slurry, finally neutralized with a mineral acid.
  • a further example of this procedure comprises the pre-coating with Al 3+ , Zn 2+ , Ti 4+ or alkaline-earthy oxide-hydroxides, formed by suspending the filler in water, heating at 40-90°C, followed by the addition of an aqueous acidic solution of a water-soluble salt of Al or Zn. Simultaneously, a mineral alkali or acid is added to maintain pH around 5 to 9 until the precipitation takes place, then the pigment slurry is lacquered by precipitation of a vegetal substance with soluble acidic salt of the Al, Zn, alkaline-earthy metals, or mixture thereof, in order to form a firmly adhering vegetal lake.
  • the phytopigments of the invention may be also produced by other lacquering techniques.
  • laquering techniques includes the formation of complexes by the use of alkaline-earthy hydroxides, i.e. by mixing a reactive suspension of the lacquering salt(s) (e.g. Ca(OH) 2 ) with a slightly alkaline or hydroalcoholic solution of the vegetal substances, followed by neutralization by addition of an inorganic acid, bicarbonates or carbon dioxide solutions.
  • lacquering salt(s) e.g. Ca(OH) 2
  • laquering techniques are those which make use of the vegetal substances in neutral or slightly acidic aqueous solution, therey suspended or solubilized by heating, for examples at 70° to 95°C.
  • This solution is added with the filler and stirred at this temperature until at least part of the vegetal substance are absorbed onto the filler.
  • the soluble salts of lake-forming ions also known as mordants
  • mordants are then mixed under stirring, the slurry is heated and stirred, eventually neutralized, to provide the phytopigment of invention.
  • laquering techniques are those where the lake-forming ions (mordants) are first reacted with the filler in a aqueous suspension at high temperature (e.g. 50° to 95° C), then added with the solution or suspension of vegetal substances in neutral or slightly acidic aqueous or hydroalcoholic solution, thereby stirred and eventually neutralized, to provide the phytopigments of invention.
  • high temperature e.g. 50° to 95° C
  • laquering techniques are the direct reaction of a solution of lake-forming ions (mordants), thereby admixed with the vegetal substances, either neutral or slightly acidic aqueous or hydroalcoholic suspension or solution under heating and stirring, generally followed by neutralization.
  • the phytopigments of the invention may be also produced by further lacquering techniques which are well-known to those skilled in the field. The use of different lacquering techniques causes only minor modifications to the pigmentary features of the products obtained according to the present invention.
  • an hydrolytic and or oxidative pre-treatment of the vegetal substance prior to use may be useful to carry out an hydrolytic and or oxidative pre-treatment of the vegetal substance prior to use.
  • the anthraquinoids kept in alkaline solution with a slow stream of air increase the anthraquinones content by the oxidation of the reduced forms (anthranols and anthrones), or enhance the haematoxyilin/haematein ratio in the logwood extract.
  • the anaerobic alkaline pre- treatment may also increase the redness of proantocyanosides and the browness of catechins; or convert the blue-violet anthocyanins in the yellow-green chalcones; or fully hydrolizes extract containing chlorophylls into chlorophyllins.
  • the slurry of phytopigments obtained in aqueous suspension shall be then washed, dried and finally micronized.
  • the washing may be carried out with water or carbonate solution (CO 2 or NaHCO 2 aqs) at any temperature from about 20 to 90°C.
  • a final washing with a water-soluble organic solvents e.g. acetone
  • the drying may be carried out at any temperature between 30 and 150°C, preferably at 80-130°C and under vacuum or by atomization, followed by grinding.
  • the micronization is generally not applied since the base pigment used for the coating are preferably used as micron-like size particles.
  • the invention also relates to cosmetic or dermatological compositions comprising the phytopigments described above.
  • compositions according to the invention may also comprise any cosmetically acceptable ingredients.
  • Cosmetically acceptable ingredients designate in the present specification products which are suitable for their use in cosmetic treatments, for example those included in the INCI list drawn by the European Cosmetic Toiletry and Perfumery Association (COLIPA) and issued in 96/335/EC "Annex to Commission Decision of 8 May 1996".
