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FR2853531A1 - After-shampoo composition for dry, brittle or damaged hair contains a mixture of amino-acids of vegetable origin identical with those in human hair, plus a quat. amine salt derived from colza oil - Google Patents

After-shampoo composition for dry, brittle or damaged hair contains a mixture of amino-acids of vegetable origin identical with those in human hair, plus a quat. amine salt derived from colza oil Download PDF

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FR2853531A1
FR2853531A1 FR0304326A FR0304326A FR2853531A1 FR 2853531 A1 FR2853531 A1 FR 2853531A1 FR 0304326 A FR0304326 A FR 0304326A FR 0304326 A FR0304326 A FR 0304326A FR 2853531 A1 FR2853531 A1 FR 2853531A1
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amino acids
mixture
composition
amine salt
hair
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FR2853531B3 (en
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Jean Claude Petit
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SEPHYTAL
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • 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
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin

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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)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Cosmetics (AREA)

Abstract

After-shampoo composition in a cosmetically-acceptable medium, containing a combination of (a) a mixture of free amino-acids of vegetable origin identical with those in human hair and (b) a quat. amine salt with a 22C fatty chain of the behenyl type, derived from natural colza oil.

Description

COMPOSITION APRES-SHAMPOOING POUR CHEVEUXHAIR CONDITIONER COMPOSITION

La présente invention concerne d'une manière générale une composition capillaire, sous forme d'un après- shampooing dans 5 un milieu cosmétiquement acceptable, convenant plus particulièrement aux cheveux dits secs à très secs, abîmés ou fragilisés.  The present invention relates generally to a hair composition, in the form of a conditioner in a cosmetically acceptable medium, more particularly suitable for so-called dry to very dry, damaged or fragile hair.

En particulier, l'invention concerne une composition, dans le 10 cadre d'une émulsion, comportant l'association d'un mélange d'acides aminés libres, d'origine végétale, identiques aux acides aminés présents dans les cheveux humains, et d'un sel d'amine quaternaire, sur chaîne grasse en C22 de type behenyl, dérivé de l'huile naturelle de colza 15 Il est connu que des cheveux secs ou des cheveux qui ont été abîmés par des traitements chimiques, comme des défrisages, des permanentes ou des colorations, ou fragilisés par des agressions mécaniques ou atmosphériques sont souvent difficiles à démêler 20 et à coiffer, sont rêches au toucher et manquent de douceur.  In particular, the invention relates to a composition, in the context of an emulsion, comprising the combination of a mixture of free amino acids, of plant origin, identical to the amino acids present in human hair, and d a quaternary amine salt, on a C22 fatty chain of the behenyl type, derived from natural rapeseed oil 15 It is known that dry hair or hair which has been damaged by chemical treatments, such as straightening, permanent or colorations, or weakened by mechanical or atmospheric aggressions are often difficult to disentangle and to style, are rough to the touch and lack softness.

Dans l'état de la technique jusqu'à ce jour, pour le soin de ce type de cheveux, l'utilisation de compositions capillaires contenant des agents conditionneurs tels que, notamment, des 25 polymères cationiques et/ou des silicones et/ou des dérivés de ces silicones est courante. Les résultats obtenus sont très variés et souvent non satisfaisants, particulièrement dans le cas des cheveux très secs ou abîmés. Après plusieurs utilisations certains de ces agents se déposent de façon 30 importante rendant les cheveux lourds, raides et difficiles à coiffer, avec un toucher désagréable.  In the prior art to date, for the care of this type of hair, the use of hair compositions containing conditioning agents such as, in particular, cationic polymers and / or silicones and / or derivatives of these silicones is common. The results obtained are very varied and often unsatisfactory, particularly in the case of very dry or damaged hair. After several uses, some of these agents are heavily deposited, making the hair heavy, straight and difficult to comb, with an unpleasant feel.

L'invention consiste donc à proposer une nouvelle composition conférant aux cheveux secs à très secs, abîmés ou fragilisés une 35 meilleure facilité de démêlage après le lavage et le rinçage des cheveux, une douceur nettement améliorée et davantage de brillance.  The invention therefore consists in providing a new composition which confers on dry to very dry, damaged or weakened hair a better ease of disentangling after washing and rinsing the hair, a markedly improved softness and more shine.

