WO2008012442A2 - Mixture of partial esters of monopentaerythritol, dipentaerythritol and tripentaerythritol, process for obtaining same and cosmetic product containing them - Google Patents
Mixture of partial esters of monopentaerythritol, dipentaerythritol and tripentaerythritol, process for obtaining same and cosmetic product containing them Download PDFInfo
- Publication number
- WO2008012442A2 WO2008012442A2 PCT/FR2007/001290 FR2007001290W WO2008012442A2 WO 2008012442 A2 WO2008012442 A2 WO 2008012442A2 FR 2007001290 W FR2007001290 W FR 2007001290W WO 2008012442 A2 WO2008012442 A2 WO 2008012442A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- dipentaerythritol
- mixture
- dub
- esters
- tripentaerythritol
- 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.)
- Ceased
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/33—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with hydroxy compounds having more than three hydroxy groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
- A61Q1/06—Lipsticks
Definitions
- the present invention relates to a mixture of partial esters of monopentaerythritol, dipentaerythritol and tripentaerythritol, a process for obtaining them and cosmetic products containing them.
- pentaerythritol esters are tetraethyl-2-hexanoate, tetraisostearate, tetrastearate, rosinate, tetraacrylate / tetracaprate, tetrahydroxystearate / tetraisostearate.
- dipentaerythritol esters are hexacaprylate / hexacaprate, hexahydroxystearate, hexahydroxystearate / hexastearate / hexarosinate.
- partial esters of pentaerythritol, dipentaerythritol and tripentaerythritol, and more particularly pentaerythritol distearate are described in particular.
- This product like all other products described in this document, is waxy: its melting point is above 30 ° C. It is therefore solid at room temperature, which is a major drawback in formulation.
- US-6972316-B relates to complex products obtained by grafting polymers on dipentaerythritol. These products have the main drawback of being colored: they can only be used in certain colored formulations. Finally, in document WO-2005/046625-A, partial benzoic pentaerythritol esters, whose properties are close to those of the products mentioned in document WO-2005/097056-A, are described in particular.
- Another object of the invention is to provide such an ester which is colorless and compatible, in particular with silicones gelling agents.
- An additional object is to provide such an ester which has good cosmetic properties in a wide range of formulation.
- the organic acid is branched and preferably comprises 9 carbon atoms.
- the invention also relates to cosmetic products, characterized in that they comprise a mixture of esters as previously defined.
- organic acids containing from 7 to 13 carbon atoms preferably branched and comprising 9 carbon atoms, or a mixture of branched acids and linear acids, or branched and linear mixtures containing each from 7 to 13 carbon atoms and preferably 9 carbon atoms.
- the alcohols used are polyols chosen from oligomers of neopentylpolyols, which are branched polyols, such as dipentaerythritol or tripentaerythritol supplied by the company PERSTORP but not limited to these two raw materials. They may also contain a fraction of pentaerythritol. These alcohols have the general formula:
- n is at most equal to 2.
- the reaction between the acid and the alcohol can be by direct esterification or by transesterification of methyl ester and is catalyzed by basic, acidic or enzymatic processes.
- esters thus synthesized are partial and contain a mixture of 2 to 2n + 5 ester functions of general formula:
- R represents a hydrogen atom or the acid used, and n is at most equal to 2.
- the pentaisononanoate of dipentaerythritol obtained according to the present invention is characterized by its physico-chemical analysis:
- dipentaerythritol and branched C9 acid was selected for its characteristics in cosmetics: high viscosity but remaining easy to use, glossy, non-sticky in formulation and will be named pentaisononanoate of dipentaerythritol or dipentaerythrityl pentaiso - Nonanoate according to the INCI nomenclature or in shorthand, for the remainder of this description, DUB VINYL.
- DUB VINYL is interesting for its functionalities in particular in:
- a lipstick comprises waxes, silicones, preservatives, antioxidants, perfume, mineral fillers, pigments, vitamins, actives and esters.
- the ester according to the present invention improves comfort and gloss, makes it possible to obtain new textures that follow the movements of the skin like an extensible mesh, allows transparent products to effect vinyl, accentuates the effect "wet look"("wet-look") and the plumping effect.
- this ester reduces the tacky appearance of polyethylene wax and polyisobutene, it promotes the dispersion of pigments and prevents exudation.
- the ester is interesting for its properties alone or in combination with other ingredients commonly used in cosmetics (silicone, pigment, powder, substances of mineral origin, vegetable, waxes, perfume, ...)
- the addition of pentaisononanoate dipentaerythritol at greater than 70% by weight in coupling with 2 to 7% by weight of pentaerythritol tetrabenenate limits exudation increases the dispersion of pigments, avoids discomfort and dry lips, increases the intensity of color, smooth the surface of the lips and plumps them.
- Formulation A Ester A: Tetraester of pentaerythritol and C23-43 acids
- PTIS pentaerythritol tetraisostearate
- DUB VINYL causes neither crystallization nor exudation, increases the dispersion of pigments, maintains the crystal lattice and has a plasticizing effect.
- DUB PTCC penentaerythritol tetracapylate / tetracaprate
- DUB PTC penentaerythritol tetracocoate
- Nylon-12 1 Water (and) Methyl propanediol (and) wheat germ extract (Triticum Vulgare) 1.00 Phenoxyethanol (and) Methylparaben (and) Ethylparaben (and)
- Wax of euphorbia cerifera (candelilla) 2,000 Wax of copernicia cerifera (carnauba) 1, 500
- Bentone gels allow the suspension of particles but tend to tarnish the hue and gloss of the gloss.
- This stable gloss without bentone gel, has shown that the use of DUB VINYL (dipentaerythritol pentaisononanoate) allows a homogeneous suspension of particles over time. This functionality can be taken up in a hair product as a color retention agent.
- DUB VINYL dipentaerythritol pentaisononanoate
- Triglycerides of C10-C18 fatty acids (and) Polyisoprene (and) Silica 10.00 Mica (and) Titanium dioxide 3,000
- This gloss presented in a bottle or in a bucket of colored and pearlescent type has a good compatibility of the combination of DUB VINYL / diisostearyl malate gelled by behenate / eicosanoate glycerol, polyethylene, polyhydroxystearic acid or silica dimethyl silylate.
- This gloss is glossy and not sticky.
- This tinted gel has a different rheological behavior in novelty formulation as well as good compatibility with silicones and nacres which is impossible with mineral oils.
- This formula shows a perfect compatibility between cross-linked silicone polymers (silicone crosspolymer), DUB VINYL and pentaerythritol tetralaurate.
- the pentaerythritol esters advantageously replace the volatile silicones and confer a certain emolliency.
- the formulation has a soft cream / foam texture with a smoothing effect on fine lines of the skin.