  • cosmetic ingredients there may be pigment and dyes of natural and synthetic origin to complement the color of make-up compositions.
  • Illustrative examples of synthetic pigment and dyes are organic the D&C organic colorants generally used in cosmetics, such as CI 45,170, CI 15,585, CI 45,380, CI 15,510, Cl 45,370, CI 45,410; CI 15,630, CI 15,850: 1; CI 15,850:2, CI 19,140, CI 12,085, CI 45,425, CI 15,985, CI 73,360, CI 45,430, CI 77,266, CI 75,470.
  • D&C organic colorants generally used in cosmetics, such as CI 45,170, CI 15,585, CI 45,380, CI 15,510, Cl 45,370, CI 45,410; CI 15,630, CI 15,850: 1; CI 15,850:2, CI 19,140, CI 12,085, CI 45,425, CI 15,985, CI 73,360, CI 45,430, CI 77,266, CI 75,470.
  • Illustrative example of natural and semi-synthetic pigment and dyes are carotenoids, xanthophyll, caramel, natural and synthetic eumelanins, carmine, red yacca gum, dracorubin (dragon blood), monascus red, and further vegetal or animal colors.
  • a particularly suitable example of natural pigment is the vegetal charcoal (Carbo vegetabilis).
  • the Carbo vegetabilis used in the composition of invention is previously treated as a phytopigment, i.e. dispersed in a alkaline solution (containing or non-containing the vegetal substances) and the alkaline slurry is precipitated by mixing with a acidic lake-forming salts.
  • the fine powder of Carbo vegetabilis is dispersed in NaOH IN and the slurry is mixed with A1C1 3 , or ZnCl , or mixture thereof, then washed, filtered, dried and grinded. A black pigment with higher bulk density and consistency than the original charcoal is thereby obtained.
  • composition of this invention provides for the use of 0.1-99% of other cosmetically acceptable components such as oils, waxes, surfactants, silicones, perfluorides, other non-coated or differently coated powder, fragrances, dyes or coloured pigments, or other base materials as INCI.
  • the base materials with natural origin are preferred in this invention, the ones with vegetal origin being more preferred.
  • a fatty body selected from the group consisting of an oil and a mixture of an oil and a wax, e.g. paraffin oil, petrolatum oil, mineral oil having a boiling point between 310° and 410° C, purcellin oil, perhydrosqualene, calophyllum oil, sweet almond oil, palm oil, avocado oil, olive oil, ricin oil, wheat germ oil, dimethylpolysiloxane, butyl myristate, isopropyl myristate, cetyl myristate, isopropyl palmitate, butyl stearate, hexadecyl stearate, isopropyl stearate, octyl stearate, isocetyl stearate, decyl oleate, hexyl laurate, propylene glycol dicaprylate, diisopropyl adipate,
  • the pigment of invention are characterized by a distinctive color (alias hue), by its chroma, which is the purity, saturation or intensity of a hue; as well as by its value, which is the extent to which a colour reflects or absorbs light.
  • the pigments also have a typical tinting strength, i.e. its dominant effect on a pigment mixtures, as each pigment is relatively transparent or opaque, thus affecting the final color when mixed with other pigment or filler. Those which reflect a greater quantity of light or have a high intensity make 'high key' colours.
  • the phytopigments of our invention are generally characterized by a low tinting strength, therefore the make-up composition comprising thereof shall make little if any use of additional white pigments or fillers.
  • the phytopigments of the invention can be employed alone or in combination with white pigments and fillers in make-up compositions in any amounts between 0.1 and 70 % by weight.
  • One or more kind of the phytopigments, according to the different possible solutions of the invention, may be present in said compositions.
