US20110223121A1 - Dyestuffs of plant origin and use thereof for colouring compositions, in particular cosmetic compositions - Google Patents

Dyestuffs of plant origin and use thereof for colouring compositions, in particular cosmetic compositions Download PDF

Info

Publication number
US20110223121A1
US20110223121A1 US12/990,435 US99043509A US2011223121A1 US 20110223121 A1 US20110223121 A1 US 20110223121A1 US 99043509 A US99043509 A US 99043509A US 2011223121 A1 US2011223121 A1 US 2011223121A1
Authority
US
United States
Prior art keywords
plant species
dyestuff
plant
colored
family
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
US12/990,435
Other languages
English (en)
Inventor
Patrice Andre
Michel Garcia
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LVMH Recherche GIE
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Assigned to LVMH RECHERCHE reassignment LVMH RECHERCHE ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: GARCIA, MICHEL, ANDRE, PATRICE
Publication of US20110223121A1 publication Critical patent/US20110223121A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/9741Pteridophyta [ferns]
    • 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
    • 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
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/007Preparations for dry skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q3/00Manicure or pedicure preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065Preparations for temporary colouring the hair, e.g. direct dyes
    • 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
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0096Purification; Precipitation; Filtration

Definitions

  • the subject of the present invention is novel dyestuffs of plant origin, and also the use thereof for coloring compositions, in particular cosmetic compositions.
  • the invention applies most particularly to the preparation of colored cosmetic compositions, in particular intended for making up the skin or superficial body growths. It also applies to colored compositions of any type for other industrial fields, such as the field of food products, that of medicaments, inks, dyes, paints and products applicable in the graphic arts field and the decorating field in general.
  • pigments generally denotes coloring substances which are insoluble in the medium that they color.
  • pigments in particular of plant, animal or mineral origin, which cause a coloration effect by selective absorption of certain wavelengths of the incident light when they are dispersed in a medium, for example a cosmetic composition, are used in the cosmetics field, and most particularly for makeup.
  • indigo an extractable coloration substance obtained by fermentation of Indigofera suffruticosa or Indigofera tinctoria leaves.
  • indigo is virtually insoluble in water and in alcohol.
  • the coloration effect induced by these pigments dispersed in a medium is caused by a phenomenon of selective absorption of certain wavelengths of the incident light by these compounds.
  • the light supplementary to the absorbed light is scattered by the material and determines the color thereof.
  • pigments are widely used for preparations in many industrial fields, for example in the field of inks or paints, but also in the cosmetics industry, in particular for makeup.
  • the pigment has been identified as being a pigmentary complex of proteins which is blue in color.
  • the research relates more specifically to the identification of two unusual pigments, one orange and the other yellow, found in P. Guayanense and S. Nicolai , the chemical structure of which has been identified by mass spectrometry and by NMR.
  • reference AN 2007-427 923 refers to Japanese application JP 2007 112 931 from Toyo Ink Manufacturing Co Ltd which relates to a blue pigment obtained by extraction with an alcoholic organic solvent, an aliphatic ketone, etc, added to an extract of Clitoria ternatea flowers, which it is possible to use as an additive for food, cosmetic products, pharmaceutical products and inks.
  • the abstract published in Database WPI reference AN 2003-857 780 refers to an application JP 2003/277 641 from Ichimaru Pharcos Inc relating to a new pigment derivative extracted from lithospermum roots, which does not have a skin contact allergy property, which has a notably improved pH stability range, good heat stability and filterability, and which is used as a dye for cosmetic compositions.
  • the lithospermum root pigment derivative is a complex formed by adding a solution containing an ion of a metal chosen from aluminum, iron, magnesium, zinc, copper and manganese, a dicarboxylic acid compound and a plant protein hydrolysate (see abstract of this document).
  • document EP 1 191 071 relates to an anthocyantin coloring agent and a method for the production thereof from organic matter.
  • document WO 2008/129215 (Diana Naturals) relates to a coloring food composition containing modified colorings of the anthocyanin family and to a process for bathochromic modification of these colorings.
  • nacres In the cosmetics field, a second type of pigment of natural or synthetic origin, consisting of nacres, is also available. This second type of pigment acts via a different mechanism to confer the coloration on the composition, since the production of colors is linked in this case to a phenomenon of undulatory interference of the light reflected on the surface of the nacre.
  • This other color production mode is not linked to a mechanism of absorption of light by a chemical substance, but to a phenomenon of undulatory interference of the light reflected on structures present at the surface of the object observed.
  • This second color production mode is present in many animal species, in particular among insects and birds.