- Pentaisononanoate dipentaerythritol is liquid at room temperature, very low odor, good stability, low color, high substantivity, film-forming, lubricant, non-sticky, non-spinning, plasticizer, improves water resistance, shine, comfort and lubricity, changes the viscosity and low migration to the skin.
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
Description
MELANGE D'ESTERS PARTIELS DE MONOPEN 1 AbKY I HKI I UL, MIXTURE OF PARTIAL ESTERS OF MONOPEN 1 AbKY I HKI I UL,
DIPENTAERYTHRITOL ET TRIPENTAERYTHRITOL,DIPENTAERYTHRITOL AND TRIPENTAERYTHRITOL,
PROCEDE POUR LEUR OBTENTION ETPROCESS FOR OBTAINING THEM AND
PRODUIT COSMETIQUE EN CONTENANTCOSMETIC PRODUCT CONTAINING
La présente invention concerne un mélange d'esters partiels de monopentaérythritol, dipentaérythritol et tripentaérythritol, un procédé pour leur obtention ainsi que les produits cosmétiques en contenant. Les esters de pentaérythritol les plus connus sont les tétraéthyl-2- hexanoate, tétraisostéarate, tétrastéarate, rosinate, tétracaprylate/tétracaprate, tétrahydroxy-stéarate/tétraisostéarate. Les esters de dipentaérythritol les plus connus sont les hexacaprylate/hexacaprate, hexahydroxystéarate, hexahydroxy- stéarate/hexastéarate/hexarosinate. Ainsi, dans le document WO-2005/097056-A, sont notamment décrits des esters partiels de pentaérythritol, dipentaérythritol et tripentaérythritol, et plus particulièrement le distéarate de pentaérythritol. Ce produit, tout comme tous les autres produits décrits dans ce document, est cireux : son point de fusion est supérieur à 30°C. Il est donc solide à la température ambiante, ce qui constitue un inconvénient important en formulation.The present invention relates to a mixture of partial esters of monopentaerythritol, dipentaerythritol and tripentaerythritol, a process for obtaining them and cosmetic products containing them. The most well-known pentaerythritol esters are tetraethyl-2-hexanoate, tetraisostearate, tetrastearate, rosinate, tetraacrylate / tetracaprate, tetrahydroxystearate / tetraisostearate. The most known dipentaerythritol esters are hexacaprylate / hexacaprate, hexahydroxystearate, hexahydroxystearate / hexastearate / hexarosinate. Thus, in document WO-2005/097056-A, partial esters of pentaerythritol, dipentaerythritol and tripentaerythritol, and more particularly pentaerythritol distearate, are described in particular. This product, like all other products described in this document, is waxy: its melting point is above 30 ° C. It is therefore solid at room temperature, which is a major drawback in formulation.
Le document US-6972316-B est relatif à des produits complexes obtenus par greffage de polymères sur le dipentaérythritol. Ces produits ont pour principal inconvénient d'être colorés : ils ne peuvent être utilisés que dans certaines formulations colorées. Enfin, dans le document WO-2005/046625-A, sont notamment décrits des esters benzoïques partiels de pentaérythritol, dont les propriétés sont proches de celles des produits cités dans le document WO-2005/097056-A.US-6972316-B relates to complex products obtained by grafting polymers on dipentaerythritol. These products have the main drawback of being colored: they can only be used in certain colored formulations. Finally, in document WO-2005/046625-A, partial benzoic pentaerythritol esters, whose properties are close to those of the products mentioned in document WO-2005/097056-A, are described in particular.
Aussi un des buts de la présente invention est-il de fournir un ester de base pentaérythritol ou polypentaérythritol de haut poids moléculaire tout en étant liquide à température ambiante.It is therefore an object of the present invention to provide a high molecular weight pentaerythritol or polypentaerythritol base ester while being liquid at room temperature.
Un autre but de l'invention est de fournir un tel ester qui est incolore et compatible, en particulier, avec les gélifiants de type silicones.Another object of the invention is to provide such an ester which is colorless and compatible, in particular with silicones gelling agents.
Un but supplémentaire est de fournir un tel ester qui présente de bonnes propriétés cosmétiques dans une large gamme de formulation. Ces buts, ainsi que d'autres qui apparaîtront par la suite, sont atteints par un mélange d'esters partiels de monopentaérythritol, dipentaérythritol et tripentaérythritol qui est, selon la présente invention, caractérisé par le fait que ce mélange contient du pentaisononanoate de dipentaérythritol. L'invention est également relative à un procédé pour l'obtention d'un tel mélange d'esters selon lequel on estérifie du dipentaérythritol par un acide organique comportant de 7 à 13 atomes de carbone.An additional object is to provide such an ester which has good cosmetic properties in a wide range of formulation. These and other purposes which will become apparent are attained by a mixture of partial esters of monopentaerythritol, dipentaerythritol and tripentaerythritol, which according to the present invention is characterized by the fact that this mixture contains dipentaerythritol pentaisononanoate. The invention also relates to a process for obtaining such a mixture of esters according to which dipentaerythritol is esterified with an organic acid comprising from 7 to 13 carbon atoms.
Avantageusement, l'acide organique est ramifié et, de préférence, comprend 9 atomes de carbone.Advantageously, the organic acid is branched and preferably comprises 9 carbon atoms.
L'invention concerne aussi des produits cosmétiques, caractérisés par le fait qu'ils comprennent un mélange d'esters tel que précédemment défini.The invention also relates to cosmetic products, characterized in that they comprise a mixture of esters as previously defined.
La description qui va suivre et qui ne présente aucun caractère limitatif, a notamment pour but de permettre à l'homme du métier de mieux comprendre la mise en oeuvre et les avantages de la présente invention.The following description, which is in no way limiting, is intended in particular to enable those skilled in the art to better understand the implementation and the advantages of the present invention.
Selon la présente invention, on utilise des acides organiques contenant de 7 à 13 atomes de carbones, de préférence ramifiés et comprenant 9 atomes de carbone, ou un mélange d'acides ramifiés et d'acides linéaires, ou des mélanges ramifiés et linéaires contenant chacun de 7 à 13 atomes de carbones et de préférence 9 atomes de carbone.According to the present invention, use is made of organic acids containing from 7 to 13 carbon atoms, preferably branched and comprising 9 carbon atoms, or a mixture of branched acids and linear acids, or branched and linear mixtures containing each from 7 to 13 carbon atoms and preferably 9 carbon atoms.