Ainsi selon l'invention, il est proposé une nouvelle composition cosmétique, comprenant en particulier l'association, d'un mélange d'acides aminés libres, d'origine végétale, identiques aux acides aminés présents dans les cheveux humains, et d'un sel d'amine quaternaire, sur chaîne grasse en C22 de type behenyl, dérivé de l'huile naturelle de colza.  Thus according to the invention, a new cosmetic composition is proposed, comprising in particular the combination of a mixture of free amino acids, of plant origin, identical to the amino acids present in human hair, and of a quaternary amine salt, on a C22 fatty chain of the behenyl type, derived from natural rapeseed oil.

L'utilisation de cette association dans un support tel qu'un 10 aprèsshampooing, sous forme d'une émulsion, testée sur de nombreux sujets présentant des cheveux secs, abîmés ou fragilisés, a permis de constater rapidement l'obtention de cheveux plus lisses et brillants, avec un toucher doux, propriétés nettement améliorées par rapport à celles obtenues 15 avec l'un ou l'autre des composants de cette association utilisé seul.  The use of this combination in a support such as a conditioner, in the form of an emulsion, tested on numerous subjects having dry, damaged or weakened hair, made it possible to quickly note the obtaining of smoother and brilliant, with a soft touch, properties clearly improved compared to those obtained with one or other of the components of this combination used alone.

Le mélange d'acides aminés de la présente invention est constitué à partir d'acides aminés libres, d'origine végétale, 20 identiques aux acides aminés présents dans le cheveu: Acide Glutamique, Arginine, Proline, Acide Aspartique, Leucine, Phénylalanine, Sérine, Lysine, Glycine, Valine, Tyrosine, IsoLeucine, Alanine, Thréonine, Histidine, Méthionine, Cystine.  The mixture of amino acids of the present invention consists of free amino acids, of plant origin, identical to the amino acids present in the hair: Glutamic acid, Arginine, Proline, Aspartic acid, Leucine, Phenylalanine, Serine , Lysine, Glycine, Valine, Tyrosine, IsoLeucine, Alanine, Threonine, Histidine, Methionine, Cystine.

Ces acides aminés proviennent de l'hydrolyse de protéines de 25 germe de blé, de soja et de maïs. Leur faible poids moléculaire leur permet de pénétrer le cheveu, augmentant sa capacité à retenir l'eau et lui conférant davantage de brillance, de souplesse et de tenue.  These amino acids come from the hydrolysis of proteins from wheat germ, soybeans and corn. Their low molecular weight allows them to penetrate the hair, increasing its capacity to retain water and giving it more shine, suppleness and hold.