  • plant species of the family Strelitziaceae in particular the plant species Ravenala madagascariensis , plant species of the family Elaeocarpaceae, for example Elaeocarpus angustifolius Blume, plant species of the family Arraliaceae, in particular the plant species Del380a michieana , plant species of the family Marattiaceae, in particular the plant species Danaea nodosa , plant species of the family Hymenophyllaceae, in particular the plant species Trichomanes elegans , plant species among those of the Selaginella genus, for example Selaginella willdenowii , plant species of the family Athyriaceae, in particular the plant species Diplazium tomentosum , plant species of the family Lindsaeaceae, in particular the plant species Lindsaea lucida , plant species of
  • This interference phenomenon is caused by a region of the superficial cells of the epidermis of the plant, which are in the form of a cellulose-based, complex, multilayer structure.
  • the visual effect produced by the plant is thus dependent on the thickness of these multilayers responsible for the light interference mechanism, said thickness being estimated at a few tens of nanometers.
  • these ultrastructures are located in the cells of the epidermis of the plant, in the region close to the outside environment, and have a thickness estimated at approximately 75 nm.
  • these plant ultrastructures responsible for the colored effect produced by the plant are constituted of thin layers of hydrated cellulose and/or of helicoidal arrangements of cellulose fibrils, producing in this case a homogeneous colored effect irrespective of the angle of observation, owing to their spatial distribution.
  • a main purpose of the present invention is to provide a dyestuff from a colored plant material comprising plant ultrastructures without denaturing them.
  • a second main purpose of the invention is to provide a dyestuff from a colored plant material comprising plant ultrastructures without denaturing them, in such a way as to integrate them into compositions, in particular into cosmetic compositions, with a view to conferring, on the latter, a color which is essentially the color of the colored part of the treated plant.
  • a third main purpose of the invention is to provide a method for reliable, reproducible and also inexpensive production of this dyestuff from a colored plant material comprising plant ultrastructures without denaturing them.
  • the invention makes it possible to solve, for the first time, these technical problems in an unexpected, safe and reliable manner which can be used on the industrial and cosmetic scale.
  • the inventors of the present invention have succeeded in extracting, from plant tissues comprising these plant ultrastructures, a colored product, hereinafter denoted “dyestuff of the invention”, the very vivid color of which is that of the colored part of the treated plant.
  • diestuff of the invention denotes the colored product obtained after extraction of the plant tissue from which it is desired to extract the color.
  • This colored product has the characteristic color of the treated plant tissue, said color being linked to the presence of the plant ultrastructures or “iridisomes”, as disclosed above.
  • the dyestuff of the invention comprises the plant ultrastructures directly responsible for the colored effect which constitute the essential part of this dyestuff.
  • it can also comprise a fraction termed “auxiliary fraction”, or alternatively “auxiliary part”, extracted from the plant at the same time as the iridisomes, it being possible for this fraction to be of a varied nature depending on the plant from which the dyestuff of the invention is extracted.
  • This auxiliary fraction which does not contribute directly to the colored effect, can play the role of a carrier, a support or a stabilizer and does not need to be eliminated during the preparation of a colored composition.
  • this auxiliary fraction facilitates the handling of the dyestuff of the invention or confers thereon a supplementary effect which is useful, for example, for improving the texture of the composition to which the dyestuff is added in order to color it.
  • the inventors of the present invention have been able to extract a dyestuff from a colored plant material comprising plant ultrastructures without denaturing them, and to integrate them into compositions, with a view to conferring on the latter a color which is that of the colored part of the treated plant.
  • the extraction of the dyestuff of the invention from a colored plant material comprising iridisomes makes it possible to implement an innovative technique for coloring compositions of a varied type, such as cosmetic compositions, medicaments, food products, inks, dyes, paints and products applicable in the graphic arts field and the decorating field in general.
  • the dyestuffs thus obtained are capable of giving the compositions into which they are introduced new shades.
  • dyestuffs furthermore exhibit a stability and an innocuousness which offer an additional guarantee that the intrinsic qualities of the compositions, in particular cosmetic compositions, in which they are dispersed will be preserved.
  • the invention thus relates to a colored plant extract, said extract being obtained from a plant material formed by or comprising colored cell tissues, themselves comprising iridisomes.
  • the invention relates to a new dyestuff which owes its colored and coloration qualities to the fact that the inventors of the present invention have been able to develop a method for extracting the structure responsible for the coloration of the plant material, without degrading it, thus resulting in a stable, colored product which can be used as a pigment, in particular in the cosmetics field.
  • the invention also relates to the method used for extracting this dyestuff of plant origin without denaturing it.
  • the invention also relates to cosmetic compositions, in particular intended for makeup, containing such dyestuffs.
  • the invention also relates to a method for coloring a composition, in particular a cosmetic composition, especially intended for makeup.
  • the invention also relates to a makeup process comprising the application of a cosmetic composition containing such a dyestuff.
