WO1992015277A1 - Cosmetic compositions for make-up and make-up removal - Google Patents

Cosmetic compositions for make-up and make-up removal Download PDF

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Publication number
WO1992015277A1
WO1992015277A1 PCT/FR1992/000184 FR9200184W WO9215277A1 WO 1992015277 A1 WO1992015277 A1 WO 1992015277A1 FR 9200184 W FR9200184 W FR 9200184W WO 9215277 A1 WO9215277 A1 WO 9215277A1
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Prior art keywords
make
removal
water
cosmetic
active agent
Prior art date
Application number
PCT/FR1992/000184
Other languages
French (fr)
Inventor
Jean-Claude Bague
Eliane Lauzanne-Morelle
Jean Morelle
Original Assignee
Bague Jean Claude
Lauzanne Morelle Eliane
Jean Morelle
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Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=9410229&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO1992015277(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Bague Jean Claude, Lauzanne Morelle Eliane, Jean Morelle filed Critical Bague Jean Claude
Priority to JP92506898A priority Critical patent/JPH05506460A/en
Publication of WO1992015277A1 publication Critical patent/WO1992015277A1/en

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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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • 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
    • 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
    • A61Q1/14Preparations for removing make-up
    • 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

Definitions

  • the present invention relates to new makeup compositions, comprising fatty acid / basic amino acid associations, involved in the fixation of water-soluble coloring matters on the skin.
  • the present invention relates, in particular, to new makeup products such as: lipsticks, lip pencils, eye products such as mascaras and eye liners, as well as foundations, the dyes of which are water-soluble, with fixing improved and more sustainable; it also relates to make-up removal preparations intended for the removal of the products listed above.
  • the present invention relates, firstly, to make-up products with a high capacity for fixing dyes to the skin, characterized in that they contain, as active agent intervening in the fixing of dyes, from 2 to 25%. , by weight, of a compound resulting from the association of a saturated or unsaturated fatty acid, from C 14 to C 22 , either without leaving water, with a basic amino acid, or with leaving water, with an organic base.
  • a compound resulting from the association of a saturated or unsaturated fatty acid, from C 14 to C 22 either without leaving water, with a basic amino acid, or with leaving water, with an organic base.
  • the basic amino acid use will preferably be made of lysine or arginine.
  • the biological base use will preferably be made of choline.
  • the content of active agent will be between 5 and 20%.
  • arginine salts of fatty acids can only be used in the absence of pigments or lacquers, due to incompatibilities with this type of coloring matter. It will therefore be advisable, in this case, to be limited to the fatty acid salts of lysine.
  • the fatty acid / basic amino acid associations are salts obtained, without leaving water, corresponding to the following formula: R .. -COOH, H 2 NR, - COOH
  • R ⁇ represents a saturated or unsaturated fatty chain comprising from 14 to 22 carbon atoms and R 2 , the hydrocarbon chain of lysine or arginine, or even the guanidyl fraction of the latter.
  • R 1 represents the fatty chain defined above.
  • oleic or ricinoleic acid will be used because of the emollient nature of this type of fatty acids.
  • the present invention has a first advantage, which is to solve a problem which has not been possible so far, that is to say the lasting fixation of dyes on the mucous membranes of the lips or on the skin thanks to the 'incorporation in a fat mass, water-soluble coloring matters which can be dissolved by certain fatty salts of basic amino acids or choline.
  • the present invention has a second advantage, that of fixing to the skin, including the lips in particular, not only the water-soluble dyes, but also of allowing a fixing of the lacquers and pigments, this contrary to what we knew how to do until here.
  • make-up removal is obtained without difficulty using lotions or solutions containing a sufficient quantity of the same agent as defined above for fixing the dyes, lacquers and pigments.
  • the present invention therefore also relates to compositions intended for eliminating all coloring matters fixed on the skin, such as those used for make-up or for hair dyes and containing, as active agent, from 2 to 25% by weight of a compound resulting from the association of a saturated or unsaturated fatty acid from C 14 to C 22 , either without leaving water with a basic amino acid, or with leaving water, with a biological base.
  • the content of active agent will be of the order of 10%.
  • These compositions will be in liquid form such as solutions, lotions, milks or the like.