Selon l'invention, la composition moyenne du mélange de ces acides aminés, exprimée en % en poids, est la suivante - Acide Glutamique entre 20 et 35% - Arginine entre 15 et 20% - Proline entre 8 et 14% - Acide Aspartique entre 7 et 12% - Leucine: entre 3 et 6% - Phénylalanine: - Sérine: Lysine: - Glycine: - Valine: - Tyrosine: - Iso-Leucine: - Alanine: Thréonine: 10 - Histidine: - Méthionine: - Cystine: entre entre entre entre entre entre entre entre entre entre entre entre 3 et 5% 3 et 5% 3 et 4,5% 2 et 4% 2 et 4% 2 et 4% 1,5 et 3% 1,5 et 3% 1,5 et 3% 1 et 2% 0,5 et 1,5% 0,2 et 0,8% Une composition préférée de ce mélange est la suivante: Acide Glutamique: - Arginine: - Proline: - Acide Aspartique: 20 - Leucine: - Phénylalanine: - Sérine: - Lysine: - Glycine: 25 - Valine: - Tyrosine: Iso-Leucine: - Alanine: - Thréonine: 30 - Histidine: - Méthionine: Cystine: 30% 18% 10% 9% 5% 4% 4% 3,5% 2,75% 2,75% 2,5% 2% 1,85% 1,85% 1,5% 0, 9% 0,4% Le mélange d'acides aminés libres d'origine végétale décrit ci35 avant est avantageusement utilisé en solution aqueuse à 25%, de préférence en une quantité comprise entre 1% et 15% en poids par rapport au poids total de la composition. De façon plus préférentielle, cette quantité est comprise entre 2% et 10% en poids par rapport au poids total de la composition. Ce mélange se présente sous la forme d'un liquide de couleur ambrée.  According to the invention, the average composition of the mixture of these amino acids, expressed in% by weight, is as follows - Glutamic acid between 20 and 35% - Arginine between 15 and 20% - Proline between 8 and 14% - Aspartic acid between 7 and 12% - Leucine: between 3 and 6% - Phenylalanine: - Serine: Lysine: - Glycine: - Valine: - Tyrosine: - Iso-Leucine: - Alanine: Threonine: 10 - Histidine: - Methionine: - Cystine: between between between between between between between between between between 3 and 5% 3 and 5% 3 and 4.5% 2 and 4% 2 and 4% 2 and 4% 1.5 and 3% 1.5 and 3% 1 , 5 and 3% 1 and 2% 0.5 and 1.5% 0.2 and 0.8% A preferred composition of this mixture is as follows: Glutamic acid: - Arginine: - Proline: - Aspartic acid: 20 - Leucine: - Phenylalanine: - Serine: - Lysine: - Glycine: 25 - Valine: - Tyrosine: Iso-Leucine: - Alanine: - Threonine: 30 - Histidine: - Methionine: Cystine: 30% 18% 10% 9% 5% 4% 4% 3.5% 2.75% 2.75% 2.5% 2% 1.85% 1.85% 1.5% 0.9% 0.4% The mixture of free amino acids d the plant origin described above is advantageously used in 25% aqueous solution, preferably in an amount between 1% and 15% by weight relative to the total weight of the composition. More preferably, this amount is between 2% and 10% by weight relative to the total weight of the composition. This mixture is in the form of an amber colored liquid.

Les sels d'amine quaternaire sont substantifs sur les cheveux, améliorant notablement leur mise en forme et leur coiffage. Ils gainent le cheveu sans l'effet cumulatif souvent associé aux polymères quaternaires et réduisent l'électricité statique.  The quaternary amine salts are substantial on the hair, significantly improving their shaping and styling. They cover the hair without the cumulative effect often associated with quaternary polymers and reduce static electricity.

Selon une disposition préférée de l'invention, le sel d'amine quaternaire choisi est dérivé de l'huile de colza est il est basé sur une chaîne grasse en C22, de type behenyl.  According to a preferred arrangement of the invention, the quaternary amine salt chosen is derived from rapeseed oil and is based on a C22 fatty chain, of the behenyl type.

En effet cette chaîne lui confère de meilleures propriétés 15 démêlantes et conditionnantes des cheveux par rapport aux sels d'amine quaternaire plus traditionnels basés sur des chaînes de type lauryl à stéaryl.  Indeed, this chain gives it better detangling and conditioning properties of the hair compared to the more traditional quaternary amine salts based on chains of the lauryl to stearyl type.

Le sel d'amine quaternaire dérivé de l'huile naturelle du Colza 20 utilisé se présente sous forme d'une cire en pastilles à 25% de matière active, à base par exemple d'alcool céto-stéarylique. Il est utilisé de préférence en une quantité comprise entre 0,5% et 10% en poids par rapport au poids total de la composition. Plus avantageusement, cette quantité est comprise entre 1% et 5% en 25 poids par rapport au poids total de la composition.  The quaternary amine salt derived from the natural oil of rapeseed used is in the form of a wax in lozenges containing 25% of active material, based for example on keto-stearyl alcohol. It is preferably used in an amount of between 0.5% and 10% by weight relative to the total weight of the composition. More advantageously, this amount is between 1% and 5% by weight relative to the total weight of the composition.