  • the invention relates to a dyestuff of plant origin obtained from a colored part of a plant species, the cell tissues of which contain iridisomes responsible for the coloration of said part.
  • This dyestuff can be in a waxy, solid or pasty form.
  • the latter is advantageously obtained from the arils of the plant species Ravenala madagascariensis.
  • the invention relates to colored compositions, especially cosmetic compositions, in particular coloring cosmetic compositions intended for making up the skin or superficial body growths, containing a dispersion of the dyestuff of plant origin of the first subject.
  • the invention relates to a method for extracting the dyestuff of plant origin of the first subject.
  • the invention relates to a method for preparing a colored or coloring composition, in particular a cosmetic composition, comprising the introduction, into said composition, of at least one dyestuff of the first subject of the invention or obtained by means of the method of the third subject of the invention.
  • the invention relates to a process for making up the skin or superficial body growths, such as the eyelashes, the hair or the nails, comprising the application, to at least a part of the skin or superficial body growths, of the cosmetic composition of the second subject or prepared according to the fourth subject or containing the dyestuff of the third subject.
  • the plant material from which the dyestuff of the invention is prepared is constituted of the arils of the seeds of the plant species Ravenala madagascariensis.
  • the invention results from the discovery by its inventors that it was possible to prepare a dyestuff from a colored part of a plant species, the cell tissues of which contain iridisomes responsible for the coloration of this part of the plant species.
  • the iridisomes responsible for the coloration of the plant from which the dyestuff of the invention is extracted are known to be constituted of particularly fragile ultrastructures.
  • the obtaining of the dyestuff of the invention therefore requires the implementation of a particularly mild method in which the structure of the iridisome is respected.
  • At least one external energy source is advantageously used.
  • the at least partial decompartmentalization of the plant cells is carried out by means of at least one external energy source, in particular by mechanical stirring, for example using a magnetic stirrer, a homogenizer or a mill.
  • the at least partial decompartmentalization of the plant cells is carried out under the effect of ultrasound, in the presence of a liquid medium.
  • microbubbles form through the well-known cavitation effect.
  • microbubbles are pulsed by the ultrasound waves and as a result grow to a critical size, after which they implode and then restore, during this collapse, their energy in the form of a shockwave.
  • frequencies in the region of 27 kHz will preferably be chosen.
  • the purpose of the application of the ultrasound or of any other means of at least partial decompartmentalization of the plant cells is to release the ultrastructures responsible for the coloration without denaturing them, so as to release a colored product.
  • the liquid medium thus entrains the released structure, separating it from the cellulose which can be subsequently eliminated, for example by filtration.
  • liquid medium is then advantageously subjected to a filtration step intended to free the product of the invention of at least a part of the cellulose-based residues which will remain on the filter.
  • the dyestuff according to the invention is prepared according to a method which makes it possible to isolate the iridisomes from the plant material without denaturing the structure thereof which is responsible for the effect of coloration by constructive interference.
  • the plant material is treated, prior to the extraction step itself, so as to remove a part of the waxy material contained in said plant material, by means of a suitable method.
  • This pretreatment of the plant material can advantageously be carried out using CO 2 in the supercritical or subcritical state.
  • the partially “dewaxed” plant material is then subjected to the extraction step as described above in order to collect the iridisomes and the remaining wax fraction.
  • the optional pretreatment step makes it possible to obtain a dyestuff of which the visual properties differ substantially from the product obtained without pretreatment, by modifying the respective proportions of iridisomes and of waxy material in the dyestuff finally obtained.
  • the invention thus also relates to a method for extracting the iridisomes responsible for the colored effect, which method does not denature the structure thereof.
  • the iridisomes may be extracted in combination with an auxiliary fraction of the plant material.
  • iridisomes in colored tissues of plants can be demonstrated by various means known to those skilled in the art, in particular by electron microscopy or X-ray fluorescence spectrometry.
  • the colored cell tissue of plant origin comprising said structures is subjected to ultrasound in a liquid medium, the result of this step being a decompartmentalization of the plant cells under the effect of the microbubbles formed by cavitation.
  • the structures responsible for the coloration detach from the plant cells in which they are stored, without being denatured.
  • the plant species is advantageously chosen from the group constituted of plant species of the family Strelitziaceae, in particular the plant species Ravenala madagascariensis , plant species of the family Elaeocarpaceae, for example Elaeocarpus angustifolius Blume, plant species of the family Arraliaceae, in particular the plant species Del380a michieana , plant species of the family Marattiaceae, in particular the plant species Danaea nodosa, plant species of the family Hymenophyllaceae, in particular the plant species Trichomanes elegans , plant species among those of the Selaginella genus, for example Selaginella willdenowii , plant species of the family Athyriaceae, in particular the plant species Diplazium tomentosum , plant species of the family Lindsaeaceae, in particular the plant species Lindsaea lucida , plant species of the family Begoniaceae, in particular the plant