  • Typical make-up compositions are eye shadow pencils (pigment content from about 5 to 15%), mascara (pigment content from about 10 to 70%), eye shadow powder compacts (pigment content from about 20 to 70%), liquid compositions for eye shadow and eye makeup (pigment content from about 7 to 15%), lipsticks (pigment content from about 10 to 20%), lip gloss cream (pigment content from about 10 to 15%), make-up in pencil form (pigment content from about 15 to 25%), make-up powder compacts (pigment content from about 10 to 50%), make-up emulsions (pigment content from about 5 to 10%), make-up gel (pigment content from about 1 to 5%), sunlight protection emulsions and tanning emulsions (pigment content from about 5 to 1 Wo), foam bath concentrates with color gloss (pigment content from about 0.1 to 1 %), fkin care lotions (pigment content from about 0.1 to 2%).
  • the phytopigments may be eventually post-coated with further organic substances, the post-coating may be performed either on the wet phytopigment or, more preferably, on the final phytopigment after dying and grinding.
  • organic substances suitable for the post-coating treatment are silicone, triethanolamine stearate, sodium hexametaphosphate, lecithin and hydrogenated lecithin, fatty acid and alkaline or earthy-alkaline salts thereof, and mixture thereof.
  • organic substances suitable for the post-coating treatment are polymers such silicones, poly-beta-alanines, perfluoridated polymers, carbazole polymers, polyhydric alcohol, polyimidazoles, and mixture thereof.
  • any specific post-coating may offer a distinctive advantage and performance features.
  • the post-coating with carboxypolymers pigment produce a higher power of holding moisture
  • the peptide oligomers improve the resistance to moisture by reducing the effect of stickiness by hydroscopicity while increasing the adhesion capacity of the make-up products
  • the organosili cones increase both water repellence and spreading; whilst the use of lecithin improve the skin adhesion.
  • the post-coating with perfluorated substances ameliorate the UV-protection; the polymer containing ethylenic unsaturation and acrylic, methacrylic, allylic, methallylic or vinyl homopolymers or copolymers increase the shelf life; the organosilicons enhance smooth feel and the adhesion to the skin; whilst silicone compounds in combination with hydrocarbon compounds improve the adhesion capacity of the make-up while possessing good cosmetic properties when applied to the skin.
  • the post-coating with fatty acid soaps renders the phytopigments water-repellent while giving refreshment and/or smoothness to the cosmetic make-up comprising thereof.
  • the substances used to carried out the post-coating onto the phytopigments may need the presence of a soluble metal salt in order to be grafted to the pigment surface.
  • a soluble metal salt in order to be grafted to the pigment surface.
  • the quantity of lake-forming salts present in the phytopigments is sufficient to perform the aforementioned task, otherwise a new layer of these salts may be formed afterwards.
  • the phytopigments of the present invention are characterized by excellent lightfastness rating, capability of the pigment to resist fading (discoloration) when targeted with light radiations.
  • the lightfastness ratings may be expressed, for example, as provided by the American Society for testing and materials in "Standard Test Methods for Lightfastness of Pigments Used in Artists' Paints", ASTM D 5098, for example by method C: exposure in xenon-arc lightfastness apparatus.
  • a pigments with a lightfastness rating equalling I is considered “excellent” in term of lightfastness, with a rating of II as “very good”, with a reating of III is classified as with “fair lightfastness”, whereas the rating of IV represents the “poor lightfastness” or "fugitive” behaviour.
  • the lightfastness test is designed to measure the amount of time that the pigment remains visibly unchanged on exposure to natural light in normal situations of display. However, to accelerate the fading process to within practical time limits, lightfastness is measured by exposing the paint to unusually strong and prolonged artificial light.
  • the original blue wool test for lightfastness requires the pigment sample to be exposed to direct sunlight alongside patches of wool (mounted in a blue wool textile fading card), each dyed with a blue that fades in light at a different rate.
  • the wool card is used to judge the amount of light it has received; this gives the blue wool standard for the paint's lightfastness.
  • the modern way is to use a xenon arc fadeometer to test the pigment, as this instrument measures precisely the amount of illumination the sample has received. Filters are used to adjust the xenon light to match the spectrum received from the sun.