Ces acides ont pour formule générale :These acids have the general formula:
R1 -(CH)y-CHR2-(CH)x-COOH dans laquelle x et y sont supérieurs ou égal à 0, R1 et R2 représentent des chaînes carbonées linéaires ou ramifiées. Les alcools mis en oeuvre sont des polyols choisis parmi des oligomères de néopentylpolyols, qui sont des polyols ramifiés, comme le dipentaérythritol ou le tripentaérythritol fournis par la société PERSTORP mais ne se limitant pas à ces deux matières premières. Ils peuvent aussi contenir une fraction de pentaérythritol. Ces alcools ont pour formule générale :R1 - (CH) y-CHR2- (CH) x-COOH wherein x and y are greater than or equal to 0, R1 and R2 represent linear or branched carbon chains. The alcohols used are polyols chosen from oligomers of neopentylpolyols, which are branched polyols, such as dipentaerythritol or tripentaerythritol supplied by the company PERSTORP but not limited to these two raw materials. They may also contain a fraction of pentaerythritol. These alcohols have the general formula:
Les esters ainsi synthétisés sont partiels et contiennent un mélange de 2 à 2n+5 fonctions ester de formule générale :The esters thus synthesized are partial and contain a mixture of 2 to 2n + 5 ester functions of general formula:
dans laquelle R représente un atome d'hydrogène ou l'acide utilisé, et n est au plus égal à 2.in which R represents a hydrogen atom or the acid used, and n is at most equal to 2.
A titre d'exemple, le pentaisononanoate de dipentaérythritol obtenu selon la présente invention est caractérisé par son analyse physico-chimique :By way of example, the pentaisononanoate of dipentaerythritol obtained according to the present invention is characterized by its physico-chemical analysis:
Liquide à température ambianteLiquid at room temperature
Faible odeur Couleur : = 100 Hazen,Low odor Color: = 100 Hazen,
Indice d'acide : = 1 ,Acid number: = 1,
Indice de saponification : 290 - 310,Saponification number: 290 - 310,
Indice d'hydroxyle : 30 - 70,Hydroxyl value: 30 - 70,
Teneur en eau : = 0,5 %, Viscosité à 20°C : 2700 à 3100 est.Water content: = 0.5%, Viscosity at 20 ° C: 2700 to 3100 is.
Solubilité dans l'eau : InsolubleSolubility in water: Insoluble
HLB : 8HLB: 8
Point de congélation : < - 15°CFreezing point: <- 15 ° C
Point de trouble : < - 15°C Poids moléculaire : 800-1100 g/molCloud point: <- 15 ° C Molecular weight: 800-1100 g / mol
Tension interfaciale (NF EN 14210) : < 1 mN/mInterfacial tension (NF EN 14210): <1 mN / m
Tension superficielle (NF EN 14370) : 33,0 mN/m II stabilise les émulsions, et présente des propriétés tensio-actives, auto- émulsionnantes et gélifiantes. Ces propriétés peuvent être illustrées par les exemples suivants :Surface tension (NF EN 14370): 33.0 mN / m It stabilizes the emulsions, and has surface-active, self-emulsifying and gelling properties. These properties can be illustrated by the following examples:
Parmi les esters ainsi obtenus, celui de dipentaérythritol et d'acide en C9 ramifié a été sélectionné pour ses caractéristiques en cosmétique : haute viscosité mais restant facile à mettre en oeuvre, brillant, non collant en formulation et sera nommé pentaisononanoate de dipentaérythritol ou dipentaerythrityl pentaiso- nonanoate selon la nomenclature INCI ou en raccourci, pour la suite de la présente description, DUB VINYL.Among the esters thus obtained, that of dipentaerythritol and branched C9 acid was selected for its characteristics in cosmetics: high viscosity but remaining easy to use, glossy, non-sticky in formulation and will be named pentaisononanoate of dipentaerythritol or dipentaerythrityl pentaiso - Nonanoate according to the INCI nomenclature or in shorthand, for the remainder of this description, DUB VINYL.
L'ester selon la présente invention, DUB VINYL, est intéressant de par ses fonctionnalités notamment dans :The ester according to the present invention, DUB VINYL, is interesting for its functionalities in particular in:
- les produits de maquillage (gloss, rouge à lèvres, fard à paupières,...) : effet brillant mouillé, transparence, volumateur, gainant, permettant une suspension homogène des particules (nacres, pigments, paillettes,...), effet vinyle- make-up products (gloss, lipstick, eye shadow, ...): wet gloss effect, transparency, volumizing, sheathing, allowing a homogeneous suspension of particles (pearlescent agents, pigments, glitter, ...), effect vinyl
- les produits de soin (crème onctueuse, masque...), les produits solaire (filmogène,.) :nouvelle texture filmogène à effet extensible- care products (smooth cream, mask ...), solar products (film-forming,.): new film-forming texture with extensible effect
- les produits capillaires (gel, cires, spray...) : effet brillant mouillé, maintien de la coloration, effet plastique, gainant, conditionneur, etc.- hair products (gel, waxes, spray ...): wet glossy effect, color retention, plastic effect, sheathing, conditioner, etc.
Ainsi, par exemple, un rouge à lèvres comprend des cires, des silicones, des conservateurs, des antioxydants, du parfum, des charges minérales, des pigments, des vitamines, des actifs et des esters. Dans ce cas, l'ester selon la présente invention améliore le confort et le brillant, permet l'obtention de nouvelles textures qui suivent les mouvements de la peau comme une maille extensible, permet des produits transparents à effet vinyle, accentue l'effet « aspect humide » ("wet-look") ainsi que l'effet repulpant.Thus, for example, a lipstick comprises waxes, silicones, preservatives, antioxidants, perfume, mineral fillers, pigments, vitamins, actives and esters. In this case, the ester according to the present invention improves comfort and gloss, makes it possible to obtain new textures that follow the movements of the skin like an extensible mesh, allows transparent products to effect vinyl, accentuates the effect "wet look"("wet-look") and the plumping effect.
Il est remarqué également que cet ester diminue l'aspect collant de la cire de polyéthylène et de polyisobutène, qu'elle favorise la dispersion des pigments et évite l'exsudation.It is also noted that this ester reduces the tacky appearance of polyethylene wax and polyisobutene, it promotes the dispersion of pigments and prevents exudation.
L'ester est intéressant pour ses propriétés seul ou en association avec d'autres ingrédients couramment utilisés en cosmétique (silicone, pigment, poudre, substances d'origine minérale, végétale, cires, parfum,...) L'ajout de pentaisononanoate de dipentaérythritol à plus 70% en poids en couplage avec de 2 à 7% en poids de tetrabéhénate de pentaérythritol limite l'exsudation, augmente la dispersion des pigments, évite l'inconfort et les lèvres sèches, augmente l'intensité de la couleur, lisse la surface des lèvres et les repulpe.The ester is interesting for its properties alone or in combination with other ingredients commonly used in cosmetics (silicone, pigment, powder, substances of mineral origin, vegetable, waxes, perfume, ...) The addition of pentaisononanoate dipentaerythritol at greater than 70% by weight in coupling with 2 to 7% by weight of pentaerythritol tetrabenenate limits exudation, increases the dispersion of pigments, avoids discomfort and dry lips, increases the intensity of color, smooth the surface of the lips and plumps them.