  • the makeup products according to the invention such as lipsticks and lip pencils, products for the eyes, mascara in particular, will be obtained by dissolving the water-soluble dyes in the combinations described by the invention to constitute a colored hydrophilic base and in incorporating an appropriate amount of said base into various varied media consisting of different fatty substances: vegetable or mineral waxes, vegetable oils, to form the desired cosmetic product.
  • ricinoleic acid is preferred to oleic acid.
  • the products will be protected against oxidation if the associated basic fraction is lysine, arginine or choline.
  • Water-soluble dyes are dissolved in bai ⁇ -marie, such as bro ofluoresceins called RED 20 R, RED 21 R or tartrazine, orange 1 etc, at a rate of 5 to 20%, either in lysine oleate, or choline, in the presence of a polyalcohol such as glycerol, to reduce the viscosity of the medium; or, if one wishes to increase the emollient character, by replacing the oleate with ricinoleate; the oleate or ricinoleate - glycerol dye assembly is heated to around 60/70 °. A highly colored and transparent medium is obtained, showing the good solubilization of the coloring matter.
  • a polyalcohol such as glycerol
  • This set, or colored hydrophilic base is added, in proportions of 2 to 30%, in a fatty substrate for lipstick, comprising pigments and lacquers, under the conditions generally practiced by those skilled in the art.
  • a fatty substrate for lipstick comprising pigments and lacquers, under the conditions generally practiced by those skilled in the art.
  • the substrate used is based on waxes and the mixed product is then extruded.
  • the appropriate substrate will be used each time.
  • a lipstick is thus obtained which, after application, leads after twenty minutes to good fixation on the mucosa, the fixed coloring matters not leaving traces on objects such as glass, cup or towel.
  • Example 2 60 g of lysine oleate with 20 g of glycerol are mixed in a water bath, at around 60 °; 20 g of dibromofluorescein are added.
  • This base will be added in proportions of 5 to 20% to a mixture of fatty substances suitable for lipstick, containing pigments or lacquers, or the mixture of the two.
  • the mixture thus obtained will be poured into molds. (Proportions of the association according to the invention: 3 to 12%).
  • this base will be incorporated into a wax-based substrate, in proportions of between 15 and 30%, then the mixture will be extruded. (Proportions of the association according to the invention: 12 to 18%).
  • Example 2 60 g of arginine oleate and 20 g of propylene glycol are mixed in a water bath at 60 °. 20 g of water-soluble dyes are added: bromofluoresceins, Ponceau 2 R, bengal rose or others.
  • This colored base is added at a rate of 5 to 20% in an appropriate mixture of fatty substances for lipstick, containing neither pigments nor lacquers. Lipsticks are thus produced containing only water-soluble dyes. (Proportions of the association according to the invention: 3.5 to 14%).
  • EXAMPLE 3 70 g of choline ricinoleate, 10 g of glycerol and 20 g of water are mixed in a water bath at 60/70 °. bromofluorescein with or without other water-soluble dyes.
  • This base is incorporated up to 30% in a mascara substrate, based on water, waxes, kaolin, as is known to those skilled in the art. (Proportions of the association according to the invention: 21%).
  • this base is incorporated to the extent of 25% in a substrate for an eyeliner based on water, lanolin-polyethylene glycol bentonite and stearin, as is known to those skilled in the art. art. (Proportion of the association according to the invention: 17.5%).
  • compositions making it possible to remove fixed dyes from the skin or mucous membranes, it is possible, for example, to use the following preparations:
  • Example 4 10 g of lysine oleate are dissolved in 80 ml of water; 10 g of glycerol and the excipients (stabilizers, perfumes and, optionally, preservatives), usually used in cosmetics, are added.
  • the excipients stabilizers, perfumes and, optionally, preservatives
  • Example 5 20 g of choline ricinoleate or lysine ricinoleate are introduced into 50 ml of water to which 30 g of dipropylene glycol are added; complete with ethanol.
  • Example 6 - 20 g of arginine ricinoleate are introduced into 60 ml of water, to which 30 g of dipropylene glycol are added, as well as the usual excipients.
  • Example 7 - 20 g of choline oleate are introduced into 60 ml of water, to which 30 g of monopropylene glycol are added, as well as the usual excipients.
  • This preparation is not intended to be used as it is, but to be added either to a milk base, in a weightable proportion of the order of half, or to a base of carboxy methyl cellulose gel, also in weightable proportion, in the order of half.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

A cosmetic composition used for make-up or make-up removal contains, as active agent helping fix the colourings, 2 to 25 % by weight of a compound produced by associating a saturated or unsaturated C14 to C22 fatty acid either with a basic amino acid without water elimination or with a biological base with water elimination. This composition may be either a make-up cosmetic giving much improved fixation of colouring agents to the skin, or may be a make-up removal cosmetic for cleaning a skin surface treated with said make-up cosmetic, in order to remove the colouring agents.