  • the plant part chosen for preparing the dyestuff of the invention depends, of course, on the plant species selected.
  • the plant material can be a plant part or the whole plant, but can in particular be constituted of a part of a fruit, a part of a seed or a part of a leaf, or of a whole fruit, of a whole seed of or a whole leaf, on the condition that the plant material comprises or is formed from a colored cell tissue comprising iridisomes.
  • the cell tissue is preferably formed by the superficial cell layers of the part of the plant which has a colored effect by interference, and in particular by the cell layers at the external surface of the plant part, for example the cells of the epidermis of the plant.
  • the tissue can be formed, for example, and in a nonlimiting manner, by the epidermis of the fruit, by the seed coat, or by the surface tissue of a leaf.
  • the liquid medium in which the extraction is carried out is formed of a solvent or a mixture of solvents in which the iridisomes are insoluble but which will make it possible to entrain them alone or in combination with a fraction of the plant material, itself separated from the constitutive cellulose of the plant tissue under the effect of the ultrasound.
  • composition of the liquid medium in which the decompartmentalization of the cells of the plant tissue is carried out is chosen according to the nature of the plant tissue, this choice being made in order to entrain a colored product, optionally associated with a part of the plant material.
  • any part of the plant material which does not contribute to the colored effect and which has been entrained during the extraction should not harm the colored effect obtained or should be able to be subsequently eliminated during at least one step of purification of the dyestuff of the invention, before the use thereof.
  • the part finally retained constitutes what is denoted, without distinction, “auxiliary part” or “auxiliary fraction” in the sense of the invention, as previously disclosed.
  • the liquid media are preferably those in which cellulose is insoluble and nondenatured, and are in particular chosen from aqueous solutions of alkalis, acetone, ethyl acetate, plant essential oils, liquid alkanes normally used as extraction solvents, in particular cyclohexane and heptane.
  • liquid media can in particular be chosen from those which those skilled in the art use to carry out a method for extracting thin layers, insofar as said liquid media do not attack the cellulose support.
  • the method for obtaining the dyestuff of the invention also advantageously comprises a step during which the liquid medium recovered at the end of the decompartmentalization step is filtered so as to eliminate the plant residues and make it possible to collect the structures responsible for the colored effect (iridisomes) optionally in the presence of an auxiliary fraction as previously defined.
  • the coloring plant structures (essentially constituted of iridisomes) are collected and purified according to procedures conventionally used, so as to form a plant extract capable of being used as a pigment in compositions of any type that may include the same.
  • this step is carried out by direct elimination of the solvent or of the mixture of solvents forming the liquid extraction medium.
  • the liquid medium constituted of the organic phase is cooled and cold water is added thereto.
  • the coloring structures are released from the organic phase and flocculate in the aqueous phase. These coloring structures are then readily collected by filtration.
  • a step of purifying the dyestuff is then optionally carried out, for example by eliminating the solvent(s) forming the liquid medium in which said dyestuff was extracted.
  • auxiliary fraction it may be advantageous to entrain, by means of the liquid medium used for carrying out the method of the invention, not only the structure responsible for the coloration, but also one or more other substances of the plant material, termed auxiliary fraction.
  • the method can be adapted by choosing, as liquid medium, a suitable solvent or mixture of solvents so as to simultaneously extract the structure responsible for the coloration, i.e. a dyestuff which can be in a waxy, solid or pasty form, and the waxy product, with the possibility of using this mixture or this dyestuff directly in a cosmetic composition subsequently formed.
  • a suitable solvent or mixture of solvents so as to simultaneously extract the structure responsible for the coloration, i.e. a dyestuff which can be in a waxy, solid or pasty form, and the waxy product, with the possibility of using this mixture or this dyestuff directly in a cosmetic composition subsequently formed.
  • Ravenala madagascariensis (also called traveler's palm, Ravenala Urania speciosa or Urania madagascariensis ) is a herbaceous plant with a lacunal stem, the trunk of which, at maturity, is approximately ten meters high, which brings its total height to approximately 20 meters.
  • the fruits are very hard capsules with 6 cavities containing numerous seeds, each surrounded by a coat, also called aril, the vivid blue color of which is quite rare among plants.
  • the method is advantageously adapted so as to extract, at the same time, the structure responsible for the blue coloration (iridisome) and the wax.
  • the dyestuff extracted from the arils of the seeds of the plant species Ravenala madagascariensis is a blue pigment.
  • this preferred variant of the present invention is based on the demonstration of the presence of iridisomes in colored plant tissues derived from a plant of the species Ravenala madagascariensis , which is a tropical plant species belonging to the family Strelitziaceae.
  • the invention thus relates, according to a preferred variant, to a colored plant dyestuff obtained from a plant material formed by, or comprising, arils of seeds of the plant species Ravenala madagascariensis.