Les exemples ci-après ont en particulier pour but de montrer les avantages de l'ester selon la présente invention, toutes les compositions des formules étant exprimées en gramme (le total est de 100g).The following examples are intended in particular to show the advantages of the ester according to the present invention, all the compositions of the formulas being expressed in grams (the total is 100 g).
Exemple 1 : Comparaison sur un fond de teint couléExample 1 Comparison on a Poured Foundation
On a réalisé trois fonds de teint coulé à partir d'une même formulation dont seule la partie ester a été modifiée comme suit :Three casting foundations were made from the same formulation of which only the ester part was modified as follows:
Formulation A: Ester A: Tétraester de pentaérythritol et d'acides en C23-43 Formulation B: Ester B: Triglycéride d'acides isoalkyliques en C10-40 Formulation C: Ester C: DUB VINYLFormulation A: Ester A: Tetraester of pentaerythritol and C23-43 acids Formulation B: Ester B: Triglyceride of C10-40 isoalkyl acids Formulation C: Ester C: DUB VINYL
On a ainsi montré que l'utilisation du DUB VINYL en association avec le tetrabéhénate de pentaérythritol permet d'obtenir plus d'onctuosité, une viscosité plus élevée et une meilleure substantivité par rapport à un fond de teint classique contenant de l'huile de ricin hydrogénée et de l'isostéarate d'isopropyle.It has thus been shown that the use of DUB VINYL in combination with pentaerythritol tetrabenenate makes it possible to obtain more lubricity, a higher viscosity and a better substantivity compared to a conventional foundation containing castor oil. hydrogenated and isopropyl isostearate.
Exemple 2 : Comparaison sur rouge à lèyre : Dans les tableaux l-a et l-b ci-après sont regroupés les résultats obtenus avec les différents esters de l'exemple 1 dans une même formulation de rouge à lèvres : Tableau l-aEXAMPLE 2 Comparison on Red to Lipstick In Tables la and lb below are grouped the results obtained with the different esters of Example 1 in the same lipstick formulation: Table la
PTIS : tétraisostéarate de pentaérythritol Dans cet exemple, il est démontré que l'utilisation du DUB VINYL permet d'augmenter la brillance et le glissant des rouges à lèvre.PTIS: pentaerythritol tetraisostearate In this example, it is demonstrated that the use of DUB VINYL makes it possible to increase the gloss and the glide of the lipsticks.
L'influence de la viscosité est également démontrée suivant une courbe de Gauss.The influence of the viscosity is also demonstrated according to a Gaussian curve.
Dans ces formulations, il est remarqué que le DUB VINYL ne provoque ni cristallisation ni exsudation, augmente la dispersion des pigments, maintient le réseau cristallin et a un effet plastifiant.In these formulations, it is noted that DUB VINYL causes neither crystallization nor exudation, increases the dispersion of pigments, maintains the crystal lattice and has a plasticizing effect.
Exemple 3 : test d'usageExample 3: Usage test
Sur des volontaires, on a réalisé des tests d'usage avec un gloss de formule ci-dessous contenant 50% en poids de DUB VINYL :On volunteers, use tests were carried out with a gloss of formula below containing 50% by weight of DUB VINYL:
Pentaisononanoate de dipentaérythritol (DUB VINYL) 50,000Dipentaerythritol Pentaisononanoate (DUB VINYL) 50,000
Polybutène 19,000 Tétrabéhénate de Pentaérythritol 9,000Polybutene 19,000 Pentaerythritol Tetraheenate 9,000
Tétraisostéarate de Pentaérythritol 12,000Pentaerythritol Tetrasostearate 12,000
Filtre Solaire 4,500Solar Filter 4,500
Acétate de tocophéryle 1 ,000Tocopheryl acetate 1, 000
Saccharine 1 ,000 Mica et dioxyde de titane 1 ,500Saccharin 1, 000 Mica and titanium dioxide 1, 500
Nacre qsMother of pearl qs
Parfum 2,500Perfume 2,500
Ces tests ont donné les notes suivantes :These tests gave the following ratings:
Couleur : 16,6 /20 Odeur : 15,5 / 20Color: 16.6 / 20 Odor: 15.5 / 20
Texture : 17,1/20Texture: 17.1 / 20
Saveur : 16,4 / 20Flavor: 16,4 / 20
Eclat des lèvres 15,6 /20Lips of lips 15,6 / 20
Facilité d'application 15 /20 Maintien de l'effet brillant : 12,8 /20Ease of application 15/20 Maintaining the brilliant effect: 12,8 / 20
Tenue du produit : 12,2 /20Product holding: 12.2 / 20
Produit dans son ensemble : 15,5 /20Overall product: 15.5 / 20
82% des sujets déclarent que le produit ne migre pas dans les ridules.82% of subjects say the product does not migrate into fine lines.
9% des sujets déclarent avoir les lèvres moins sèches. 73% des sujets achèteraient le produit9% of subjects report having less dry lips. 73% of subjects would buy the product
II est également démontré par cette étude que l'association du polybutène et du pentaisononanoate de dipentaerythritol permet une meilleure accroche sur les lèvres.It is also demonstrated by this study that the combination of polybutene and pentaisononanoate dipentaerythritol allows a better grip on the lips.
Exemple 4 : Comparaison sur une crème pour le corps :Example 4: Comparison on a body cream:
Les formules ci-dessous ont été testées sur 15 volontaires ; elles sont de base identique en faisant varier les esters qui sont :The formulas below were tested on 15 volunteers; they are of identical base by varying the esters which are:
- DUB PTCC (tétracaprylate/tétracaprate de pentaérythritol), - DUB PTC (tétracocoate de pentaérythritol),- DUB PTCC (pentaerythritol tetracapylate / tetracaprate), - DUB PTC (pentaerythritol tetracocoate),
- DUB DPHCC (hexacaprylate/hexacaprate de dipentaerythritol),- DUB DPHCC (hexacaprylate / dipentaerythritol hexacaprate),
- DUB PTO (tétraéthyl-2-hexanoate de pentaérythritol),- DUB PTO (pentaerythritol tetraethyl-2-hexanoate),
- DUB PTIS (tétraisostéarate de pentaérythritol),- DUB PTIS (pentaerythritol tetraisostearate),
- DUB PTOL (tétraoléate de pentaérythritol), et - DUB VINYL (pentaisononanoate de dipentaerythritol)- DUB PTOL (pentaerythritol tetraoleate), and - DUB VINYL (dipentaerythritol pentaisononanoate)
Esters 15,00Esters 15,00
Alcool cétylique (et) stéarate de glycerol (et) stéarate de PEG-75 (et) ceteth-20 (et) steareth-20 (DUB 340) 5,00 Tristéarate de saccharose (DUB SE 3 S) 0,50Cetyl alcohol (and) glycerol stearate (and) PEG-75 (and) stearate ceteth-20 (and) steareth-20 (DUB 340) 5.00 Sucrose tristearate (DUB SE 3 S) 0.50
Eau 70,20Water 70.20
Palmitate de saccharose (DUB SE 16 P) 1 ,00Sucrose palmitate (DUB SE 16 P) 1, 00
Glycérine 6,00Glycerin 6.00
Nylon-12 1 ,00 Eau (et) Méthyl propanediol (et) extrait de germe de blé (Triticum Vulgare) 1 ,00 Phénoxyéthanol (et) Methylparaben (et) Ethylparaben(et)Nylon-12 1 .00 Water (and) Methyl propanediol (and) wheat germ extract (Triticum Vulgare) 1.00 Phenoxyethanol (and) Methylparaben (and) Ethylparaben (and)
Propylparaben (et) Butylparaben 0,30Propylparaben (and) Butylparaben 0.30
Colorant qs Parfum qsColor qs Perfume qs
Les résultats de test sont indiqués dans le tableau ci-après The test results are shown in the table below
Cette étude démontre le caractère filmogène des esters de pentaérythritol en général et plus précisément l'effet gainant apporté par le DUB VINYL dans une émulsion.This study demonstrates the film-forming nature of pentaerythritol esters in general and more specifically the sheathing effect provided by DUB VINYL in an emulsion.
Exemple de formulations pour de émulsions:Example of formulations for emulsions:
- Emulsion 1 :- Emulsion 1:
Octyldodécanol éthoxylé 25-OE 10,000Octyldodecanol ethoxylated 25-OE 10,000
Myristate d'isopropyle 60,000Isopropyl myristate 60,000
Pentaisononanoate de dipentaérythritol 20,000Pentaisononanoate dipentaerythritol 20,000
Glycérine 6,000Glycerin 6,000
Eau 3,000Water 3,000
Palmitate de saccharose 2,000Palmitate of sucrose 2,000
Colorant (xirona carribean blue) qsDye (xirona carribean blue) qs
Parfum 0,200Perfume 0,200
- Emulsion 2 :- Emulsion 2:
Octyldodécanol éthoxylé 25-OE 7,000Octyldodecanol ethoxylated 25-OE 7,000
Myristate d'isopropyle 15,000Isopropyl myristate 15,000
Pentaisononanoate de dipentaérythritol 5,000Dipentaerythritol pentaisononanoate 5,000
Glycérine 25,000Glycerine 25,000
Eau 25,000 Palmitate de saccharose 3,000Water 25,000 Sucrose palmitate 3,000
Alcool cétéarylique (et) ceteareth-20 10,000Cetearyl alcohol (and) ceteareth-20 10,000
Huile essentielle de menthe qsEssential oil of mint qs
Ces deux émulsions sont très filmogènes, gainantes, et procurent un effet de maille extensible sur la peau.These two emulsions are very film forming, sheathing, and provide an extensible mesh effect on the skin.
Exemples de formulation pour des qloss à lèyres :Examples of formulation for lipid qloss:
- Gloss à lèvre n°1 :- Lip gloss n ° 1:
DUB VINYL 89,200DUB VINYL 89,200
Cire d'euphorbia cerifera (candelilla) 2,000 Cire de copernicia cerifera (carnauba) 1 ,500Wax of euphorbia cerifera (candelilla) 2,000 Wax of copernicia cerifera (carnauba) 1, 500
Tétrabéhénate de pentaérythritol 4,000Pentaerythritol Tetrahehenate 4,000
Acétate de tocophéryle 1 ,000Tocopheryl acetate 1, 000
Propylparaben 0,100Propylparaben 0.100
Colorant 0,500 Mica (et) dioxyde de titane 1 ,500Dye 0.500 Mica (and) Titanium Dioxide 1, 500
Parfum 0,200Perfume 0,200
Les gels de bentone permettent la suspension des particules mais ont tendance à ternir la teinte et la brillance des gloss. Ce gloss stable, sans gel de bentone, a permis de montrer que l'utilisation de DUB VINYL (pentaisononanoate de dipentaérythritol) permet une suspension homogène des particules dans le temps. Cette fonctionnalité peut être reprise dans un produit capillaire en tant qu'agent de rétention de couleur.Bentone gels allow the suspension of particles but tend to tarnish the hue and gloss of the gloss. This stable gloss, without bentone gel, has shown that the use of DUB VINYL (dipentaerythritol pentaisononanoate) allows a homogeneous suspension of particles over time. This functionality can be taken up in a hair product as a color retention agent.
Ces caractéristiques sont : non collant, lisse la surface des lèvres, les repulpe, augmente l'intensité de la couleur, limite l'exsudation, effet mouillé/brillant.These characteristics are: non-sticky, smooth the surface of the lips, plumps them, increases the intensity of the color, limits the exudation, effect wet / brilliant.
- Gloss à lèvres n°2 transparent :- Transparent Lip Gloss # 2:
DUB VINYL 69,500DUB VINYL 69,500
Cire d'Euphorbia cerifera (candelilla) 2,000 Polybutène 1 ,000 Octyldodécanol 1 ,000Wax of Euphorbia cerifera (candelilla) 2,000 Polybutene 1, 000 Octyldodecanol 1, 000
Acétate de tocophéryle 0,500Tocopheryl acetate 0.500
Malate de diisostéaryle 1 ,000Diisostearyl malate 1, 000
L'association du DUB VINYL avec le polybutène et le malate de diisostéaryle permet l'obtention d'un gloss transparent, brillant non collant.The combination of DUB VINYL with polybutene and diisostearyl malate makes it possible to obtain a transparent, glossy non-sticky gloss.
- Gloss à lèvres n°3 :- Lip gloss n ° 3:
DUB VINYL 50,00 Polybutène 10,00DUB VINYL 50,00 Polybutene 10.00
Octyldodécanol 5,350Octyldodecanol 5,350
Propylparaben 0,100Propylparaben 0.100
Acétate de tocophéryle 0,500Tocopheryl acetate 0.500
Tocophérol éthoxylé 8-OE (et) Palmitate d'ascorbyle(et) Acide ascorbique (et) Acide citrique 0,100Ethoxylated Tocopherol 8-EO (and) Ascorbyl Palmitate (and) Ascorbic Acid (and) Citric Acid 0.100
Triglycérides d'acides gras en C10-C18 (et) Polyisoprène (et) Silice 10,00 Mica (et) Dioxyde de titane 3,000Triglycerides of C10-C18 fatty acids (and) Polyisoprene (and) Silica 10.00 Mica (and) Titanium dioxide 3,000
Diméthyl silylate de silice 2,000Dimethyl silica silylate 2,000
Polyéthylène 5,000 Acide polyhydroxystéarique ou Béhénate/Eicosanoate de glycérol 1 ,500Polyethylene 5,000 Polyhydroxystearic acid or Behenate / Glycerol Eicosanoate 1,500
Mica (et) Dioxyde de titane (et) Oxydes de fer 0,400Mica (and) Titanium Dioxide (and) Iron Oxides 0.400
Mica (et) Dioxyde de titane (et) Oxydes de fer (et) Carminé 2,000Mica (and) Titanium Dioxide (and) Iron Oxides (and) Carmine 2,000
Malate de diisostéaryle 10,000 Colorant (D&C Red 7 Calcium Lake) 0,050Diisostearyl Malate 10,000 Colorant (D & C Red 7 Calcium Lake) 0.050
La formulation de ce gloss présenté en flaconnette ou en godet de type coloré et nacré, présente une bonne compatibilité de l'association du DUB VINYL / malate de diisostéaryle gélifié par du béhénate/eicosanoate de glycérol, du polyéthylène, de l'acide polyhydroxystéarique ou du diméthyl silylate de silice. Ce gloss est brillant et peu collant.The formulation of this gloss presented in a bottle or in a bucket of colored and pearlescent type, has a good compatibility of the combination of DUB VINYL / diisostearyl malate gelled by behenate / eicosanoate glycerol, polyethylene, polyhydroxystearic acid or silica dimethyl silylate. This gloss is glossy and not sticky.
- Gloss à lèvres n°4 :- Lip gloss n ° 4:
DUB VINYL 50,00DUB VINYL 50.00
Polybutène 11 ,00 Octyldodécanol 9,850Polybutene 11, 00 Octyldodecanol 9,850
Propylparaben 0,100Propylparaben 0.100
Acétate de tocophéryle 0,500 Tocophérol éthoxylé 8-OE (et) Palmitate d'ascorbyle (et) Acide ascorbique (et) Acide citrique 0,100Tocopheryl acetate 0.500 Tocopherol ethoxylated 8-EO (and) Ascorbyl palmitate (and) Ascorbic acid (and) Citric acid 0.100
Mica (&) Dioxyde de titane 3,000Mica (&) Titanium Dioxide 3,000
Béhénate/Eicosanoate de glycérol 3,00Behenate / Glycerol Eicosanoate 3.00
Mica (et) Dioxyde de titane (et) Oxydes de fer 0,400Mica (and) Titanium Dioxide (and) Iron Oxides 0.400
Mica (et) Dioxyde de titane (et) Oxydes de fer (et) Carminé 2,000 Phénylpropyle diméthylsiloxysilicate 10,000Mica (and) Titanium Dioxide (and) Iron Oxides (and) Carmine 2,000 Phenylpropyl Dimethylsiloxysilicate 10,000
Colorant (D&C Red 7 Calcium Lake) 0,050Colorant (D & C Red 7 Calcium Lake) 0.050
Malate de Diisostéaryle 10,00Malate of Diisostearyl 10.00
La formulation de ce gloss présenté en flaconnette ou en godet de type coloré et nacré, présente une bonne compatibilité de l'association du DUB VINYL /The formulation of this gloss presented in bottle or bucket colored and pearly type, has a good compatibility of the combination of DUB VINYL /
SILICONE (phényltriméthicone ou diméthicone ou résine de silicone de typeSILICONE (phenyltrimethicone or dimethicone or silicone resin type
Silshine 151 ) gélifié par du béhénate/eicosanoate de glycérol, du polyéthylène, de l'acide polyhydroxystéarique ou du diméthyl silylate de silice. Ce gloss est brillant et peu collant.Silshine 151) gelled with glycerol behenate / eicosanoate, polyethylene, polyhydroxystearic acid or silica dimethyl silylate. This gloss is glossy and not sticky.
Exemple de formulation pour un rouqe à lèvre :Example of formulation for a lipstick:
DUB VINYL 30,00DUB VINYL 30,00
Polydécène 3,960Polydecene 3,960
Octyldodécanol (et) Gélifiant (Disteardimonium Hectorite)Octyldodecanol (and) Gelling agent (Disteardimonium Hectorite)
(et) Carbonate de propylène 10,000(and) Propylene Carbonate 10,000
Huile de ricin hydrogénée 0,400Hydrogenated Castor Oil 0.400
Paraffines synthétiques 5,200Synthetic paraffins 5,200
Polybutène 4,000Polybutene 4,000
Octyldodécanol 3,000Octyldodecanol 3,000
Mica (et) oxyde de fer 1 ,000Mica (and) iron oxide 1, 000
Tétrastéarate de saccharose triacétylé 10,000Triacetylated sucrose tetrastearate 10,000
Polyéthylène 2,900Polyethylene 2,900
Phénylpropyl diméthylsiloxysilicate 10,000Phenylpropyl dimethylsiloxysilicate 10,000
Mica (et) Dixoyde de titane (et) silice 0,800 Colorant (D&C Red 33 Aluminium Lake) 1 ,200Mica (and) Titanium Dixoyde (and) 0.800 silica Colorant (D & C Red 33 Aluminum Lake) 1, 200
Malate de diisostéaryle 10,000Diisostearyl malate 10,000
Beurre de Karité 2,000Shea butter 2,000
Colorant (D&C Red 7 Calcium Lake) 1 ,400Colorant (D & C Red 7 Calcium Lake) 1, 400
II a été remarqué que l'association du DUB VINYL, du malate de diisostéaryle, d'un gélifiant de type tétrastéarate de saccharose triacétylé et d'une résine de silicone type phénylpropyl diméthylsiloxysilicate permettait l'obtention d'un rouge à lèvre déposant un film brillant et fin.It has been noted that the combination of DUB VINYL, diisostearyl malate, a triacetylated sucrose tetrastearate type gelling agent and a phenylpropyl dimethylsiloxysilicate silicone resin made it possible to obtain a lipstick depositing a film. brilliant and fine.
Exemple de formulation pour un gel teinté:Example of formulation for a tinted gel:
Exemple de formulation pour une base lissante :Formulation example for a smoothing base:
Cyclopentasiloxane (et) Polymère réticulé de diméthicone 61 ,000Cyclopentasiloxane (and) Crosslinked Dimethicone Polymer 61,000
Tétralaurate de pentaérythritol 10,000Pentaerythritol tetralaurate 10,000
DUB VINYL 10,000DUB VINYL 10,000
C30-C 45 alkyl méthicone 3,000 Cyclopentasiloxane 10,000C30-C 45 alkyl methicone 3,000 Cyclopentasiloxane 10,000
Polyméthylsilsesquioxane 5,000Polymethylsilsesquioxane 5,000
Mica (et) Dioxyde de Titane (et) Oxydes de Fer (et) Alkyl silane qspMica (and) Titanium Dioxide (and) Iron Oxides (and) Alkyl silane qs
Parfum qsPerfume qs
Café torréfié bmo/194 (75%) et Chocolat cre/1523 (25%) 1 %Roasted coffee bmo / 194 (75%) and chocolate cre / 1523 (25%) 1%
Cette formule montre une parfaite compatiblité entre les polymères réticulés de silicones (silicone crosspolymer), le DUB VINYL et le tétralaurate de pentaérythritol. Les esters de pentaérythritol remplacent avantageusement les silicones volatiles et confèrent une émollience certaine. La formulation présente une texture crème / mousse au toucher doux permettant un effet lissant des ridules de la peau.This formula shows a perfect compatibility between cross-linked silicone polymers (silicone crosspolymer), DUB VINYL and pentaerythritol tetralaurate. The pentaerythritol esters advantageously replace the volatile silicones and confer a certain emolliency. The formulation has a soft cream / foam texture with a smoothing effect on fine lines of the skin.
L'utilisation du DUB VINYL dans les formulations offre des résultats innovants jamais observés avec des esters similaires.The use of DUB VINYL in formulations offers innovative results never seen with similar esters.
Le pentaisononanoate de dipentaérythritol est liquide à température ambiante, de très faible odeur, bonne stabilité, peu coloré, une haute substantivité, filmogène, lubrifiant, non collant, non filant, plastifiant, améliore la résistance à l'eau, la brillance, le confort et l'onctuosité, modifie la viscosité et à une faible migration sur la peau. Pentaisononanoate dipentaerythritol is liquid at room temperature, very low odor, good stability, low color, high substantivity, film-forming, lubricant, non-sticky, non-spinning, plasticizer, improves water resistance, shine, comfort and lubricity, changes the viscosity and low migration to the skin.
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0606958 | 2006-07-28 | ||
| FR0606958A FR2904217B1 (en) | 2006-07-28 | 2006-07-28 | MIXTURE OF PARTIAL ESTERS OF MONOPENTAERYTRITOL, DIPENTAERYTRITOL AND TRIPENTAERYTRITOL, PROCESS FOR THEIR PRODUCTION AND COSMETIC PRODUCT CONTAINING THE SAME |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2008012442A2 true WO2008012442A2 (en) | 2008-01-31 |
| WO2008012442A3 WO2008012442A3 (en) | 2008-03-13 |
Family
ID=37864500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/FR2007/001290 Ceased WO2008012442A2 (en) | 2006-07-28 | 2007-07-26 | Mixture of partial esters of monopentaerythritol, dipentaerythritol and tripentaerythritol, process for obtaining same and cosmetic product containing them |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR2904217B1 (en) |
| WO (1) | WO2008012442A2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2947176A1 (en) * | 2009-06-26 | 2010-12-31 | Oreal | MAKE-UP ARTICLE COMPRISING A MONOAZOIC PIGMENT AND ITS USE IN COSMETICS |
| EP2366377A1 (en) * | 2010-03-16 | 2011-09-21 | Cognis IP Management GmbH | Conditioner and conditioning shampoo comprising an ester of pentaerythritol |
| FR2968938A1 (en) * | 2010-12-21 | 2012-06-22 | Oreal | Anhydrous solid cosmetic composition, useful for make up and/or care of keratin material and for masking of imperfections of relief of skin, comprises hollow particles, at least one volatile oil, organopolysiloxane elastomer and wax |
| US20130142745A1 (en) * | 2010-09-13 | 2013-06-06 | Chanel Parfums Beaute | Cosmetic composition for lip make-up |
| WO2016093184A1 (en) * | 2014-12-08 | 2016-06-16 | L'oreal | Composition comprising hydrocarbon oil, aromatic silicone oil, wax, and pasty fatty substance |
| CN114159318A (en) * | 2021-12-07 | 2022-03-11 | 浙江森马服饰股份有限公司 | Skin moistening lotion with epidermis moisturizing and relieving effects and preparation method thereof |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3670013A (en) * | 1969-10-16 | 1972-06-13 | Hercules Inc | Synthesis of partial esters of certain poly(neopentyl polyols) and aliphatic monocarboxylic acids |
| EP0179416A3 (en) * | 1984-10-22 | 1986-11-26 | PLOUGH, INC. (a Delaware corporation) | Long wear cosmetics |
| US5503761A (en) * | 1994-08-02 | 1996-04-02 | Exxon Research & Engineering Co./Hatco Corp. | Technical pentaerythritol esters as lubricant base stock |
| BR9815885A (en) * | 1998-06-04 | 2001-02-20 | Procter & Gamble | Hair conditioning composition. |
| US6436881B1 (en) * | 2001-06-01 | 2002-08-20 | Hatco Corporation | High temperature lubricant composition |
| US7413744B2 (en) * | 2003-06-10 | 2008-08-19 | Shin-Etsu Chemical Co., Ltd. | Cosmetic preparation |
| DE102004017222A1 (en) * | 2004-04-05 | 2005-10-20 | Cognis Ip Man Gmbh | Sensory waxes for cosmetic and / or pharmaceutical formulations |
-
2006
- 2006-07-28 FR FR0606958A patent/FR2904217B1/en active Active
-
2007
- 2007-07-26 WO PCT/FR2007/001290 patent/WO2008012442A2/en not_active Ceased
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2947176A1 (en) * | 2009-06-26 | 2010-12-31 | Oreal | MAKE-UP ARTICLE COMPRISING A MONOAZOIC PIGMENT AND ITS USE IN COSMETICS |
| JP2013522250A (en) * | 2010-03-16 | 2013-06-13 | コグニス・アイピー・マネージメント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | Conditioners and conditioning shampoo formulations containing pentaerythritol esters |
| EP2366377A1 (en) * | 2010-03-16 | 2011-09-21 | Cognis IP Management GmbH | Conditioner and conditioning shampoo comprising an ester of pentaerythritol |
| WO2011113536A1 (en) * | 2010-03-16 | 2011-09-22 | Cognis Ip Management Gmbh | Conditioner and conditioning shampoo compound containing pentaerythritol ester |
| US8894983B2 (en) | 2010-03-16 | 2014-11-25 | Cognis Ip Management Gmbh | Conditioner and conditioning shampoo compound containing pentaerythritol ester |
| US20130142745A1 (en) * | 2010-09-13 | 2013-06-06 | Chanel Parfums Beaute | Cosmetic composition for lip make-up |
| US9114076B2 (en) | 2010-12-21 | 2015-08-25 | L'oreal | Solid anhydrous cosmetic composition |
| WO2012085855A3 (en) * | 2010-12-21 | 2012-08-30 | L'oreal | Solid anhydrous cosmetic composition |
| FR2968938A1 (en) * | 2010-12-21 | 2012-06-22 | Oreal | Anhydrous solid cosmetic composition, useful for make up and/or care of keratin material and for masking of imperfections of relief of skin, comprises hollow particles, at least one volatile oil, organopolysiloxane elastomer and wax |
| WO2016093184A1 (en) * | 2014-12-08 | 2016-06-16 | L'oreal | Composition comprising hydrocarbon oil, aromatic silicone oil, wax, and pasty fatty substance |
| JP2016108280A (en) * | 2014-12-08 | 2016-06-20 | ロレアル | Composition containing hydrocarbon oil, aromatic silicone oil, wax, and pasty fat substance |
| KR20170075790A (en) * | 2014-12-08 | 2017-07-03 | 로레알 | Composition comprising hydrocarbon oil, aromatic silicone oil, wax, and pasty fatty substance |
| CN106999418A (en) * | 2014-12-08 | 2017-08-01 | 莱雅公司 | Include the composition of hydrocarbon ils, aromatics silicone oil, wax and paste fat matter |
| KR102092087B1 (en) * | 2014-12-08 | 2020-03-23 | 로레알 | Composition comprising hydrocarbon oil, aromatic silicone oil, wax, and pasty fatty substance |
| CN114159318A (en) * | 2021-12-07 | 2022-03-11 | 浙江森马服饰股份有限公司 | Skin moistening lotion with epidermis moisturizing and relieving effects and preparation method thereof |
| CN114159318B (en) * | 2021-12-07 | 2023-06-23 | 浙江森马服饰股份有限公司 | A skin caring emulsion with epidermis moisturizing and relieving effects, and its preparation method |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008012442A3 (en) | 2008-03-13 |
| FR2904217B1 (en) | 2012-06-08 |
| FR2904217A1 (en) | 2008-02-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1184028B2 (en) | Non-transfer cosmetic composition comprising a non-volatile silicone, a non-volatile hydrocarbon oil and an inert particulate phase | |
| CA2327239C (en) | Cosmetic composition without transfer containing a nonvolatile silicone compound and a nonvolatile hydrocarbon oil incompatible with this silicone compound | |
| EP0891767B1 (en) | Glossy composition containing aromatic oils thickened with an alkylether of a polysaccharide | |
| EP1068856B1 (en) | Wax-free structured cosmetic composition made rigid by a polymer | |
| FR2776509A1 (en) | Topical composition, especially for cosmetic or dermatological use, containing component providing non-sticky and non-greasy gloss | |
| FR2785528A1 (en) | COSMETIC COMPOSITION WITH CONTINUOUS LIPOPHILIC PHASE CONTAINING A NEW PIGMENT | |
| FR3037794A1 (en) | AQUEOUS COSMETIC COMPOSITION COMPRISING ALKYLCELLULOSE, AT LEAST ONE NON-VOLATILE OIL, A HYDROCARBONATED RESIN | |
| FR3104976A1 (en) | Retinol-based composition | |
| FR3104991A1 (en) | Cosmetic composition with shine and hold properties | |
| FR2924607A1 (en) | COSMETIC COMPOSITION COMPRISING ANHYDROUS GEL AND A GLYCERYLE ESTER | |
| EP1498103B1 (en) | Keratinic materials care or make-up cosmetic composition containing a polyester | |
| WO2008012442A2 (en) | Mixture of partial esters of monopentaerythritol, dipentaerythritol and tripentaerythritol, process for obtaining same and cosmetic product containing them | |
| FR3054792A1 (en) | AQUEOUS COMPOSITION COMPRISING ALKYLCELLULOSE AND AROMATIC HYDROCARBON OIL AND TREATMENT METHOD EMPLOYING THE SAME | |
| EP4504681A1 (en) | Method for the preparation of a volatile mixture of alkanes and a cosmetic composition | |
| EP1457201B1 (en) | Cosmetic composition containing a polyester of a hydrocarboxylated carboxylic acid triglyceride and an oil with a molar mass from 650 to 1000 g/ml | |
| EP4518833A1 (en) | Polyester, viscous mixture, process for preparing same and cosmetic composition | |
| FR3104975A1 (en) | Retinol-based composition | |
| FR2844186A1 (en) | Composition e.g. cosmetic make-up or care product especially lipstick, comprises high-viscosity phenyl silicone oil, nonvolatile hydrocarbon oil, rheology agent and particulate phase | |
| FR2985178A1 (en) | AQUEOUS COSMETIC COMPOSITION COMPRISING ALKYLCELLULOSE, NON-VOLATILE OILS, A PARTICULAR WAX AND A SURFACTANT | |
| FR2968980A1 (en) | Solid anhydrous cosmetic composition, useful as a cosmetic product e.g. lip balm and/or a lipstick and for make up and/or care of lips, comprises, in a medium, at least one wax, Irvingia gabonensis butter, and serine | |
| US20040241198A1 (en) | Cosmetic composition comprising at least one polyester resulting from esterification of at least one triglyceride of hydroxylated carboxylic acid(s) and at least one oil with a molar mass of 650 to 10 000 g/mol | |
| EP1683513B1 (en) | Cosmetic composition comprising an ester of an alcoxylated alcohol and a hydrocarbon ester oil | |
| EP3831357B1 (en) | Cosmetic composition with metallic effect | |
| FR2880263A1 (en) | COSMETIC COMPOSITION CONTAINING ALKOXYL ALCOHOL ESTER AND APOLAR OIL | |
| FR2984139A1 (en) | Transparent, anhydrous and solid composition used for making up skin, comprises polyamide resin, gelling system comprising combination of lipophilic gelling agent and solvent to form hydrogen bonds, and (non)polar nonvolatile oil |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 07823347 Country of ref document: EP Kind code of ref document: A2 |
|
| DPE1 | Request for preliminary examination filed after expiration of 19th month from priority date (pct application filed from 20040101) | ||
| NENP | Non-entry into the national phase |
Ref country code: DE |
|
| NENP | Non-entry into the national phase |
Ref country code: RU |
|
| 122 | Ep: pct application non-entry in european phase |
Ref document number: 07823347 Country of ref document: EP Kind code of ref document: A2 |