Description

COMPOSITIONS COSMETIQUES DE MAQUILLAGE ET DE DEMAQUILLAGE COSMETIC MAKE-UP AND MAKE-UP REMOVAL COMPOSITIONS
La présente invention concerne de nouvelles compositions pour le maquillage, comportant des associations acides gras/acides aminés basiques, intervenant dans la fixation de matières colorantes hydrosolubies sur la peau.The present invention relates to new makeup compositions, comprising fatty acid / basic amino acid associations, involved in the fixation of water-soluble coloring matters on the skin.
La présente invention concerne, notamment, des nouveaux produits de maquillage tels que : rouges à lèvres, crayons pour les lèvres, produits pour les yeux tels que mascaras et eye liners, ainsi que des fonds de teint, dont les colorants sont hydrosolubles, à fixation améliorée et plus durable ; elle concerne, également, des préparations de démaquillage, destinées à l'enlèvement des produits énu érés ci-dessus.The present invention relates, in particular, to new makeup products such as: lipsticks, lip pencils, eye products such as mascaras and eye liners, as well as foundations, the dyes of which are water-soluble, with fixing improved and more sustainable; it also relates to make-up removal preparations intended for the removal of the products listed above.
Il est connu que la fixation de matières colorantes contenues dans des produits de maquillage, et, notamment, ceux destinés aux lèvres, pose un certain nombre de problèmes.It is known that the fixing of coloring matters contained in make-up products, and in particular those intended for the lips, poses a certain number of problems.
A ce jour, on connaît deux types de rouges à lèvres :To date, two types of lipsticks are known:
ceux dits "indélébiles", caractérisés par la présence de colorants hydrosolubles tels que les bromofluorescéines (auramine, rhodamine etc) , solubilisés par des polyalcools tels les glycols ou le glycérol. Ce type de rouge à lèvres présente les inconvénients d'être dépourvu d'action émolliente et de dessécher les lèvres.those called "indelible", characterized by the presence of water-soluble dyes such as bromofluoresceins (auramine, rhodamine etc.), solubilized by polyalcohols such as glycols or glycerol. This type of lipstick has the disadvantages of being devoid of emollient action and drying out the lips.
ceux dits "gras", qui, contrairement aux premiers, ne dessèchent pas les lèvres mais ne peuvent fixer la matière colorante, ce qui conduit à une élimination rapide de la coloration de la muqueuse et par des traces colorées plus ou moins importantes lorsqu'on porte à la bouche un objet tel qu'un verre, une tasse ou une serviette par exemple.those called "fatty", which, unlike the first, do not dry out the lips but cannot fix the coloring matter, which leads to rapid elimination of the coloration of the mucosa and by more or less significant colored traces when an object such as a glass, a cup or a towel is brought to the mouth.
Jusqu'ici, on n'a jamais réussi à obtenir un rouge à lèvres ayant un pouvoir émollient satisfaisant, c'est-à- dire "gras" doué d'un haut pouvoir de fixation sur la muqueuse des lèvres.So far, we have never succeeded in obtaining a lipstick having a satisfactory emollient power, that is to say "greasy" endowed with a high fixing power on the mucous membrane of the lips.
Pour obtenir cette condition fondamentale conférant au rouge à lèvres les qualités recherchées, il est indispensable de réunir deux effets antagonistes : l'un, hydrophile, permettant la fixation durable de la matière colorante ; l'autre, lipophile, afin d'obtenir le caractère émollient indispensable, par l'emploi de corps gras variés. Or, il est bien connu que le caractère lipophile dominant empêche la fixation des matières colorantes solubilisées dans des milieux hydrophiles comme les polyalcools par exemple. Il est également indispensable qu'après application d'un rouge à lèvres, par exemple, l'ensemble corps gras/matières colorantes soit fixé sur la muqueuse pour un temps se situant entre quatre heures et vingt-quatre heures, ceci uniquement du fait de la charge en matières colorantes.To obtain this fundamental condition giving the lipstick the desired qualities, it is essential to combine two antagonistic effects: one, hydrophilic, allowing the lasting fixing of the coloring matter; the other, lipophilic, in order to obtain the essential emollient character, by the use of various fatty substances. However, it is well known that the dominant lipophilic character prevents the fixing of the coloring matters dissolved in hydrophilic media such as polyalcohols for example. It is also essential that after applying a lipstick, for example, the whole fatty substance / coloring matter is fixed on the mucosa for a time of between four hours and twenty-four hours, this only because of the load of coloring matter.