  • This preferred dyestuff of the invention is prepared according to a method which makes it possible to extract the iridisomes from the cell tissues of the seed coat without denaturing said iridisomes.
  • the extract thus obtained is blue in color.
  • the plant material formed by or comprising the arils of the plant species Ravenala madagascariensis is subjected to mechanical stirring and/or to the action of microbubbles formed by the application of ultrasound in a liquid medium.
  • the decompartmentalization method is carried out, in particular, under the effect of ultrasound, in the presence of a liquid medium chosen so as to entrain the waxy material and the colored structures (iridisomes), in the form of a colored product.
  • the liquid medium chosen is a solvent for the waxy material.
  • a particularly preferred medium is acetone.
  • this method comprises a step of precipitation of the colored product, in particular by cooling of the liquid medium.
  • water is added to the liquid organic medium, in particular acetone, in order to cause the wax to be released, and the mixture is cooled.
  • the wax then flocculates and entrains the colored pigment.
  • the colored wax extract is then filtered, washed and dried.
  • Another particularly advantageous variant of the method is also applicable to plant materials containing a waxy material.
  • This variant proves to be particularly advantageous in that it makes it possible to avoid the use of solvent, the complete elimination of which is sometimes tricky.
  • the liquid medium is an alkaline medium which makes it possible to saponify the waxy material, so as to recover a colored basic solution containing the waxy material in saponified form and also the colored structures.
  • aqueous ammonia solution is preferably used to carry out the saponification step.
  • the liquid medium constituted of the colored basic solution containing the dyestuff of the invention is then subjected to a step of washing with an acidic solution, so as to cause the waxy material to flocculate.
  • This second type of method essentially aims to extract a colored wax containing the dyestuff of the invention.
  • the colored wax is obtained in two stages according to this method:
  • the wax-rich arils are preferably treated according to a method which makes it possible to extract the iridisomes at the same time as the wax: preferably, the arils are treated with ultrasound in aqueous ammonia solution.
  • aqueous ammonia solution Preferably, 1 ml of aqueous ammonia at 20% (22° Be) per liter of water will be used and the temperature is kept at approximately 60° C. for 10 min. This extraction can be repeated once.
  • the wax is saponified and entrained with the iridisomes.
  • the liquids are filtered and neutralized with acetic acid.
  • the volume of acetic acid is advantageously adapted so as to adjust the pH to a value in the region of 4, or even less than 4, which makes it possible to adjust the size of the wax flakes which precipitate and facilitates the recovery thereof.
  • the waxy blue mass which precipitated is filtered off; it is rinsed on a filter and dried at a moderate temperature.
  • the Ravenala madagascariensis arils are treated using CO 2 in the supercritical or subcritical state, prior to the extraction itself.
  • Another subject of the invention relates to the use of the dyestuff of the invention, as a pigment in colored compositions capable of including the same.
  • the invention relates to colored compositions, in particular cosmetic compositions, containing a dispersion of dyestuff as defined above, acting as a pigment.
  • compositions are defined as compositions in which the coloring agent retains its coloring properties without the other compounds denaturing the particular structure thereof.
  • this composition may be in the form, for example, of a serum, a lotion, an emulsion, such as a care cream, a hydrogel, such as a mask, or a mascara, a foundation, an eye shadow or an eyeliner, a stick, or else a patch.
  • compositions are those comprising fatty adjuvants, or even nonaqueous or essentially water-free adjuvants.
  • compositions containing the dyestuff of the invention advantageously comprise at least one cosmetically acceptable active agent and at least one cosmetically acceptable excipient.
  • the colored cosmetic composition may be a skincare product, and the coloring cosmetic composition will be a product for making up the skin or superficial body growths.
  • the colored cosmetic compositions which comprise the coloring agent according to the invention may comprise at least one cosmetically active agent chosen from substances which have a depigmenting activity or a lightening activity on the skin; substances which have a slimming activity; substances which have a hydrating activity; substances which have a calming, soothing or relaxing activity; substances which have an activity in stimulating skin microcirculation in order to improve the radiance of the complexion, in particular of the face; substances which have a sebum-regulating activity, for the care of greasy skin; substances intended to cleanse or purify the skin; substances which have a free-radical scavenging activity; substances intended to reduce or delay the effects of skin aging, in particular the formation of wrinkles, through an activity aimed at promoting maintenance of the structure of the skin and/or at limiting degradation of the extracellular matrix of the superficial layers of the dermis and of the epidermis and/or at obtaining a protective, corrective or restructuring effect on the skin; substances which have an anti-inflammatory activity.
  • compositions can advantageously comprise at least one excipient chosen from pigments, nacres, dyes, polymers, surfactants, rheology agents, fragrances, electrolytes, pH modifiers, antioxidants, preservatives, and mixtures thereof.
  • the dyestuffs of the invention are particularly useful as pigments in cosmetic compositions, and in particular in cosmetic compositions intended for making up the skin or superficial body growths.