  • the blue wool test measures 8 levels of lightfastness, from 8 (extremely lightfast) to 1 (fugitive), but the lightfastness ratings are conventionally expressed by the following rating scheme: A B C 8 900 I
  • A is the value from the blue wool test; B are the megalux hours of exposure before fading becomes noticeable (NB exposure to 8 hours of normal room lighting (200 lux) every day for one year equals about 1.2 megalux); and C are the aforementioned four groups of lightfastness rating.
  • the phytopigments of the present invention are generally characterized by a lightfastness rating comprised between II and III, with few examples of lightfastness rating I. It could therefore be useful to protect the compositions comprising them for example, by avoiding the exposure to light during storage, handling and displaying the finished make-up compositions.
  • said make-up compositions are either packed in opaques containers or within packaging which are transparent to visible light but not to UV-A radiations and/or to low visible wavelenght light.
  • the phytopigment are associated with UV absorbers (sunscreens) in order to prevent or delay the fading
  • the pigment of the present invention may increase of at least one class of the blue wool test (A), given as a measure of their lightfastness rating.
  • Suitable UV absorber for the purposes of the present invention are selected among substances capable of quenching the UV-radiation, so that to improve the lightfastness rating of the phytopigments.
  • the invention also relates to the combination of a phytopigment according to the invention with a UV filter and cosmetic or dermatological compositions comprising said combination.
  • UV absorbers used to minimize fading of the pigment of the present invention may be conceived in two different forms:
  • the (i) form above may for instance be produced by lacquering one or more suitable UV absorber along to the vegetal substances during the preparation of the phytopigment.
  • UV absorbers suitable for the (i) form are the sunscreen agents exhibiting chemical properties similar to those of the vegetal substances used in the preparation of the pigment, i.e. forming water-soluble alkaline salts by reaction with aqueous alkali such NaOH or amine and, moreover, precipitating as insoluble salts by addition of Al 3+ , Zn + , Ti 4+ and alkaline-earthy metal ions.
  • insoluble lakes comprising the UV absorbers above may be conveniently performed along with step of lacquering, i.e in the same alkaline solution containing one or more vegetal substance and the core pigment or filler.
  • insoluble lakes of the UV absorbers may be carried out in a separate step by lacquering techniques, for example on the wet or dried phytopigment.
  • UV absorbers are the sulphonated sunscreen agents, thus bearing a sulphonic acid groups or sulphonate groups as a part of their molecular skeleton, as this moiety renders the substance freely soluble in aqueous solution and the alkaline salt are readily formed by addition of alkali, said salt are in turn substituted by the Al , Zn + , Ti + and alkaline-earthy metal ions to form an insoluble lake.
  • Illustrative examples of sulphonated UV absorbers are 3-(4'- sulphobenzyliden)canfora, 2-phenylbenzymidazol-5-sulphonic acid, 2,4-phenylen- bis(benzymidazol-5-sulphonic acid), 2-hydroxy-4-methoxybenzophenone-5- sulphonic, 4-(2-oxo-3-bcrnylidenemethyl)benzenesulphonic acid, 2-methyl-5-(2- oxo-3 -bornylidenemethyl) sulphonic acid.
  • these water-soluble substances may be added either in their acid form or as the commercially available salts, such as sodium, potassium or triethanolammonium salts.
  • UV absorbers are sunscreen agents bearing either a free carboxy group or a 2-hydroxybenzophenone, thus capable of precipitating as unsoluble lakes with Al + , Zn 2+ , Ti 4+ and alkaline-earthy metal ions.
  • UV absorbers are 4-aminobenzoic acid (PABA); cinnamic acid and 4-methoxy cinnamic acid, and salts thereof; and 2-hydroxybenzophenone derivatives, such as 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'- methylbenzophenone and 2,2'-dihydroxy-4-methoxybenzophenone.
  • the latter UV-absorbers generally produce yellow lake with Al + , Zn 2+ , Ti 4+ and alkaline-earthy metal ions, as the conjugated system of molecular orbital is shifted at lower field of absorbance by the formation of a ion pair thereof.
  • the composition comprising phytopigment shall be adjusted to match the required color tone.