L'utilisation de matières colorantes variées hydrosolubles dans des produits cosmétiques est chose connue depuis fort longtemps, y compris dans les rouges à lèvres ? tel est le cas du brevet américain N° 3.873.687, revendiquant la dispersion de colorants hydrosolubles dans des milieux gras, ou du brevet français N° 1.459.818 concernant l'emploi des crèmes dites de beauté, ces brevets ne faisant pas état de moyens particuliers permettant de fixer la matière colorante dans un milieu gras. Pour obtenir une bonne fixation des matières colorantes hydrosolubles, il a été constaté, de façon inattendue, que certaines molécules biologiques à caractère basique, combinées avec des chaînes grasses, permettaient d'obtenir des rouges à lèvres à haut pouvoir de fixation de la matière colorante sur. les lèvres, tout en conservant le caractère gras de ce type de production.Has the use of various water-soluble coloring matters in cosmetic products been known for a long time, including in lipsticks? this is the case of American patent N ° 3,873,687, claiming the dispersion of water-soluble dyes in fatty media, or of French patent N ° 1,459,818 concerning the use of so-called beauty creams, these patents not mentioning special means for fixing the coloring matter in a fatty medium. To obtain good fixing of the water-soluble coloring matters, it has been found, unexpectedly, that certain biological molecules of basic character, combined with fatty chains, make it possible to obtain lipsticks with high fixing power of the coloring matter. sure. the lips, while retaining the fatty character of this type of production.
Ce qui a été exposé à propos des rouges à lèvres s'applique de la même façon aux autres types de produits cosmétiques énumérés plus haut, auxquels il est nécessaire d*incorporer des colorants.What has been said about lipsticks applies in the same way to the other types of cosmetic products listed above, in which it is necessary to incorporate dyes.
La présente invention concerne, en premier lieu, des produits de maquillage à haut pouvoir de fixation des colorants sur la peau, caractérisés en ce qu'ils contiennent, à titre d'agent actif intervenant dans la fixation des colorants, de 2 à 25 %, en poids, d'un composé résultant de l'association d'un acide gras saturé ou non saturé, de C14 à C22, soit sans départ d'eau, avec un acide aminé basique, soit avec départ d'eau, avec une base biologique. Comme acide aminé basique, on utilisera, de préférence, la lysine ou l'arginine. Comme base biologique, on utilisera, de préférence, la choline. De préférence, le contenu en agent actif sera compris entre 5 et 20 %.The present invention relates, firstly, to make-up products with a high capacity for fixing dyes to the skin, characterized in that they contain, as active agent intervening in the fixing of dyes, from 2 to 25%. , by weight, of a compound resulting from the association of a saturated or unsaturated fatty acid, from C 14 to C 22 , either without leaving water, with a basic amino acid, or with leaving water, with an organic base. As the basic amino acid, use will preferably be made of lysine or arginine. As the biological base, use will preferably be made of choline. Preferably, the content of active agent will be between 5 and 20%.
Toutefois, les sels d'arginine d'acides gras ne peuvent être utilisés qu'en l'absence de pigments ou de laques, du fait d'incompatibilités avec ce type de matières colorantes. Il conviendra donc, dans ce cas, de se limiter aux sels d'acides gras de la lysine.However, arginine salts of fatty acids can only be used in the absence of pigments or lacquers, due to incompatibilities with this type of coloring matter. It will therefore be advisable, in this case, to be limited to the fatty acid salts of lysine.
Les associations acide gras/acide aminé basique sont des sels obtenus, sans départ d'eau, correspondant à la formule suivante : R.. -COOH , H2N-R, - COOH
Figure imgf000006_0001
The fatty acid / basic amino acid associations are salts obtained, without leaving water, corresponding to the following formula: R .. -COOH, H 2 NR, - COOH
Figure imgf000006_0001
dans laquelle Rχ représente une chaîne grasse saturée ou insaturée comportant de 14 à 22 atomes de carbone et R2, le chaînon hydrocarboné de la lysine ou de l'arginine, ou encore la fraction guanidyle de cette dernière.in which R χ represents a saturated or unsaturated fatty chain comprising from 14 to 22 carbon atoms and R 2 , the hydrocarbon chain of lysine or arginine, or even the guanidyl fraction of the latter.
Dans le cas de la combinaison d'un acide gras avec une base biologique comme, par exemple, la choline, il y aura, au contraire, une réaction classique de salification, soit à partir de la choline base, soit du bicarbonate de cholide, ce qui conduit à la formule suivante :In the case of the combination of a fatty acid with a biological base such as, for example, choline, there will, on the contrary, be a conventional salification reaction, either from choline base, or from bicarbonate of cholide, which leads to the following formula:
R -.1.--COO-CH2-CH2-Nι-(CH3)3 R -.1 .-- COO-CH 2 -CH 2 -Nι- (CH 3 ) 3
OHOH
dans laquelle R1 représente la chaîne grasse définie plus haut. De préférence, on utilisera l'acide oléique ou ricinoléique du fait du caractère émollient de ce type d'acides gras.in which R 1 represents the fatty chain defined above. Preferably, oleic or ricinoleic acid will be used because of the emollient nature of this type of fatty acids.