  • the invention also relates particularly preferably to the use of the dyestuff of the invention prepared from the arils of seeds of the plant species Ravenala madagascariensis , as a coloring agent, in colored or coloring compositions capable of including same, and more particularly in cosmetic compositions, in particular compositions intended for making up the skin or superficial body growths such as the eyelashes.
  • the presence of the wax can constitute an advantage and that, in this case, there will be no need to separate it from the rest of the colored product.
  • the wax collected is very fine and can prove to be attractive for certain compositions, in particular cosmetic compositions.
  • the dyestuff of the invention may be used to obtain either a colored composition or a coloring composition.
  • a colored composition or a coloring composition.
  • the amounts of dyestuff in these two types of composition will necessarily be different and will, of course, depend on the nature of this dyestuff.
  • composition for example a cosmetic care composition, the aim of which is not to color the skin.
  • this dyestuff will preferably be used in compositions comprising a fatty phase and intended to color the skin or superficial body growths.
  • This composition will, for example, be a mascara or a lipstick.
  • the invention also relates to a process for making up the skin or superficial body growths, in particular the eyelashes, the hair or the nails, comprising the application, to at least a part of the skin or superficial body growths, of a composition as described above.
  • a dyestuff according to the invention is prepared according to the following steps:
  • a first filtration is carried out on a sieve or a screen printing cloth in order to eliminate mainly the cellulosic residues.
  • the aqueous filtrate is in the form of a blue milk, containing saponified wax.
  • 4 The arils retained by the filter are recovered and the sonication is repeated under the same conditions as those specified above (time, temperature, proportions of aqueous ammonia, etc.).
  • 5 After filtration of the aqueous phase of this further sonication operation, the filtered juices are combined.
  • 6 The aqueous phase thus obtained is then acidified to approximately pH 4 by adding 9 ml of 75% acetic acid.
  • the effect is immediate: the color, the wax flocculates, entraining with it the blue pigment, and deposits on cooling.
  • 7 The process is accelerated in the refrigerator (temperature of approximately 4° C.). The supernatant water is removed, and the waxy blue precipitate is washed twice with osmosed water in order to remove the traces of ammonium acetate which has formed and also the residual acid.
  • 8 The waxy blue precipitate which is still cold is then recovered by filtration on a paper filter, of Joseph paper type. The filtrate is clear.
  • 9 The filter retaining the blue wax is dried at 25° C. in order to eliminate as much water as possible. This method makes it possible to obtain approximately 30 g of colored wax per 100 g of starting arils.
  • This colored wax constitutes a dyestuff according to the invention. The color thereof is a vivid blue. It may be used as a pigment or coloring agent for coloring the compositions of the invention.
  • the arils of seeds of Ravenala madagascariensis are covered with ethyl acetate or acetone and then the whole is placed in an ultrasonic extractor tank of the type of that of example 1. They are then subjected to the action of ultrasound in order to perform the cell decompartmentalization, at the frequency of approximately 27 kHz for a few minutes, until the plant material has been exhausted, and then the extract is filtered. The sonication lasts approximately 10 minutes. The wax released dissolves in the organic solvent.
  • the organic phase thus obtained is then supplemented with half of its volume of water.
  • the addition of water causes a release of the wax, which, from that moment, flocculates in the aqueous phase, entraining with it the blue pigment.
  • the aqueous phase containing the flocculated colored wax is then separated by settling out.
  • the colored wax is separated from the aqueous phase by filtration on extra thin paper, such as a commercially available paper called “Joseph paper”.
  • the dyestuff obtained according to example 1 is added to the oily phase of an oil-in-water emulsion for the prevention of skin aging, the formula of which is described below:
  • Centella asiatica plant extract 0.1 Blue dye according to example 1 2
  • Surfactant (Arlacel ® 165 VP) 5 95% cetyl alcohol 1
  • Stearyl alcohol 1
  • Oil (Perleam ®) 8.5
  • Tri caprate/caprylate glycerides 3
  • Silicone oil (dimethicone 100 CS)
  • Polymer (Keltrol ®) 0.35
  • Sodium hydroxide 0.04 Tetrasodium EDTA powder 0.1
  • Preservatives 0.5 Water qs 100
  • the composition is a bluish-colored anti-aging cream, the activity of which is aimed at preventing or slowing down the signs of skin aging.
  • the dyestuff obtained according to example 1 is added to the fatty phase of a mascara formula described below:
  • the mascara thus obtained is a vivid blue color.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Dermatology (AREA)
  • Mycology (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Botany (AREA)
  • Microbiology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Organic Chemistry (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Cosmetics (AREA)
  • Medicines Containing Plant Substances (AREA)
US12/990,435 2008-04-29 2009-04-29 Dyestuffs of plant origin and use thereof for colouring compositions, in particular cosmetic compositions Abandoned US20110223121A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0852905A FR2930557B1 (fr) 2008-04-29 2008-04-29 Matieres colorantes d'origine vegetale et leur utilisation pour colorer des compositions, en particulier des compositions cosmetiques
FR0852905 2008-04-29
PCT/FR2009/050794 WO2009138697A1 (fr) 2008-04-29 2009-04-29 Matieres colorantes d'origine vegetale et leur utilisation pour colorer des compositions, en particulier cosmetiques