  • the ratio of UV absorbers to vegetal substances to be precipitated in the phytopigment of the present invention ranges from 5:1 to 1:50 w/w, preferably from 2: 1 to 1 :20 w/w, in particular from 1:2 to 1 :10 w/w, in order to provide an efficient antifading activity on the pigment according to the invention.
  • UV absorbers suitable for the anti-fading activity according to (ii) are either oil-soluble or water-soluble sunscreens working on the UV-B and or UV-A ranges.
  • UV absorbers besides the afore mentioned suncreens, are oil-soluble substances such as, for example: 3-benzylidenecamphor derivatives, preferably 3-(4-methylbenzylidene)camphor and 3-benzylidenecamphor; 4-aminobenzoic acid derivatives, preferably 2-ethylhexyl 4- (dimethylamino)benzoate, amyl 4-(dimethylamino)benzoate, ethyl 4- [bis[hydroxypropyl]aminobenzoate and glyceryl-4-aminobenzoate; esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxy cinnamate and isopentyl 4- methoxycinnamate; esters of salicylic acid, preferably 2-ethylhexyl salicylate, 4- isopropylbenzyl salicylate, homosalate (3,3,5-t ⁇ methylcyclohexy
  • UV absorbers which can be used in combination with the phytopigments, is illustrative only and it is not intended to be limiting
  • the total amount of UV absorber being used in the cosmetic compositions of the present invention ranges, from 0 1% by weight to 30% by weight, preferably 0 5 to 10% by weight, m particular 1 to 6% by weight, based on the total weight of the formulations, in order to provide both anti-fading activity on the phytopigment and to protect the sk from the entire range of ultraviolet radiation
  • the vegetal substances are solubilized in a mixture of water and an appropriate amount of NaOH ION. Then a quantity of the white-colorless filler is admixed and suspended under stirring. This slurry is then added dropwise into a beaker fitted with a mechanical stirrer containing an aqueous solution of the lake- forming ions ("precipitants") and the mixture is kept for 10 minutes under stirring. The slurry is then filtered and the filtrate is washed with warm deionized water, until soluble salts are removed. Finally, the resulting cake is dried at 80°C and grinded, thereby obtaining a colored pigment powder.
  • precipitants lake- forming ions
  • a variety of phytopigments are prepared with alumina (Al 2 O 3 *nH O), then coated with the vegetal complex. Noteworthy, similar pigment with different white- colorless substrates are prepared in further Examples.
  • the vegetal substances used are either in the form of extracts or as highly purified active ingredients, and thereafter precipitated on the substrate, to provide phytopigments as described in the following Tables I, II, III and IV.
  • Rhubarb 11% anthraquinones 5 5 20 20% ZnCl 2 1 2 50 rosy brown
  • PRECIPITANT(s) PIGMENT 1 1 pie extract or pure substance Notes q.ty IO N q.ty (a)/(a+b)100 substance q.ty COLOR
  • reaction mixture (I e the phytopigment slurry) was heated and stirred at 60-70° C for further 15 minutes prior to washing, filtration, drying and grinding,
  • Example 90 Phytopigments with a coprecipitated UN-adsorber
  • Example 91 Phytopigments with a coprecipitated UV-adsorber
  • Example 92 Phytopigments with a coprecipitated UV-adsorber
  • Example 93 Phytopigments on mica Same as the Example 4 but with mica (sericite) as substrate instead of alumina, thereby using the same proportion as (a)/(a+b)% by weight.
  • Example 94 - Phytopigments on titanium dioxide
  • Example 95 Phytopigments on zinc oxide
  • Example 96 Phytopigments on microcristalline cellulose
  • Example 97 - Phytopigments on powdered silk
  • Example 4 Same as the Example 4 but with powdered silk as substrate instead of alumina, thereby using the same proportion as (a)/(a+b)% by weight.
  • Post-coating Example 1 5 g of pigment of Example 4 are suspended in 5 ml of 4 % aqueous solution of Al 2 (SO 4 ) 3 , heated at 50° C and stirred for 15 minutes. Then 10 ml of 1% solution of lecithin in water kept at pH 9 (by diluted HCl) are slowly added to the mixture, which is stirred for 15 minutes at 50° C. The pigment is filtered, dried in oven at 80° and milled.
  • Post-coating Example 2 5 g of pigment of Example 4 are suspended in 5 ml of 4 % aqueous solution of Al 2 (SO 4 ) 3 , heated at 50° C and stirred for 15 minutes. Then 10 ml of 1% solution of lecithin in water kept at pH 9 (by diluted HCl) are slowly added to the mixture, which is stirred for 15 minutes at 50° C. The pigment is filtered, dried in oven at 80° and milled.
  • Post-coating Example 2 5 g of pigment of Example 4
  • Example 5 5 g of pigment of Example 5 are suspended in 10 ml water under stirring and added with 0.1 g of hydrogenated lecithin is added, then the mixture is heated at 70°
  • Post-coating Example 4 5 of the pigment of Example 71 are suspended in 10 ml of a 1% aqueous solution of carboxymethyl cellulose in water and stirred for 15 minutes at 60°C. The pigment is filtered, dried and milled.
  • Example 28 5 g of the pigment of Example 28 are stirred in 10 ml of a 1% solution sodium polyacrylate in water. The mixture is filtered, dried and milled. Then, 10 ml of an aqueous solution A1C1 0.1M is dropped into the dispersion under stirred for 15 minutes. The pigment is filtered, dried and milled.
  • Post-coating Example 6 2 g of pigment of Example 80 are suspended in 10 ml benzene containing 0.10 g of methyl hydrodienepolysiloxane and stirred for 5 minutes. The mixture is dried under vacuum until solvent removal and the pigment is milled.
  • Post-coating Example 7 5 g of pigment of Example 82 are suspended in 10 ml ethanol containing 0.1 g Fomblin HC/P2. The mixture is dried under vacuum until solvent removal and milled.
  • 100 g of emulsions for eyelids may contain:
  • 100 g of emulsions used as foundation may contain:
  • Demineralized water qb 100 to 100 to 100

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Abstract

La présente invention se rapporte à de nouveaux pigments comportant une charge blanche-incolore et un pigment laque végétal, éventuellement stabilisé par des filtres à UV synthétiques. Elle se rapporte plus particulièrement à des pigments ne contenant pas de fer, et à des procédés de préparation de ces pigments et de compositions de maquillage dermiques contenant de tels pigments.
PCT/IB2000/001617 2000-01-28 2000-11-07 Nouveaux pigments et compositions les contenant WO2001055262A1 (fr)

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IT2000MI000120A IT1317743B1 (it) 2000-01-28 2000-01-28 Composizioni cosmetiche decorative e lacche vegetali.
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WO2007083174A1 (fr) * 2006-01-20 2007-07-26 Carlo Ghisalberti Pigments curatifs et maquillage comprenant ceux-ci
WO2007083184A2 (fr) * 2006-01-20 2007-07-26 Carlo Ghisalberti Dermatologie cosmetique appliquée sur une peau acnéique et comédogène
WO2007083184A3 (fr) * 2006-01-20 2008-04-10 Carlo Ghisalberti Dermatologie cosmetique appliquée sur une peau acnéique et comédogène
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US20130324616A1 (en) * 2010-11-22 2013-12-05 Dsm Ip Assets B.V. Use of uv-filters to stabilize resveratrol in topical cosmetic compositions
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CN104387084A (zh) * 2014-10-29 2015-03-04 安徽省皖捷液压科技有限公司 一种硅灰/氮化硼复合的陶瓷喷嘴及其制作方法
KR20170078211A (ko) * 2015-12-29 2017-07-07 주식회사 엘지생활건강 알칸닌을 포함하는 피부상태 개선용 조성물
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ITMI20000120A0 (it) 2000-01-28
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AU2000279412A1 (en) 2001-08-07
ITMI20000120A1 (it) 2001-07-28

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