Ces associations acides gras/acides aminés basiques ont été indiquées comme présentant des propriétés antioxydantes par le brevet français n° 2.587.900, ce qui fait qu'il n'est pas nécessaire de prévoir d'autres additifs à action anti-oxydante.These fatty acid / basic amino acid associations have been indicated as having antioxidant properties by French Patent No. 2,587,900, which means that it is not necessary to provide other additives with antioxidant action.
La présente invention présente un premier avantage, qui est de résoudre un problème qui n'avait pu l'être jusqu'ici, c'est-à-dire la fixation durable de colorants sur les muqueuses des lèvres ou sur la peau grâce à l'incorporation dans une masse grasse, de matières colorantes hydrosolubles pouvant être solubilisées par certains sels gras d'acides aminés basiques ou de choline. La présente invention présente un second avantage, celui de fixer sur la peau, dont les lèvres en particulier, non seulement les colorants hydrosolubles, mais également de permettre une fixation des laques et pigments, ceci contrairement à ce que l'on savait faire jusqu'ici.The present invention has a first advantage, which is to solve a problem which has not been possible so far, that is to say the lasting fixation of dyes on the mucous membranes of the lips or on the skin thanks to the 'incorporation in a fat mass, water-soluble coloring matters which can be dissolved by certain fatty salts of basic amino acids or choline. The present invention has a second advantage, that of fixing to the skin, including the lips in particular, not only the water-soluble dyes, but also of allowing a fixing of the lacquers and pigments, this contrary to what we knew how to do until here.
L'avantage d'une meilleure fixation des colorants, laques et pigments a pour contrepartie une difficulté de démaquillage, si l'on a recours aux démaquillants usuels. Toutefois, le démaquillage est obtenu sans difficulté en utilisant des lotions ou solutions contenant une quantité suffisante du même agent tel que défini plus haut pour la fixation des colorants, laques et pigments.The advantage of a better fixing of dyes, lacquers and pigments has for counterpart a difficulty of make-up removal, if one resorts to the usual make-up removers. However, make-up removal is obtained without difficulty using lotions or solutions containing a sufficient quantity of the same agent as defined above for fixing the dyes, lacquers and pigments.
La présente invention concerne donc, également, des compositions destinées à éliminer toutes matières colorantes fixées sur la peau, telles que celles utilisées pour le maquillage ou pour les teintures capillaires et contenant, à titre d'agent actif, de 2 à 25 % en poids d'un composé résultant de l'association d'un acide gras saturé ou non saturé de C14 à C22, soit sans départ d'eau avec un acide aminé basique, soit avec départ d'eau, avec une base biologique. De préférence, le contenu en agent actif sera de l'ordre de 10 %. Ces compositions seront sous forme liquide tels que solutions, lotions, laits ou analogues.The present invention therefore also relates to compositions intended for eliminating all coloring matters fixed on the skin, such as those used for make-up or for hair dyes and containing, as active agent, from 2 to 25% by weight of a compound resulting from the association of a saturated or unsaturated fatty acid from C 14 to C 22 , either without leaving water with a basic amino acid, or with leaving water, with a biological base. Preferably, the content of active agent will be of the order of 10%. These compositions will be in liquid form such as solutions, lotions, milks or the like.
Les produits de maquillage selon l'invention tels que rouges à lèvres et crayons pour les lèvres, produits pour les yeux, mascara notamment, seront obtenus en solubilisant les colorants hydrosolubles dans les associations décrites par 1'invention pour constituer une base hydrophile colorée et en incorporant une quantité appropriée de la dite base dans des milieux variés spécifiques constitués de différents corps gras : cires végétales ou minérales, huiles végétales, pour former le produit cosmétique recherché. Pour augmenter l'action émolliente, on préférera, dans la formule indiquée, l'acide ricinoléique à l'acide oléique. Les produits seront protégés contre l'oxydation si la fraction basique associée est la lysine, l'arginine ou la choline.The makeup products according to the invention such as lipsticks and lip pencils, products for the eyes, mascara in particular, will be obtained by dissolving the water-soluble dyes in the combinations described by the invention to constitute a colored hydrophilic base and in incorporating an appropriate amount of said base into various varied media consisting of different fatty substances: vegetable or mineral waxes, vegetable oils, to form the desired cosmetic product. To increase the emollient action, in the formula indicated, ricinoleic acid is preferred to oleic acid. The products will be protected against oxidation if the associated basic fraction is lysine, arginine or choline.
Pour réaliser, à titre d'exemple, des produits destinés au maquillage des lèvres, on procédera comme suit :To make, for example, products intended for making up the lips, the procedure is as follows:
On dissout au baiπ-marie les colorants hydrosolubles, tels les bro ofluorescéines dénommés RED 20 R, RED 21 R ou la tartrazine, l'orangé 1 etc, à raison de 5 à 20 %, soit dans de l'oléate de lysine, ou de choline, en présence d'un polyalcool comme le glycérol, pour diminuer la viscosité du milieu ; ou encore, si l'on désire augmenter le caractère émollient, en remplaçant l'oléate par du ricinoléate ; l'ensemble colorant oléate ou ricinoléate - glycérol est chauffé vers 60 / 70°. On obtient un milieu fortement coloré et transparent, montrant la bonne solubilisation de la matière colorante. Cet ensemble, ou base hydrophile colorée, est ajouté, dans des proportions de 2 à 30 %, dans un substrat gras pour rouge à lèvres, comportant des pigments et des laques, dans les conditions généralement pratiquées par l'homme de l'art. Pour faire un crayon à lèvres, le substrat utilisé est à base de cires et le produit mélangé est ensuite extrudé. Pour obtenir les autres produits cosmétiques indiqués plus haut, on utilisera, à chaque fois, le substrat approprié.Water-soluble dyes are dissolved in baiπ-marie, such as bro ofluoresceins called RED 20 R, RED 21 R or tartrazine, orange 1 etc, at a rate of 5 to 20%, either in lysine oleate, or choline, in the presence of a polyalcohol such as glycerol, to reduce the viscosity of the medium; or, if one wishes to increase the emollient character, by replacing the oleate with ricinoleate; the oleate or ricinoleate - glycerol dye assembly is heated to around 60/70 °. A highly colored and transparent medium is obtained, showing the good solubilization of the coloring matter. This set, or colored hydrophilic base, is added, in proportions of 2 to 30%, in a fatty substrate for lipstick, comprising pigments and lacquers, under the conditions generally practiced by those skilled in the art. To make a lip liner, the substrate used is based on waxes and the mixed product is then extruded. To obtain the other cosmetic products indicated above, the appropriate substrate will be used each time.
On obtient ainsi un rouge à lèvres qui, après application, conduit après une vingtaine de minutes à une bonne fixation sur la muqueuse, les matières colorantes fixées ne laissant pas de traces sur des objets comme verre, tasse ou encore serviette.A lipstick is thus obtained which, after application, leads after twenty minutes to good fixation on the mucosa, the fixed coloring matters not leaving traces on objects such as glass, cup or towel.
A titre d'exemples non limitatifs de base hydrophile colorée, citons : Exemple 2 - On mélange au bain-marie, à 60° environ, 60 g dOléate de lysine avec 20 g de glycérol ; on ajoute 20 g de dibromofluorescéine.By way of nonlimiting examples of colored hydrophilic base, let us cite: Example 2 - 60 g of lysine oleate with 20 g of glycerol are mixed in a water bath, at around 60 °; 20 g of dibromofluorescein are added.
Cette base sera ajoutée dans des proportions de 5 à 20 % à un mélange de corps gras approprié pour rouge à lèvres, contenant des pigments ou des laques, ou le mélange des deux. Le mélange ainsi obtenu sera coulé dans des moules. (Proportions de l'association selon l'invention : 3 à 12 %) .This base will be added in proportions of 5 to 20% to a mixture of fatty substances suitable for lipstick, containing pigments or lacquers, or the mixture of the two. The mixture thus obtained will be poured into molds. (Proportions of the association according to the invention: 3 to 12%).
Pour réaliser des crayons, cette base sera incorporée à un substrat à base de cires, dans des proportions comprises entre 15 et 30 %, puis le mélange sera extrudé. (Proportions de l'association selon l'invention : 12 à 18 %) .To make pencils, this base will be incorporated into a wax-based substrate, in proportions of between 15 and 30%, then the mixture will be extruded. (Proportions of the association according to the invention: 12 to 18%).
Exemple 2 - On mélange au bain-marie, à 60°, 60 g d'oléate d'arginine et 20 g de propylèneglycol. On ajoute 20 g de colorants hydrosolubles : bromofluorescéines, Ponceau 2 R, rose bengale ou autres.Example 2 - 60 g of arginine oleate and 20 g of propylene glycol are mixed in a water bath at 60 °. 20 g of water-soluble dyes are added: bromofluoresceins, Ponceau 2 R, bengal rose or others.
On ajoute cette base colorée à raison de 5 à 20 % dans un mélange approprié de corps gras pour rouge à lèvres, ne contenant ni pigments, ni laques. On réalise ainsi des rouges à lèvres comportant uniquement des colorants hydrosolubles. (Proportions de l'association selon l'invention : 3,5 à 14 %) .This colored base is added at a rate of 5 to 20% in an appropriate mixture of fatty substances for lipstick, containing neither pigments nor lacquers. Lipsticks are thus produced containing only water-soluble dyes. (Proportions of the association according to the invention: 3.5 to 14%).
Pour obtenir un fond de teint, on incorpore 30 % de cette base à un substrat pour fond de teint à base d'eau, d'huile de vaseline, de myristate d'isopropyle, de stéarine, de divers stéarates, de talc et de kaolin, comme cela est connu de l'homme de l'art. (Proportions de l'association selon l'invention : 18 %) .To obtain a foundation, 30% of this base is incorporated into a substrate for a foundation based on water, vaseline oil, isopropyl myristate, stearin, various stearates, talc and kaolin, as is known to those skilled in the art. (Proportions of the association according to the invention: 18%).
Exemple 3 - On mélange au bain-marie, à 60/70°, 70 g de ricinoléate de choline, 10 g de glycérol et 20 g de bromofluorescéine avec ou sans autres colorants hydrosolubles.EXAMPLE 3 70 g of choline ricinoleate, 10 g of glycerol and 20 g of water are mixed in a water bath at 60/70 °. bromofluorescein with or without other water-soluble dyes.
Cette base est incorporée à hauteur de 30 % dans un substrat à mascara, à base d'eau, de cires, de kaolin, comme cela est connu de l'homme de l'art. (Proportions de l'association selon l'invention : 21 %) .This base is incorporated up to 30% in a mascara substrate, based on water, waxes, kaolin, as is known to those skilled in the art. (Proportions of the association according to the invention: 21%).
Pour l'obtention d'un eye liner, cette base est incorporée à hauteur de 25 % dans un substrat pour eye liner à base d'eau, de bentonite de lanoline- polyéthylèniglycol et de stéarine, comme cela est connu de l'homme de l'art. (Proportion de l'association selon l'invention : 17,5 %) .To obtain an eyeliner, this base is incorporated to the extent of 25% in a substrate for an eyeliner based on water, lanolin-polyethylene glycol bentonite and stearin, as is known to those skilled in the art. art. (Proportion of the association according to the invention: 17.5%).
Pour l'obtention de compositions permettant d'enlever de la peau ou des muqueuses, des colorants fixés, on pourra, par exemple, utiliser les préparations suivantes :For obtaining compositions making it possible to remove fixed dyes from the skin or mucous membranes, it is possible, for example, to use the following preparations:
Exemple 4 - 10 g d'oléate de lysine sont dissous dans 80 ml d'eau ; on ajoute 10 g de glycérol et les excipients (stabilisants, parfums et, éventuellement, conservateurs) , habituellement utilisés en cosmétique.Example 4 - 10 g of lysine oleate are dissolved in 80 ml of water; 10 g of glycerol and the excipients (stabilizers, perfumes and, optionally, preservatives), usually used in cosmetics, are added.
Cette solution est utilisée telle quelle. (Proportion de l'association selon l'invention : 10 %)This solution is used as is. (Proportion of the association according to the invention: 10%)
Exemple 5 - 20 g de ricinoléate de choline ou de ricinoléate de lysine sont introduits dans 50 ml d'eau auxquels on ajoute 30 g de dipropylène glycol ; on complète avec de l'éthanol.Example 5 - 20 g of choline ricinoleate or lysine ricinoleate are introduced into 50 ml of water to which 30 g of dipropylene glycol are added; complete with ethanol.
Cette solution peut être utilisée telle quelle, mais elle est plutôt destinée à fabriquer :This solution can be used as it is, but it is rather intended to manufacture:
soit une solution plus diluée par dilution de moitié ; soit des formes laits, crèmes ou gels dans lesquelles on la mélange avec, en général, un poids égal d'une base neutre correspondant du substrat choisi.either a more diluted solution by dilution by half; or milk, cream or gel forms in which it is mixed with, in general, an equal weight of a neutral base corresponding to the chosen substrate.
Exemple 6 - 20 g de ricinoléate d'arginine sont introduits dans 60 ml d'eau, auxquels on ajoute 30 g de dipropylène glycol, ainsi que les excipients usuels.Example 6 - 20 g of arginine ricinoleate are introduced into 60 ml of water, to which 30 g of dipropylene glycol are added, as well as the usual excipients.
Cette préparation n'est pas destinée à être utilisée telle quelle, mais sert à fabriquer :This preparation is not intended to be used as is, but is used to make:
soit un lait démaquillant par dilution de l'ordre de moitié avec une base de lait ;either a cleansing milk by dilution of the order of half with a milk base;
soit une crème démaquillante par dilution, de l'ordre de moitié, avec une base de crème.or a makeup remover cream by dilution, of the order of half, with a cream base.
Exemple 7 - 20 g d'oléate de choline sont introduits dans 60 ml d'eau, auxquels on ajoute 30 g de monopropylène glycol, ainsi que les excipients usuels.Example 7 - 20 g of choline oleate are introduced into 60 ml of water, to which 30 g of monopropylene glycol are added, as well as the usual excipients.
Cette préparation n'est pas destinée à être utilisée telle quelle, mais à être ajoutée soit à une base de lait, en proportion pondérable de l'ordre de moitié, soit à une base de gel de carboxy méthyl cellulose, également en proportion pondérable, de l'ordre de moitié. This preparation is not intended to be used as it is, but to be added either to a milk base, in a weightable proportion of the order of half, or to a base of carboxy methyl cellulose gel, also in weightable proportion, in the order of half.

Claims

REVENDICATIONS
1 - Composition cosmétique destinée au maquillage ou au démaquillage, caractérisée en ce qu'elle contient comme agent actif intervenant dans la fixation des colorants, de 2 à 25 %, en poids, d'un composé résultant de l'association d'un acide gras saturé ou non saturé, de C14 à C22, soit sans départ d'eau, avec un acide aminé basique, soit avec départ d'eau, avec une base biologique.1 - Cosmetic composition intended for make-up or make-up removal, characterized in that it contains, as active agent involved in the fixing of dyes, from 2 to 25%, by weight, of a compound resulting from the association of an acid saturated or unsaturated fat, from C 14 to C 22 , either without leaving water, with a basic amino acid, or with leaving water, with a biological base.
2 - Composition selon la revendication 1, caractérisée en ce que l'acide aminé basique est choisi parmi la lysine et l'arginine, la composition répondant à la formule2 - Composition according to Claim 1, characterized in that the basic amino acid is chosen from lysine and arginine, the composition corresponding to the formula
Figure imgf000012_0001
Figure imgf000012_0001
dans laquelle R représente un chaînon d'acides gras saturés ou insaturés de 14 à 22 atomes de carbone, R^ la chaîne hydrocarbonée de la lysine ou de l*arginine.in which R represents a chain of saturated or unsaturated fatty acids of 14 to 22 carbon atoms, R ^ the hydrocarbon chain of lysine or arginine.
- Composition selon la revendication 1, caractérisée en ce que la base biologique est la choline, la composition répondant à la formule- Composition according to Claim 1, characterized in that the biological base is choline, the composition corresponding to the formula
Rj-COO-CI^-CH2-*!-(CH3)3 R j -COO-CI ^ -CH 2 - *! - (CH 3 ) 3
OHOH
dans laquelle Rχ représente un chaînon d'acides gras saturés ou insaturés de 14 à 22 atomes de carbone.in which R χ represents a chain of saturated or unsaturated fatty acids of 14 to 22 carbon atoms.
- Composition selon l'une des revendications l à 3, caractérisée en ce qu'elle est un produit de maquillage choisi parmi un rouge à lèvres, un crayon à lèvres, un mascara, un eye liner et un fond de teint et que l'agent actif est présent à une concentration comprise entre 5 et 20 %, en poids.- Composition according to one of claims l to 3, characterized in that it is a makeup product chosen from a lipstick, a lip pencil, a mascara, an eyeliner and a background of complexion and the active agent is present at a concentration of between 5 and 20%, by weight.
Composition selon l'une des revendications l à 3, caractérisée en ce qu'elle est un produit de démaquillage choisi parmi une solution, une lotion, un lait, une crème et un gel et que l'agent actif est présent à une concentration voisine de 10 %, en poids. Composition according to one of claims l to 3, characterized in that it is a make-up removal product chosen from a solution, a lotion, a milk, a cream and a gel and that the active agent is present at a similar concentration 10% by weight.
PCT/FR1992/000184 1991-03-01 1992-02-28 Cosmetic compositions for make-up and make-up removal WO1992015277A1 (en)

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JP92506898A JPH05506460A (en) 1991-03-01 1992-02-28 Cosmetic composition containing a fatty acid/basic amino acid association or combination that acts on the fixation of a water-soluble colorant to the skin

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FR9102446A FR2673373B1 (en) 1991-03-01 1991-03-01 COMPOSITIONS FOR MAKEUP COMPRISING FATTY ACID-BASIC AMINO ACID ASSOCIATIONS FOR FIXING WATER-SOLUBLE COLORING MATERIALS TO THE SKIN.
FR91/02446 1991-03-01

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EP1920760A1 (en) * 2006-11-10 2008-05-14 L'Oréal Cosmetic composition comprising a compound chosen from amino acid salts and derivatives
FR2908300A1 (en) * 2006-11-10 2008-05-16 Oreal Cosmetic composition, useful e.g. for make up or non-therapeutic care of eyelashes and as mascara for eyelash make up, comprises aqueous phase and emulsifier system

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WO2006097350A1 (en) * 2005-03-15 2006-09-21 L'oreal Anhydrous cosmetic composition containing an agent for promoting the microcirculation and a polyol, uses thereof
FR2883164A1 (en) * 2005-03-15 2006-09-22 Oreal Anhydrous cosmetic composition for caring for or making up the skin, lips, or nails, comprises fatty phase(s) containing polyol(s) and agent(s) for promoting blood microcirculation of keratin materials to which composition is applied
FR3117832A1 (en) * 2020-12-21 2022-06-24 L'oreal Two-step makeup process comprising on the one hand an amino acid and on the other hand an acid dye and kit
FR3117833A1 (en) * 2020-12-21 2022-06-24 L'oreal Three-step makeup process comprising on the one hand a basic amino acid and on the other hand an acid dye and kit

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Publication number Priority date Publication date Assignee Title
EP1920760A1 (en) * 2006-11-10 2008-05-14 L'Oréal Cosmetic composition comprising a compound chosen from amino acid salts and derivatives
FR2908300A1 (en) * 2006-11-10 2008-05-16 Oreal Cosmetic composition, useful e.g. for make up or non-therapeutic care of eyelashes and as mascara for eyelash make up, comprises aqueous phase and emulsifier system

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FR2673373A1 (en) 1992-09-04

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