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2009/050794 A-371-Of-International WO2009138697A1 (fr) 2008-04-29 2009-04-29 Matieres colorantes d'origine vegetale et leur utilisation pour colorer des compositions, en particulier cosmetiques

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US14/146,985 Continuation US9839603B2 (en) 2008-04-29 2014-01-03 Dyestuffs of plant origin and use thereof for colouring compositions, in particular cosmetic compositions

Publications (1)

Publication Number Publication Date
US20110223121A1 true US20110223121A1 (en) 2011-09-15

Family

ID=40329419

Family Applications (2)

Application Number Title Priority Date Filing Date
US12/990,435 Abandoned US20110223121A1 (en) 2008-04-29 2009-04-29 Dyestuffs of plant origin and use thereof for colouring compositions, in particular cosmetic compositions
US14/146,985 Expired - Fee Related US9839603B2 (en) 2008-04-29 2014-01-03 Dyestuffs of plant origin and use thereof for colouring compositions, in particular cosmetic compositions

Family Applications After (1)

Application Number Title Priority Date Filing Date
US14/146,985 Expired - Fee Related US9839603B2 (en) 2008-04-29 2014-01-03 Dyestuffs of plant origin and use thereof for colouring compositions, in particular cosmetic compositions

Country Status (8)

Country Link
US (2) US20110223121A1 (fr)
EP (1) EP2297249B1 (fr)
JP (1) JP5713243B2 (fr)
KR (1) KR101830970B1 (fr)
ES (1) ES2660187T3 (fr)
FR (2) FR2930557B1 (fr)
RU (1) RU2492197C2 (fr)
WO (1) WO2009138697A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110159097A1 (en) * 2009-12-29 2011-06-30 Lvmh Recherche Extract of the plant ravenala madagascariensis and use as cosmetic hydrating agent
WO2013092973A3 (fr) * 2011-12-22 2014-12-31 Lonza Walkersville Inc. Composition destinée au traitement de la pigmentation de la peau
CN109991317A (zh) * 2019-03-04 2019-07-09 青岛大学 一种植物染棉纱线与化学染棉纱线色谱快速鉴别方法

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2984740B1 (fr) * 2011-12-21 2014-07-04 Rocher Yves Biolog Vegetale Utilisation d'un extrait de ravenala en tant qu'ingredient actif cosmetique anti-age
FR2984739B1 (fr) * 2011-12-21 2014-07-04 Rocher Yves Biolog Vegetale Utilisation d'un extrait de ravenala en tant qu'ingredient actif apaisant
BR112015021395B1 (pt) * 2013-03-15 2021-10-26 Mars, Incorporated Corantes de azul natural que contêm antocianina
WO2014152417A2 (fr) 2013-03-15 2014-09-25 Mars, Incorporated Procédé permettant d'isoler des fractions d'anthocyanine bleue
US10750761B2 (en) 2015-06-30 2020-08-25 Mars, Incorporated Colorant compositions and methods of use thereof
JP6170231B1 (ja) * 2016-12-22 2017-07-26 株式会社タイショーテクノス 色素製剤及びその製造方法、並びに加工製品及びその製造方法
JP7518562B2 (ja) 2022-11-02 2024-07-18 マイクロバイオファクトリー株式会社 染料の回収方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7023552B2 (en) * 2000-12-12 2006-04-04 L'oreal Process for making a colored make-up cosmetic composition with controlled transmittance

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3333962A (en) * 1963-12-02 1967-08-01 Hoffman Taff Inc Treatment of pyrethrum plant waste materials and utilization in feed
SU1616936A1 (ru) * 1988-04-05 1990-12-30 Научно-производственное объединение "Биолар" Способ выделени картамина
JP2000154333A (ja) * 1998-11-20 2000-06-06 Tokai Sangyo Kk スピルリナからの色素の製造方法
FR2801504B1 (fr) * 1999-11-26 2002-02-15 Lvmh Rech Extrait d'ajuga turkestanica et ses applications cosmetiques
RU2177015C1 (ru) * 2001-01-18 2001-12-20 Виталий Алексеевич Смирнов Краситель антоциановый из растительного сырья
DE60130183T2 (de) * 2000-04-26 2008-05-21 Smirnov, Vitaly Alekseevich Anthocyaninfarbmittel und verfahren zu dessen herstellung aus organischem material
JP2003095857A (ja) * 2001-09-26 2003-04-03 Nonogawa Shoji Kk 皮膚外用剤
FR2832059B1 (fr) * 2001-11-14 2004-05-21 Oreal Utilisation d'un extrait de myrsine africana en coloration d'oxydation pour la teinture des fibres keratiniques
ES2195758B1 (es) * 2001-12-31 2005-03-01 Antibioticos, S.A.U. Procedimiento mejorado de produccion de licopeno mediante la fermentacion de cepas seleccionadas de blakeslea trispora, formulaciones y usos del licopeno obtenido.
JP4136412B2 (ja) * 2002-03-22 2008-08-20 一丸ファルコス株式会社 新規シコン色素誘導体とその製造法及び応用
MD2774G2 (ro) * 2004-07-07 2006-01-31 Государственный Университет Молд0 Procedeu de obţinere a colorantului roşu din materie primă vegetală
JP4677250B2 (ja) * 2005-02-24 2011-04-27 Dicライフテック株式会社 藍藻類からのフィコシアニンの抽出方法
JP2007112931A (ja) * 2005-10-21 2007-05-10 Toyo Ink Mfg Co Ltd 青色媒体の製造方法
JP2007332340A (ja) * 2006-06-19 2007-12-27 Plant Bio:Kk 玉虫色効果を示す微生物顔料及びその原料
JP2008094734A (ja) * 2006-10-10 2008-04-24 Shiseido Co Ltd 抗しわ剤および皮膚外用剤
FR2914311B1 (fr) * 2007-03-28 2011-02-11 Diana Naturals Modification de la nuance colorante d'anthocyanes pour l'obtention de substances colorantes
CN101121631B (zh) * 2007-09-04 2010-06-02 江南大学 一种快速提取番茄红素的方法