Comme sel d'amine quaternaire dérivé de l'huile naturelle du colza, on peut utiliser, par exemple, les produits vendus sous la dénomination INCROQUAT BEHENYL TMS (Cetearyl Alcohol and 30 Behentrimonium Methosulfate) ou INCROQUAT BEHENYL TMC (Cetearyl Alcohol and Behentrimonium Chloride)par la société CRODA.  As the quaternary amine salt derived from the natural oil of rapeseed, it is possible to use, for example, the products sold under the name INCROQUAT BEHENYL TMS (Cetearyl Alcohol and 30 Behentrimonium Methosulfate) or INCROQUAT BEHENYL TMC (Cetearyl Alcohol and Behentrimonium Chloride) by the company CRODA.

La composition cosmétique selon l'invention peut également contenir tous les composants usuellement rencontrés dans les 35 formulations d'aprèsshampooings comme par exemple des huiles minérales ou végétales, des émulsifiants, des épaississants, des adoucissants, , des vitamines, des agents conditionneurs, des colorants, des conservateurs et des parfums.  The cosmetic composition according to the invention can also contain all the components usually encountered in the formulations of conditioners such as, for example, mineral or vegetable oils, emulsifiers, thickeners, softeners, vitamins, conditioning agents, dyes. , preservatives and perfumes.

L'invention est illustrée par 1' exemple non limitatif suivant.  The invention is illustrated by the following nonlimiting example.

EXEMPLEEXAMPLE

On prépare un après-shampooing embellisseur pour cheveux secs, fragilisés ou abîmés selon la formule suivante, de type émulsion 10 huile dans eau (les pourcentages indiqués s'entendent en poids): - Eau Déminéralisée qsp 100% - Gomme Guar cationique 2% - Glycérine 1,5% - Alcool céto-stéarylique 3% - Cire d'abeille 0,8% - Vaseline Blanche codex 2% - Huile minérale fluide 6% - Lécithine de Soja 1% - Lauroyl Sarcosine 1% - Sel d'amine quaternaire dérivé de l'huile naturelle de colza (INCROQUAT BEHENYL TMS) 3% - Mélange d'acides aminés libres 25 d'origine végétale, selon la composition préférée de l'invention 4% - Parfum 0,5% - Acide citrique 0,1% - Conservateur,solution aqueuse à 10% 0,1% Le pH de cet après-shampooing est ajusté à pH 4,0 par ajout d'acide citrique ou de triéthanolamine.  An embellishing conditioner is prepared for dry, weakened or damaged hair according to the following formula, of the oil in water emulsion type 10 (the percentages indicated are by weight): - Demineralized Water qs 100% - Cationic Guar Gum 2% - Glycerin 1.5% - Keto-stearyl alcohol 3% - Beeswax 0.8% - White Vaseline codex 2% - Fluid mineral oil 6% - Soy lecithin 1% - Lauroyl Sarcosine 1% - Quaternary amine salt derived from natural rapeseed oil (INCROQUAT BEHENYL TMS) 3% - Mixture of free amino acids 25 of plant origin, according to the preferred composition of the invention 4% - Perfume 0.5% - Citric acid 0.1 % - Preservative, 10% aqueous solution 0.1% The pH of this conditioner is adjusted to pH 4.0 by adding citric acid or triethanolamine.

Les performances cosmétiques de cet après-shampooing ont été testés sur des cheveux secs, fragilisés ou abîmés, en 5 comparaison avec un aprèsshampooing témoin formulé selon l'exemple qui précède, sans ajout du mélange d'acides aminés, ni du sel d'amine quaternaire dérivé de l'huile naturelle de Colza.  The cosmetic performance of this conditioner was tested on dry, weakened or damaged hair, in comparison with a control conditioner formulated according to the preceding example, without adding the mixture of amino acids or the amine salt. quaternary derived from natural rapeseed oil.

Ils ont été appliqués sur cheveux nettoyés et humides, et rincés 10 à l'eau tiède après trois minutes de pause. Après séchage, il a été constaté que les cheveux traités avec l'après-shampooing de l'exemple étaient plus faciles à démêler, plus brillants, plus doux au toucher et plus souples avec davantage de maniabilité que ceux traités avec l'après- shampooing témoin.  They were applied to clean, damp hair, and rinsed with lukewarm water after a three-minute break. After drying, it was found that the hair treated with the conditioner of the example was easier to disentangle, more shiny, softer to the touch and more flexible with more maneuverability than that treated with the conditioner. witness.

Claims (7)

REVENDICATIONS 1- Composition capillaire, sous forme d'un après-shampooing dans un milieu cosmétiquement acceptable, caractérisée en ce qu'elle comporte l'association d'un mélange d'acides aminés libres, d'origine végétale, identiques aux acides aminés présents dans les cheveux humains et d'un sel d'amine quaternaire, sur chaîne 10 grasse en C22 de type behenyl, dérivé de l'huile naturelle de colza.  1- Hair composition, in the form of a conditioner in a cosmetically acceptable medium, characterized in that it comprises the association of a mixture of free amino acids, of plant origin, identical to the amino acids present in human hair and a quaternary amine salt, on a fatty chain C22 of the behenyl type, derived from natural rapeseed oil. 2- Composition selon la revendication 1, caractérisé par le fait que le mélange d'acides aminés libres d'origine végétale est 15 composé en % en poids des acides aminés suivants - Acide Glutamique - Arginine - Proline Acide Aspartique - Leucine: - Phénylalanine - Sérine - Lysine 25 - Glycine - Valine - Tyrosine - Iso-Leucine - Alanine: 30 - Thréonine - Histidine Méthionine - Cystine: entre entre entre entre entre entre entre entre entre entre entre entre entre entre entre entre entre et 35% 15 et 20% 8 et 14% 7 et 12% 3 et 6% 3 et 5% 3 et 5% 3 et 4,5% 2 et 4% 2 et 4% 2 et 4% 1,5 et 3% 1,5 et 3% 1,5 et 3% 1 et 2% 0,5 et 1,5% 0,2 et 0,8% 3Composition selon la revendication 1 ou 2, caractérisé par le fait que le mélange d'acides aminés libres d'origine végétale est composé en % en poids des acides aminés suivants - Acide Glutamique: 30% - Arginine: 18% Proline: 10% - Acide Aspartique: 9% 5 - Leucine: 5% - Phénylalanine: 4% Sérine: 4% - Lysine: 3,5% - Glycine: 2,75% - Valine: 2,75% - Tyrosine: 2,5% - Iso-Leucine: 2% - Alanine: 1,85% - Thréonine: 1,85% - Histidine: 1,5% - Méthionine: 0,9% - Cystine: 0,4% 4- Composition selon l'une des revendications 1 à 3, 20 caractérisée en ce qu'elle comprend de 1% à 15% d'une solution aqueuse à 25% de ce mélange d'acides aminés d'origine végétale, par rapport au poids total de la composition.  2- Composition according to claim 1, characterized in that the mixture of free amino acids of plant origin is composed in% by weight of the following amino acids - Glutamic acid - Arginine - Proline Aspartic Acid - Leucine: - Phenylalanine - Serine - Lysine 25 - Glycine - Valine - Tyrosine - Iso-Leucine - Alanine: 30 - Threonine - Histidine Methionine - Cystine: between between between between between between between between between between between between and between 35% 15 and 20% 8 and 14% 7 and 12% 3 and 6% 3 and 5% 3 and 5% 3 and 4.5% 2 and 4% 2 and 4% 2 and 4% 1.5 and 3% 1.5 and 3% 1.5 and 3% 1 and 2% 0.5 and 1.5% 0.2 and 0.8% 3A composition according to claim 1 or 2, characterized in that the mixture of free amino acids of plant origin is composed in% by weight of the following amino acids - Glutamic acid: 30% - Arginine: 18% Proline: 10% - Aspartic acid: 9% 5 - Leucine: 5% - Phenylalanine: 4% Serine: 4% - Lysine: 3 .5% - Glycine: 2.75% - Valine: 2.75% - Tyrosine: 2.5% - Iso-Leucine: 2% - Alanine: 1.85% - Threonine: 1.85% - Histidine: 1.5% - Methionine: 0.9% - Cystine : 0.4% 4- Composition according to one of claims 1 to 3, 20 characterized in that it comprises from 1% to 15% of an aqueous solution at 25% of this mixture of original amino acids vegetable, relative to the total weight of the composition. 5- Composition selon l'une des revendications 1 à 4, 25 caractérisée en ce qu'elle comprend de 2% à 10% d'une solution aqueuse à 25% de ce mélange d'acides aminés d'origine végétale, par rapport au poids total de la composition.  5- Composition according to one of claims 1 to 4, 25 characterized in that it comprises from 2% to 10% of an aqueous solution at 25% of this mixture of amino acids of plant origin, relative to the total weight of the composition. 6- Composition selon l'une des revendications 1 à 5, 30 caractérisée en ce qu'elle comprend un sel d'amine quaternaire, sur chaîne grasse en C22 de type behenyl, dérivé de l'huile naturelle de colza.  6- Composition according to one of claims 1 to 5, 30 characterized in that it comprises a quaternary amine salt, on a fatty chain C22 of behenyl type, derived from natural rapeseed oil. 7- Composition selon l'une des revendications 1 à 6, 35 caractérisée en ce que le sel d'amine quaternaire, sur chaîne grasse en C22 de type behenyl, dérivé de l'huile naturelle de colza, se présente sous forme d'une cire en pastilles à 25% de matière active.  7- Composition according to one of claims 1 to 6, characterized in that the quaternary amine salt, on a fatty chain C22 behenyl type, derived from natural rapeseed oil, is in the form of a wax in tablets with 25% active material. 8- Composition selon l'une des revendications 1 à 7, 5 caractérisée en ce qu'elle comprend de 0,5% à 10% d'un sel d'amine quaternaire, sur chaîne grasse en C22 de type behenyl, dérivé de l'huile naturelle de colza, , à 25% de matière active, par rapport au poids total de la composition.  8- Composition according to one of claims 1 to 7, 5 characterized in that it comprises from 0.5% to 10% of a quaternary amine salt, on a fatty chain C22 behenyl type, derived from l natural rapeseed oil, at 25% of active material, relative to the total weight of the composition. 9- Composition selon l'une des revendications 1 à 8, caractérisée en ce qu'elle comprend de 1% à 5% d'un sel d'amine quaternaire, sur chaîne grasse C22 de type behenyl, dérivé de l'huile naturelle de colza, à 25% de matière active, par rapport au poids total de la composition. 15 10Utilisation de la composition définie selon l'une des revendications 1 à 9 pour le soin des cheveux secs à très secs, abîmés ou fragilisés.  9- Composition according to one of claims 1 to 8, characterized in that it comprises from 1% to 5% of a quaternary amine salt, on a fatty chain C22 of behenyl type, derived from natural oil of rapeseed, at 25% of active material, relative to the total weight of the composition. Use of the composition defined according to one of claims 1 to 9 for the care of dry to very dry, damaged or weakened hair.
FR0304326A 2003-04-08 2003-04-08 AFTER SHAMPOO COMPOSITION FOR HAIR Expired - Fee Related FR2853531B3 (en)

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EP1707241A1 (en) * 2005-03-31 2006-10-04 L'oreal Composition comprising an electrophilic monomer and an amino acid which is different from cystein and cosmetic treatment
US7682405B2 (en) 2004-10-13 2010-03-23 L'oreal S.A. Coloring composition comprising at least one pigment and at least one electrophilic cyanoacrylate monomer
WO2014182766A1 (en) * 2013-05-09 2014-11-13 The Procter & Gamble Company Hair care conditioning composition comprising histidine
WO2014182660A3 (en) * 2013-05-09 2015-01-15 The Procter & Gamble Company Hair care conditioning composition comprising histidine
US9586063B2 (en) 2014-04-25 2017-03-07 The Procter & Gamble Company Method of inhibiting copper deposition on hair
US9642787B2 (en) 2014-04-25 2017-05-09 The Procter & Gamble Company Method of inhibiting copper deposition on hair
US9642788B2 (en) 2014-04-25 2017-05-09 The Procter & Gamble Company Shampoo composition comprising gel matrix and histidine
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