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7023552B2 (en) * 2000-12-12 2006-04-04 L'oreal Process for making a colored make-up cosmetic composition with controlled transmittance

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Invewntory of seeds and plants imported, issue 46, 1916, page 85 *
ZFIN phenotype statement 1/26/2013 *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110159097A1 (en) * 2009-12-29 2011-06-30 Lvmh Recherche Extract of the plant ravenala madagascariensis and use as cosmetic hydrating agent
US8697153B2 (en) * 2009-12-29 2014-04-15 Lvmh Recherche Extract of the plant Ravenala madagascariensis and use as cosmetic hydrating agent
KR101914788B1 (ko) 2009-12-29 2018-11-02 엘브이엠에이취 러쉐르쉐 식물 부채파초의 추출물과 화장 보습제로서의 이들의 용도
WO2013092973A3 (fr) * 2011-12-22 2014-12-31 Lonza Walkersville Inc. Composition destinée au traitement de la pigmentation de la peau
CN109991317A (zh) * 2019-03-04 2019-07-09 青岛大学 一种植物染棉纱线与化学染棉纱线色谱快速鉴别方法

Also Published As

Publication number Publication date
FR2930557A1 (fr) 2009-10-30
WO2009138697A1 (fr) 2009-11-19
EP2297249B1 (fr) 2017-11-29
ES2660187T3 (es) 2018-03-21
JP2011518939A (ja) 2011-06-30
RU2492197C2 (ru) 2013-09-10
FR2930557B1 (fr) 2013-08-30
RU2010147323A (ru) 2012-06-10
KR20100135849A (ko) 2010-12-27
EP2297249A1 (fr) 2011-03-23
US9839603B2 (en) 2017-12-12
JP5713243B2 (ja) 2015-05-07
KR101830970B1 (ko) 2018-02-21
US20140120045A1 (en) 2014-05-01
FR2991989B1 (fr) 2015-09-04
FR2991989A1 (fr) 2013-12-20

Similar Documents

Publication Publication Date Title
US9839603B2 (en) Dyestuffs of plant origin and use thereof for colouring compositions, in particular cosmetic compositions
CN110944720A (zh) 红毛丹提取物的新的美容化妆用途
DE4206154A1 (de) Verfahren zur gewinnung von apfelwachs, durch diese verfahren erhaeltliches apfelwachs sowie apfelwachshaltige kosmetische mittel
DE102009012270A1 (de) Brassocattleya Marcella Koss Orchideenextrakt und seine Verwendung als hautdepigmentierendes Mittel
JP4781842B2 (ja) 植物性美白剤の製造方法、植物性美白剤および美白用皮膚外用剤
JP2003327599A (ja) 魚由来コラーゲン、その製造方法およびその用途
KR101516384B1 (ko) 흰목이 버섯 추출물의 제조방법 및 이를 포함하는 화장료 조성물
KR101638538B1 (ko) 브룸 추출물을 유효성분으로 함유하는 항산화, 미백 및 알러지 개선용 화장료 조성물
FR2951376A1 (fr) Nouvelle utilisation d'un extrait de l'orchidee vanda coerulea
JP5850555B2 (ja) 特に、化粧品の分野における、とりわけ、皮膚及び表面的身体成長物を化粧するための、着色材料及びその使用
CN102448327B (zh) 从格尼帕树提取沉淀物获得不溶性物质的方法、来自格尼帕树提取沉淀物的物质及其用途
DE102009012271A1 (de) Verwendung eines Brassocattleya marcella Koss Orchideenextraktes als einen Wirkstoff zur Vermeidung oder Verzögerung des Auftretens von Anzeichen von Hautalterung
WO2006065852A1 (fr) Procedes d'utilisation d'extrait de pepin de raisin pour stimuler l'expression de tyrosinase ou la synthese de melanine
JP4087783B2 (ja) 肌用コラーゲン分散体
US9585926B2 (en) Astragalus seed extract solution and its use for treating skin disorders and conditions
JP2014185144A (ja) 化粧料及び角化細胞賦活剤
KR102393811B1 (ko) 미생물 발효액을 포함하고 피부 미백활성이 개선된 피부 미백용 조성물
EP3134100B1 (fr) Compositions cosmetiques a application topique comprenant des cellules vegetales de bougainvillier
KR20240057235A (ko) 자주색 고구마 추출물을 함유하는 나노 캡슐 색소 분산체 조성물
US7955628B2 (en) Methods of using nonpolar grape seed extracts to stimulate tyrosinase expression or melanin synthesis
FR2837703A1 (fr) Composition cosmetique et/ou dermatologique contenant un extrait de citrus mutis blanco

Legal Events

Date Code Title Description
AS Assignment

Owner name: LVMH RECHERCHE, FRANCE

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:ANDRE, PATRICE;GARCIA, MICHEL;SIGNING DATES FROM 20110428 TO 20110506;REEL/FRAME:026253/0613

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION