WO2012104163A1 - Cosmetic composition in the form of a water-in-oil emulsion free of silicone emulsifier, containing non-spherical particles of composite material - Google Patents

Cosmetic composition in the form of a water-in-oil emulsion free of silicone emulsifier, containing non-spherical particles of composite material

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Publication number
WO2012104163A1
WO2012104163A1 PCT/EP2012/050970 EP2012050970W WO2012104163A1 WO 2012104163 A1 WO2012104163 A1 WO 2012104163A1 EP 2012050970 W EP2012050970 W EP 2012050970W WO 2012104163 A1 WO2012104163 A1 WO 2012104163A1
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WO
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Patent type
Prior art keywords
composition according
polyglyceryl
inorganic
matrix
screening agent
Prior art date
Application number
PCT/EP2012/050970
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French (fr)
Inventor
Cécile GRARE
Céline PHILIPPON
Original Assignee
L'oreal
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/02Cosmetics or similar toilet preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/064Water-in-oil emulsions, e.g. Water-in-silicone emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/02Cosmetics or similar toilet preparations characterised by special physical form
    • A61K8/0241Containing particulates characterized by their shape and/or structure
    • A61K8/0254Platelets; Flakes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/02Cosmetics or similar toilet preparations characterised by special physical form
    • A61K8/0241Containing particulates characterized by their shape and/or structure
    • A61K8/0283Matrix particles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/19Cosmetics or similar toilet preparations characterised by the composition containing inorganic ingredients
    • A61K8/25Silicon; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/19Cosmetics or similar toilet preparations characterised by the composition containing inorganic ingredients
    • A61K8/26Aluminium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/19Cosmetics or similar toilet preparations characterised by the composition containing inorganic ingredients
    • A61K8/29Titanium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/58Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30Characterized by the absence of a particular group of ingredients
    • A61K2800/34Free of silicones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET 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
    • A61K2800/60Particulates further characterized by their structure or composition
    • A61K2800/61Surface treated

Abstract

The present invention relates to a composition in the form of a water-in-oil emulsion containing, in a cosmetically acceptable medium, at least non-spherical composite particles with a mean size of between 0.1 and 30 µm, comprising a matrix and an inorganic UV-screening agent, the said inorganic screening agent being present in a content ranging from 1% to 70% by weight relative to the total weight of the composite particle, the said composition not containing any silicone emulsifier.

Description

COSMETIC COMPOSITION IN THE FORM OF A WATER-IN-OIL EMULSION FREE OF SILICONE EMULSIFIER, CONTAINING NON-SPHERICAL PARTICLES OF COMPOSITE MATERIAL The present invention relates to a cosmetic composition in the form of a water-in- oil emulsion containing, in a cosmetically acceptable medium, at least composite non-spherical particles between 0.1 and 30 pm in size comprising a matrix and a screening material. This composition is for topical use and is more particularly intended for the photoprotection of the skin and/or hair against ultraviolet (UV) radiation.

It is known that light radiation with wavelengths of between 280 nm and 400 nm permits tanning of the human epidermis and that light rays with wavelengths more particularly between 280 and 320 nm, known as UV-B rays, cause skin burns and erythema which can harm the development of a natural tan.

For these reasons, and also for aesthetic reasons, there is constant demand for means for controlling this natural tanning in order thus to control the colour of the skin; this UV-B radiation should thus be screened out.

It is also known that UV-A rays, with wavelengths between 320 and 400 nm, which cause tanning of the skin, are liable to induce adverse changes therein, in particular in the case of sensitive skin or skin that is continually exposed to solar radiation. UV-A rays cause in particular a loss of elasticity of the skin and the appearance of wrinkles leading to premature ageing of the skin.

Thus, for aesthetic and cosmetic reasons, for instance conservation of the skin's natural elasticity, people increasingly wish to control the effect of UV-A rays on their skin. It is thus desirable also to screen out UV-A radiation.

For the purpose of protecting the skin and keratin materials against UV radiation, antisun compositions comprising organic screening agents that are active in the UV-A range and in the UV-B range are generally used. Many cosmetic products exist comprising one or more inorganic and/or organic UV screening agents.

These antisun compositions are quite often in the form of an emulsion of oil-in- water type (i.e. a cosmetically and/or dermatologically acceptable support formed from an aqueous dispersing continuous phase and an oily dispersed discontinuous phase) on account especially of their pleasant feel (similar to water) and of their presentation in milk or non-greasy cream form.

However, one of the drawbacks of oil-in-water emulsions is that they very readily lose their UV-protecting efficacy once they come into contact with water; the reason for this is that the screening agents they contain in their aqueous phase are entrained by the water, during swimming in the sea or in a swimming pool, for example, or else when showering or performing water sports, and the overall photoprotective power of these compositions is greatly reduced.

This is why, in certain cases in which particularly high and long-lasting protection is sought, such as in the case of children's skin or sensitive skin, it is preferred to use water-in-oil compositions which show good water resistance and which thus conserve very good photoprotective power even after bathing several times.

Water-in-oil emulsions generally contain emulsifiers to stabilize the dispersion of the discontinuous aqueous phase in the oily phase and to obtain a homogeneous composition. Silicone emulsifiers such as silicone copolyols have the drawback of occasionally being incompatible with the fatty phases of emulsions containing polar oils. Fine particles of a metal oxide such as titanium dioxide (T1O2) are usually used for children's skin or sensitive skin, to protect the skin against UV rays.

These fine metal oxide particles generally have a mean elementary particle size of less than or equal to 0.1 pm, preferably between 0.005 and 0.1 pm, preferably between 0.01 and 0.1 pm, and preferentially between 0.015 and 0.05 pm.

One of the major drawbacks of inorganic screening agents lies in the fact that conventional antisun formulations based on metal oxide pigments result, after application to the skin, in an uneven, inhomogeneous or even coarse distribution of said pigments on this skin, which may be detrimental to the quality of the overall photoprotective effect desired. This poor distribution of the screening metal oxide pigments that is observed at the surface of the skin is often linked to the fact that there is, in the initial composition itself (before application), a substantial lack of homogeneity (poor dispersion of the pigment in its support).

Patent applications FR 2882371 , WO 2006/083326 and WO 98/37964 describe various processes for manufacturing composite particles formed from a material comprising nanoparticles of metal oxides, such as titanium dioxide. Application WO 2006/061835 describes compositions comprising spherical composites based on a metal oxide and on a hydrophobic polymer.

Known in the cosmetic field are application EP 1 388 550, which targets the use of composite particles comprising a core formed of a metal oxide coated with a silicone or fluoro compound and the use thereof as a photoprotective cosmetic composition, and application WO 98/22539, which describes a sunscreen containing a particle of silicon and/or of another solid compound in which the silicon is in stoichiometric excess, said particle having a mean diameter of less than 120 nm and being covered with a layer of oxide having a thickness ranging from 0.001 to 0.3 nm.

Antisun formulations that may contain as screening system spherical particles of composite material with a mean size of between 2 and 7 pm, T1O2 encapsulated in spherical silica particles are known, such as those sold under the name Eospoly TR by Creations Couleurs or under the name Sunsil T50 by Sunjin Chemical. These screening materials have the drawback of leading to formulations whose efficacy is insufficient in formulations in the form of water-in-oil emulsions.

There is thus still a need for UV antisun compositions in the form of a water-in-oil emulsion free of silicone emulsifier, which afford efficient photoprotection and which do not have the drawbacks presented above. Unexpectedly and advantageously, the inventors have shown that this need can be met by means of the compositions according to the present invention.

A first subject of the present invention concerns a composition in the form of a water-in-oil emulsion containing, in a cosmetically acceptable medium, at least non-spherical composite particles with a mean size of between 0.1 and 30 pm, comprising a matrix and an inorganic UV-screening agent, the said inorganic screening agent being present in a content ranging from 1 % to 70% by weight relative to the total weight of the composite particle, the said composition not containing any silicone emulsifier.

The composition according to the present invention is effective in photoprotection.

The following description and examples present other advantages, aspects and properties of the present invention.

Definitions

The following definitions are used in the present text. The compositions according to the present invention are photoprotective compositions for screening out UV radiation; these compositions are also known as antisun compositions or sun protection compositions.

The term "water-in-oil emulsion" means a composition formed from an oily dispersing continuous phase and an aqueous dispersed discontinuous phase.

The term "cosmetically acceptable" means compatible with the skin and/or its integuments or mucous membranes, having a pleasant colour, odour and feel and not causing any unacceptable discomfort (stinging, tautness or redness) liable to discourage the consumer from using this composition.

The term "silicone emulsifier" means any emulsifier comprising in its structure at least one silicon atom, for example polyoxyalkylenated silicones such as PEG-10 dimethicone.

The term "not containing any silicone emulsifier" means containing less than 1 % by weight of silicone emulsifier, preferentially less than 0.5% by weight and better still less than 0.1 % by weight relative to the total weight of the composition, or even being free of silicone emulsifier.

The expression "mean size" of the particles is understood to mean the parameter D[4,3] measured using a "Mastersizer 2000" particle size analyser (Malvern). The light intensity scattered by the particles as a function of the angle at which they are lit is converted to size distribution according to Mie theory. The parameter D[4,3] is measured; this is the mean diameter of the sphere having the same volume as the particle. For a spherical particle, reference will often be made to the "mean diameter".

The term "mean elementary size" means the size of non-aggregated particles.

The term "non-spherical" refers to particles in three dimensions (length, width and thickness or height) for which the ratio of the longest dimension to the shortest dimension is greater than 1 .2. The dimensions of the particles of the invention are evaluated by scanning electron microscopy and image analysis. They comprise particles of parallelepipedal shape (rectangular or square surface), discoid shape (circular surface) or ellipsoid shape (oval surface), characterized by three dimensions: a length, a width and a height. When the shape is circular, the length and the width are identical and correspond to the diameter of a disc, whereas the height corresponds to the thickness of the disc. When the surface is oval, the length and the width correspond, respectively, to the large axis and the small axis of an ellipse and the height corresponds to the thickness of the elliptic disc formed by the platelet. When it is a parallelepiped, the length and the width may be of identical or different dimensions: when they are of the same dimension, the shape of the surface of the parallelepiped is a square; in the contrary case, the shape is rectangular. As regards the height, it corresponds to the thickness of the parallelepiped.

Non-spherical screening particles

The organic materials that may be used to form the matrix of the non-spherical screening particles are chosen from the group formed by polyamides, silicones, polysaccharides, polyvinyl derivatives, waxes and polyesters, and mixtures thereof.

Among the organic materials that may be used, mention is preferably made of:

- triethoxycaprylylsilane,

- ethylene/vinyl acetate copolymers.

The inorganic materials that may be used in the matrix of the non-spherical composite particles are chosen from the group formed by mica, synthetic mica, talc, silica, aluminium oxide, boron nitride, kaolin, hydrotalcite, mineral clays and synthetic clays, and mixtures thereof. Preferably, these inorganic materials are chosen from:

- silica,

- talc, - mica,

- alumina.

The non-spherical composite particles of the invention are characterized by three dimensions, namely:

- the smallest is greater than 0.1 pm, preferably greater than 0.3 pm and better still greater than 0.5 pm,

- the largest is less than 30 pm, preferably 20 pm and better still 10 pm. The ratio of the largest to the smallest dimension is greater than 1 .2.

The dimensions of the particles of the invention are evaluated by scanning electron microscopy and image analysis. The non-spherical screening composite particles A that may be used according to the invention will preferably be platelet-shaped.

The term "platelet-shaped" means parallelepipedal-shaped. They may be smooth, rough or porous.

The platelet-shaped composite particles preferably have a mean thickness of between 0.1 and 10 pm, the mean length is generally between 0.5 and 30 pm and the mean width is between 0.5 and 30 pm.

The thickness is the smallest of the dimensions, the width is the medium dimension, and the length is the longest of the dimensions.

According to a first variant, the composite particles A contain a matrix comprising an organic and/or inorganic material, in which are included particles of inorganic UV-screening agent.

According to this first variant, the particles of inorganic UV-screening agent are characterized by a mean elementary size generally less than 0.2 pm. Advantageously, the metal oxide particles used have a mean elementary size of less than or equal to 0.1 pm.

According to a second variant, the composite particles contain a matrix made of an organic and/or inorganic material, covered with at least one layer of inorganic UV- screening agent connected to the matrix by means of a binder.

According to this second variant, the mean thickness of the layer of inorganic UV screening agent is generally about ten nanometres. The mean thickness of the layer of inorganic UV-screening agent is advantageously between 0.001 and 0.2 pm and preferably between 0.01 and 0.2 pm.

According to a third variant, the non-spherical composite particles contain an inorganic UV-screening agent covered with at least one layer of an organic and/or inorganic material. According to this third variant, the particles of inorganic UV- screening agent are characterized by a mean elementary size generally of between 0.001 and 0.2 pm. Advantageously, the metal oxide particles used have a mean elementary size between 0.01 and 0.1 pm.

The non-spherical composite particles used according to the invention have a size of between 0.1 and 30 pm and preferably between 0.5 and 10 pm.

Preferably, the inorganic UV-screening agent used in the composite particle A is chosen from metal oxides, in particular from titanium, zinc or iron oxides and more particularly titanium dioxide (T1O2).

Preferably, the matrix of the composite particle contains a material or mixture of materials chosen from:

- Si02,

- alumina,

- mica,

- an alumina/triethoxycaprylylsilane mixture,

- talc,

- Nylon.

More preferably, the matrix of the composite particle is formed from a material or mixture of materials chosen from:

- alumina,

- an alumina/triethoxycaprylylsilane mixture,

- talc,

- silica,

- mica. Among the composite particles that may be used according to the invention, mention may also be made of the following particles:

- composite particles containing T1O2 and an alumina matrix, of trade name Matlake OPA sold by the company Sensient LCW,

- composite particles containing T1O2 and an alumina/triethoxycaprylylsilane matrix, of trade name Matlake OPA AS sold by the company Sensient

LCW,

- composite particles containing ultrafine T1O2 particles deposited on the surface of talc platelets, of trade name TTC 30 sold by the company Miyoshi Kasei,

- composite particles containing ultrafine T1O2 particles deposited on the surface of talc platelets, of trade name Silseem Mistypearl Yellow sold by the company Nihon Koken Kogyo (NKK).

Preferentially, the oily phase of the emulsions in accordance with the invention comprises at least one polar oil.

POLAR OILS The term "polar oil" means any lipophilic compound having, at 25°C, a solubility parameter 5d characteristic of dispersive interactions of greater than 16 and a solubility parameter δρ characteristic of polar interactions strictly greater than 0. The solubility parameters 5d and δρ are defined according to the Hansen classification. For example, these polar oils may be chosen from esters, triglycerides and ethers.

The definition and calculation of the solubility parameters in the Hansen three- dimensional solubility space are described in the article by CM. Hansen: "The three dimensional solubility parameters", J. Paint Technol. 39, 105 (1967).

According to this Hansen space:

- 5D characterizes the London dispersion forces derived from the formation of dipoles induced during molecular impacts;

- δρ characterizes the Debye interaction forces between permanent dipoles and also the Keesom interaction forces between induced dipoles and permanent dipoles;

- 5h characterizes the specific interaction forces (such as hydrogen bonding, acid/base, donor/acceptor, etc.); and

- 5a is determined by the equation: 5a = (δρ 2 + 5h2)½.

The parameters δρ, 5h, 5p and 5a are expressed in (J/cm3)½

The polar oil may be a volatile or non-volatile hydrocarbon-based, silicone and/or fluoro oil.

These oils may be of plant, mineral or synthetic origin.

The term "polar hydrocarbon-based oil" means an oil formed essentially from, or even constituted by, carbon and hydrogen atoms, and optionally oxygen and nitrogen atoms, and not containing any silicon or fluorine atoms. It may contain alcohol, ester, ether, carboxylic acid, amine and/or amide groups.

The term "silicone oil" means an oil containing at least one silicon atom, and especially containing Si-0 groups.

The term "fluoro oil" means an oil containing at least one fluorine atom.

Preferentially, the polar oil according to the invention has a surface tension of greater than 10 mN/m at 25°C and at atmospheric pressure.

The surface activity is measured by static tensiometry using the Du Nouy ring.

The principle of the measurement is as follows (measurement carried out at 25°C, at atmospheric pressure):

The weight of the ring is neutralized by a tare. The ring is completely immersed in the liquid to be evaluated, then withdrawn very slowly until the force reaches its maximum. From this maximum force Fmax, the surface tension is calculated according to the equation: »J " max 4nR fcorr (r, R,p) with fcorn correction factor of the ring depending on the geometry of the ring and the density p.

The parameters r and R respectively denote the internal and external radii of the ring.

According to a first embodiment, the polar oil may be a non-volatile oil. In particular, the non-volatile polar oil may be chosen from the list of oils below, and mixtures thereof:

- hydrocarbon-based polar oils such as phytostearyl esters, such as phytostearyl oleate, phytostearyl isostearate and lauroyl/octyldodecyl/phytostearyl glutamate (Ajinomoto, Eldew PS203), triglycerides consisting of fatty acid esters of glycerol, in particular the fatty acids of which may have chain lengths ranging from C4 to C36, and especially from C18 to C36, these oils possibly being linear or branched, and saturated or unsaturated; these oils may especially be heptanoic or octanoic triglycerides, wheatgerm oil, sunflower oil, grapeseed oil, sesame seed oil (820.6 g/mol), corn oil, apricot oil, castor oil, shea oil, avocado oil, olive oil, soybean oil, sweet almond oil, palm oil, rapeseed oil, cottonseed oil, hazelnut oil, macadamia oil, jojoba oil, alfalfa oil, poppy oil, pumpkin oil, marrow oil, blackcurrant oil, evening primrose oil, millet oil, barley oil, quinoa oil, rye oil, safflower oil, candlenut oil, passionflower oil or musk rose oil; shea butter; or alternatively caprylic/capric acid triglycerides, for instance those sold by the company Stearineries Dubois or those sold under the names Miglyol 810®, 812® and 818® by the company Dynamit Nobel;

- synthetic ethers containing from 10 to 40 carbon atoms, such as dicaprylyl ether;

- hydrocarbon-based esters of formula RCOOR' in which RCOO represents a carboxylic acid residue comprising from 2 to 40 carbon atoms, and R' represents a hydrocarbon-based chain containing from 1 to 40 carbon atoms, such as cetostearyl octanoate, isopropyl alcohol esters, such as isopropyl myristate or isopropyl palmitate, ethyl palmitate, 2-ethylhexyl palmitate, isopropyl stearate or isostearate, isostearyl isostearate, octyl stearate, diisopropyl adipate, heptanoates, and especially isostearyl heptanoate, alcohol or polyalcohol octanoates, decanoates or ricinoleates, for instance propylene glycol dioctanoate, cetyl octanoate, tridecyl octanoate, 2-ethylhexyl 4-diheptanoate and palmitate, alkyl benzoate, polyethylene glycol diheptanoate, propylene glycol 2-diethyl hexanoate, and mixtures thereof, C12 to C15 alcohol benzoates, hexyl laurate, neopentanoic acid esters, for instance isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate and 2-octyldodecyl neopentanoate, isononanoic acid esters, for instance isononyl isononanoate, isotridecyl isononanoate and octyl isononanoate, oleyl erucate, isopropyl lauroyl sarcosinate, diisopropyl sebacate, isocetyl stearate, isodecyl neopentanoate, isostearyl behenate, and myristyl myristate;

- polyesters obtained by condensation of an unsaturated fatty acid dimer and/or trimer and of diol, such as those described in patent application FR 0 853 634, in particular such as dilinoleic acid and 1 ,4-butanediol. Mention may especially be made in this respect of the polymer sold by Biosynthis under the name Viscoplast 14436H (INCI name: dilinoleic acid/butanediol copolymer), or else copolymers of polyols and of dimer diacids, and esters thereof, such as Hailuscent ISDA;

- polyol esters and pentaerythritol esters, for instance dipentaerythrityl tetrahydroxystearate/tetraisostearate;

- fatty alcohols containing from 12 to 26 carbon atoms, for instance octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol and oleyl alcohol;

- C12-C22 higher fatty acids, such as oleic acid, linoleic acid and linolenic acid, and mixtures thereof;

- fluorinated oils which are optionally partially hydrocarbon-based and/or silicone- based;

- fatty acids containing from 12 to 26 carbon atoms, for instance oleic acid;

- dialkyl carbonates, the two alkyl chains possibly being identical or different, such as dicaprylyl carbonate sold under the name Cetiol CC® by Cognis; and

- non-volatile oils of high molecular mass, for example between 400 and 10 000 g/mol, in particular between 650 and 10 000 g/mol, for instance:

i) vinylpyrrolidone copolymers such as the vinylpyrrolidone/1 - hexadecene copolymer, Antaron V-216 sold or manufactured by the company ISP (MW = 7300 g/mol),

ii) esters such as:

a) linear fatty acid esters with a total carbon number ranging from 35 to 70, for instance pentaerythrityl tetrapelargonate (MW = 697.05 g/mol),

b) hydroxylated esters such as polyglycerol-2 triisostearate (MW = 965.58 g/mol),

c) aromatic esters such as tridecyl trimellitate (MW = 757.19 g/mol), C12-C15 alcohol benzoate, 2-phenylethyl benzoate and butyloctyl salicylate, d) esters of C24-C28 branched fatty acids or fatty alcohols such as those described in patent application EP-A-0 955 039, and especially triisoarachidyl citrate (MW = 1033.76 g/mol), pentaerythrityl tetraisononanoate (MW = 697.05 g/mol), glyceryl triisostearate (MW = 891 .51 g/mol), glyceryl tris(2- decyl)tetradecanoate (MW = 1 143.98 g/mol), pentaerythrityl tetraisostearate (MW = 1202.02 g/mol), polyglyceryl-2 tetraisostearate (MW = 1232.04 g/mol) or else pentaerythrityl tetrakis(2-decyl)tetradecanoate (MW = 1538.66 g/mol),

e) esters and polyesters of dimer diol and of monocarboxylic or dicarboxylic acid, such as esters of dimer diol and of fatty acid and esters of dimer diol and of dimer dicarboxylic acid, such as Lusplan DD-DA5® and Lusplan DD- DA7® sold by the company Nippon Fine Chemical and described in patent application US 2004-175 338, the content of which is incorporated into the present application by reference,

- and mixtures thereof.

Preferably the polar oil is chosen from C12-C15 alcohol benzoate, diisopropyl sebacate, isopropyl lauroyl sarcosinate, dicaprylyl carbonate, 2-phenylethyl benzoate, butyloctyl salicylate, 2-octyldodecyl neopentanoate, dicaprylyl ether, isocetyl stearate, isodecyl neopentanoate, isononyl isononate, isopropyl myristate, isopropyl palmitate, isostearyl behenate, myristyl myristate, octyl palmitate and tridecyl trimellitate. Preferably, the polar oil is dicaprylyl ether.

The "fatty phase" of the compositions according to the invention may also comprise a wax, an apolar oil or mixtures thereof.

The term "wax" is understood to mean a compound which is solid or substantially solid at room temperature and which has a melting point generally of greater than 35°C. The apolar oils and the waxes conventionally used in cosmetic compositions may be used in the compositions according to the present invention.

The compositions according to the invention may also comprise additional cosmetic and/or dermatological active agents.

A person skilled in the art will select said active agent(s) as a function of the effect desired on the skin, the hair, the eyelashes, the eyebrows and the nails.

Advantageously, the composition according to the invention also comprises at least one organic UV-screening agent.

Included among the organic UV-screening agents are in particular the following hydrophobic or hydrophilic UV-screening agents. The term "hydrophobic screening agent" means:

- any screening agent that is lipophilic, i.e. which can be fully dissolved in molecular state in a liquid fatty phase or which can be dissolved in colloidal form (for example in micellar form) in a liquid fatty phase;

- any screening agent that is insoluble both in a liquid fatty phase and in a liquid aqueous phase.

The term "hydrophilic screening agent" means any screening agent that can be fully dissolved in molecular state in a liquid aqueous phase or that can be dissolved in colloidal form (for example in micellar form) in a liquid aqueous phase.

Hydrophobic UV-A screening agents

Dibenzoylmethane derivatives:

Butyl methoxydibenzoylmethane sold in particular under the trade name Parsol 1789 by DSM Nutritional Products, Inc.;

Isopropyl dibenzoylmethane.

Aminobenzophenones:

- n-Hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate sold in particular under the trade name Uvinul A+ by BASF;

- 1 , 1 '-(1 ,4-Piperazinediyl)bis[1 -[2-[4-(diethylamino)-2- hydroxybenzoyl]phenyl]methanone (CAS 919803-06-8). Anthranilic derivatives:

- Menthyl anthranilate sold in particular under the trade name Neo Heliopan MA by Symrise. 4,4-Diarylbutadiene derivatives:

- 1 , 1 -Dicarboxy-(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.

Merocvanin derivatives:

- Octyl 5-N,N-diethylamino-2-phenysulfonyl-2,4-pentadienoate.

In the context of the invention, and according to one particular embodiment, the following hydrophobic screening agents (A) are used:

Butyl methoxydibenzoylmethane; and/or

n-Hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate.

The hydrophobic organic screening agents, when they are present, are present in contents ranging from 0.01 % to 30% by weight and preferably from 0.1 % to 20% by weight relative to the total weight of the composition. Hydrophilic UV-A screening agents

- Terephthalylidenedicamphorsulfonic acid manufactured under the name Mexoryl SX by Chimex, - Bis-benzazolyl derivatives as described in patents EP 669 323, and US 2 463 264 and more particularly the compound disodium phenyldibenzimidazotetrasulfonate sold under the trade name Neo Heliopan AP by Symrise. The preferred water-soluble UVA screening agent is terephthalylidenedicamphorsulfonic acid.

Hydrophobic UV-B screening agents para-Am inobenzoates:

- Ethyl PABA;

- Ethyl dihydroxypropyl PABA;

- Ethylhexyl dimethyl PABA (Escalol 507 from ISP). Salicylic derivatives:

Homosalate sold in particular under the name Eusolex HMS by Rona/EM Industries;

Ethylhexyl salicylate sold in particular under the name Neo Heliopan OS by Symrise;

Dipropylene glycol salicylate sold in particular under the name Dipsal by Scher; TEA salicylate sold under the name Neo Heliopan TS by Symrise.

Cinnamates Ethylhexyl methoxycinnamate sold in particular under the trade name Parsol MCX by DSM Nutritional Products, Inc. ;

Isopropyl methoxycinnamate;

Isoamyl methoxycinnamate sold in particular under the trade name Neo Heliopan E 1000 by Symrise;

Diisopropyl methylcinnamate;

Cinnoxate;

Glyceryl ethylhexanoate dimethoxycinnamate. β, β'-Diphenylacrylate derivatives:

Octocrylene sold in particular under the trade name Uvinul N539 by BASF;

Etocrylene sold in particular under the trade name Uvinul N35 by BASF.

Benzylidenecamphor derivatives:

3-Benzylidenecamphor manufactured under the name Mexoryl SD by Chimex;

Methylbenzylidenecamphor sold in particular under the name Eusolex 6300 by Merck;

Polyacrylamidomethylbenzylidenecamphor manufactured under the name Mexoryl SW by Chimex.

Triazine derivatives:

Ethylhexyl triazone sold in particular under the trade name Uvinul T150 by BASF; Diethylhexylbutamidotriazone sold under the trade name Uvasorb HEB by Sigma 3V;

2,4,6-Tris(dineopentyl 4'-aminobenzalmalonate)-s-triazine;

2,4,6-Tris(diisobutyl 4'-aminobenzalmalonate)-s-triazine;

2,4-Bis(dineopentyl 4'-aminobenzalmalonate)-6-(n-butyl 4'-aminobenzoate)-s- triazine;

2,4-Bis(n-butyl 4'-aminobenzoate)-6-(aminopropyltrisiloxane)-s-triazine;

the symmetrical triazine screening agents described in patent US 6 225 467, patent application WO 2004/085 412 (see compounds 6 and 9) or the document Symmetrical Triazine Derivatives IP.COM Journal, IP.COM INC West Henrietta, NY, US (20 September 2004), especially 2,4,6-tris(biphenyl)-1 ,3,5-triazines (in particular 2,4,6-tris(biphenyl-4-yl-1 ,3,5-triazine) and 2,4,6-tris(terphenyl)-1 ,3,5- triazine, the latter two screening agents being described in Beiersdorf patent applications WO 06/035 000, WO 06/034 982, WO 06/034 991 , WO 06/035 007, WO 2006/034 992 and WO 2006/034 985).

Imidazoline derivatives:

Ethylhexyl dimethoxybenzylidene dioxoimidazoline propionate.

Benzalmalonate derivatives:

Polyorganosiloxanes containing benzalmalonate functions, for instance Polysilicone-15, sold in particular under the trade name Parsol SLX by DSM Nutritional Products, Inc. ;

Dineopentyl 4'-methoxybenzalmalonate. In the context of the invention, and according to one particular embodiment, the following hydrophobic UV-B screening agents are used in the composition of the invention:

Ethylhexyl salicylate;

- Octocrylene;

Ethylhexyl triazone.

Hydrophilic UV-B screening agents The following p-aminobenzoic acid (PABA) derivatives:

PABA,

Glyceryl PABA and

PEG-25 PABA sold in particular under the trade name Uvinul P25 by BASF.

Phenylbenzimidazolesulfonic acid sold in particular under the trade name Eusolex 232 by Merck,

ferulic acid,

salicylic acid,

DEA methoxycinnamate,

benzylidenecamphorsulfonic acid manufactured under the name Mexoryl SL by Chimex,

camphorbenzalkonium methosulfate manufactured under the name Mexoryl SO by Chimex.

The preferred UVB screening agent is phenylbenzimidazolesulfonic acid.

Mixed UVA and UVB hydrophobic screening agents

Benzophenone derivatives:

Benzophenone-1 sold in particular under the trade name Uvinul 400 by BASF; Benzophenone-2 sold in particular under the trade name Uvinul D50 by BASF;

Benzophenone-3 or oxybenzone sold in particular under the trade name Uvinul M40 by BASF;

Benzophenone-6 sold in particular under the trade name Helisorb 1 1 by Norquay; Benzophenone-8 sold in particular under the trade name Spectra-Sorb UV-24 by American Cyanamid;

Benzophenone-10;

Benzophenone-1 1 ;

Benzophenone-12. Phenylbenzotriazole derivatives:

- Drometrizole trisiloxane sold in particular under the name Silatrizole by Rhodia Chimie or manufactured under the name Meroxyl XL by the company Chimex;

- Methylenebis(benzotriazolyl)tetramethylbutylphenol sold in solid form in particular under the trade name Mixxim BB/100 by Fairmount Chemical, or in micronized form as an aqueous dispersion in particular under the trade name Tinosorb M by Ciba Specialty Chemicals.

Bis-resorcinyl triazine derivatives: Bis-ethylhexyloxyphenol methoxyphenyl triazine sold in particular under the trade name Tinosorb S by Ciba-Geigy.

Benzoxazole derivatives:

2,4-Bis[5-(1 -dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2- ethylhexyl)imino-1 ,3,5-triazine, sold in particular under the name Uvasorb K2A by Sigma 3V.

The preferred UVA and UVB hydrophobic organic screening agents are chosen from:

Drometrizole trisiloxane;

Methylene bis-benzotriazolyl tetramethylbutylphenol;

Bis-ethylhexyloxyphenol methoxyphenyl triazine. Mixed UVA and UVB hydrophilic screening agents

Benzophenone derivatives comprising at least one sulfonic radical, such as

Benzophenone-4 sold in particular under the trade name Uvinul MS 40 by BASF, Benzophenone-5 and

Benzophenone-9.

The organic screening agents, when they are present, are present in contents ranging from 0.01 % to 30% by weight and preferably from 0.1 % to 20% by weight relative to the total weight of the composition of the invention.

ADDITIVES

The compositions in accordance with the present invention may also comprise standard cosmetic adjuvants chosen especially from organic solvents, ionic or nonionic, hydrophilic or lipophilic thickeners, softeners, humectants, opacifiers, stabilizers, emollients, silicones, antifoams, fragrances, preserving agents, anionic, cationic, nonionic, zwitterionic or amphoteric surfactants, fillers, polymers, propellants, basifying or acidifying agents or any other ingredient commonly used in the cosmetics and/or dermatological field.

Among the organic solvents that may be mentioned are lower alcohols and polyols. These polyols may be chosen from glycols and glycol ethers, for instance ethylene glycol, propylene glycol, butylene glycol, dipropylene glycol or diethylene glycol.

Hydrophilic thickeners that may be mentioned include carboxyvinyl polymers, such as Carbopols (Carbomers) and the Pemulens (acrylate/C10-C30 alkyl acrylate copolymer); polyacrylamides, for instance the crosslinked copolymers sold under the names Sepigel 305 (CTFA name: polyacrylamide/C13-C14 isoparaffin/Laureth 7) or Simulgel 600 (CTFA name: acrylamide/sodium acryloyldimethyl taurate copolymer/isohexadecane/polysorbate 80) by the company SEPPIC; 2- acrylamido-2-methylpropanesulfonic acid polymers and copolymers, optionally crosslinked and/or neutralized, for instance poly(2-acrylamido-2- methylpropanesulfonic acid) sold by the company Clariant under the trade name Hostacerin AMPS (CTFA name: ammonium polyacryloyldimethyl taurate) or Simulgel 800 sold by the company SEPPIC (CTFA name: sodium polyacryloyldimethyl taurate/polysorbate 80/sorbitan oleate); copolymers of 2- acrylamido-2-methylpropanesulfonic acid and of hydroxyethyl acrylate, for instance Simulgel NS and Sepinov EMT 10 sold by the company SEPPIC; cellulose derivatives such as hydroxyethyl cellulose; polysaccharides and especially gums such as xanthan gum; and mixtures thereof. Lipophilic thickeners that may be mentioned include synthetic polymers, such as the poly(C10-C30 alkyl acrylates) sold under the names Intelimer IPA 13-1 and Intelimer IPA 13-6 by the company Landec, or else modified clays, such as hectorite and its derivatives, for instance the products sold under the name Bentone.

The compositions according to the invention may also comprise additional cosmetic or dermatological active agents.

Mention may be made, among active agents, of:

- vitamins (A, C, E, K, PP, and the like) and their derivatives or precursors, alone or as mixtures;

- antioxidants;

- free-radical scavengers;

- antiglycation agents;

- calmatives;

- NO-synthase inhibitors;

- agents for stimulating the synthesis of dermal or epidermal macromolecules and/or for preventing their degradation;

- agents for stimulating fibroblast proliferation;

- agents for stimulating keratinocyte proliferation;

- muscle relaxants;

- tensioning agents;

- matting agents;

- keratolytic agents;

- desquamating agents;

- moisturizers, for instance polyols such as glycerol, butylene glycol or propylene glycol;

- antiinflammatory agents;

- agents that act on the energy metabolism of cells;

- insect repellents;

- substance P or substance CRGP antagonists;

- hair-loss counteractants and/or hair restorers;

- anti-wrinkle agents. Of course, a person skilled in the art will take care to select the aforementioned optional additional compound(s) and/or the amounts thereof such that the advantageous properties intrinsically associated with the compositions in accordance with the invention are not, or are not substantially, adversely affected by the envisaged addition(s).

A person skilled in the art will select the said active agent(s) as a function of the effect desired on the skin, the hair, the eyelashes, the eyebrows and the nails.

Galenical forms

The water-in-oil emulsions according to the invention may be prepared according to the techniques that are well known to those skilled in the art.

The emulsification processes that may be used are of the paddle or impeller, rotor-stator or HHP type. The emulsions generally contain at least one emulsifier chosen from amphoteric, anionic, cationic and nonionic emulsifiers, used alone or as a mixture. The emulsions may also contain stabilizers of other types, for instance fillers, or gelling or thickening polymers. Preferably, emulsifying surfactants with an HLB of less than or equal to 5 at 25°C will be used.

The term HLB is well known to those skilled in the art, and denotes the hydrophilic- lipophilic balance of a surfactant.

The HLB of the surfactant(s) used according to the invention is the HLB according to Griffin, defined in the publication J. Soc. Cosm. Chem. 1954 (volume 5), pages 249-256. Non-limiting examples of surfactants with an HLB of less than or equal to 5 are especially given in the publication entitled McCutcheon's Emulsifiers & Detergents, 1998 International Edition, MC Publishing Company, in the chapter entitled HLB Index. As emulsifying surfactants that may be used for the preparation of the W/O emulsions, examples that may be mentioned include alkyl esters or ethers of sorbitan, of polyol, of glycerol or of sugars, especially polyglycerolated esters and polyesters. One or more co-emulsifiers may also be added thereto, which may be chosen advantageously from the group comprising polyol alkyl esters.

Polyol alkyl esters that may especially be mentioned include polyethylene glycol esters, for instance PEG-30 dipolyhydroxystearate, such as the product sold under the name Arlacel P135 by the company ICI. Examples of glycerol esters that may be mentioned include polyglyceryl isostearate, such as the product sold under the name Isolan Gl 34 by the company Goldschmidt. Sorbitan esters that may be mentioned include sorbitan isostearate, such as the product sold under the name Arlacel 987 by the company ICI, sorbitan glyceryl isostearate, such as the product sold under the name Arlacel 986 by the company ICI, and mixtures thereof.

Use will be made more preferentially of polyglycerolated diesters and polyesters especially chosen from:

- Polyglyceryl-3 polyricinoleate (Akoline PGPR sold by the company AarhusKarlshamn AB),

- Polyglyceryl-4 polyricinoleate (Sunsoft 818DG from the company Taiyo Kagaku Company, Ltd),

- Polyglyceryl-5 polyricinoleate (Sunsoft AZ-18 from the company Taiyo Kagaku Company, Ltd),

- Polyglyceryl-6 polyricinoleate (Nikkol Hexaglyn PR-15 from the company Nikko Chemicals Co. , Ltd ; Pelemol 6GPR from the company Phoenix Chemical, Inc. ;

Polycare P 5 from the company Biogenico World Wide; Sunsoft 818H, 818SK, 818TY from the company Taiyo Kagaku Company, Ltd),

- Polyglyceryl-10 polyricinoleate (Phytoglyn AO from the company Maruzen Pharmaceuticals Co. , Ltd),

- Polyglyceryl-2 diisostearate (Prisorine 3792 from the company Croda Europe, Ltd, Dermol DGDIS from the company Alzo/Bernel Chemical),

- Polyglyceryl-3 diisostearate (Lameform TGI sold by the company Cognis),

- Polyglyceryl-6 diisostearate (Emalex DISG-6 from the company Nihon Emulsion Company, Ltd),

- Polyglyceryl-10 diisostearate (Emalex DISG-10 from the company Nihon Emulsion Company, Ltd),

and mixtures thereof.

Use will be made more particularly of a mixture of polyglyceryl-3 polyricinoleate and polyglyceryl-3 diisostearate.

Examples

Compositions 1 to 3 below were prepared. The ingredients are given as wei percentages of active material relative to the total weight of the composition.

Phase Ingredients Ex. 1 Ex. 2 Ex. 3 outside outside invention the the

invention invention

A Polyglyceryl-3 diisostearate 2 2 2

Polyglyceryl-3 2 2 2 polyricinoleate

BEESWAX 0.5 0.5 0.5

JOJOBA OIL - - 10

SWEET ALMOND OIL 1 1 1 1 -

DICAPRYLYL ETHER 8 8 10

TOCOPHEROL 0.5 0.5 0.5 B1 GLYCEROL 5 5 5

WATER qs 100 qs 100 qs 100

PRESERVING AGENTS 0.2 0.2 0.2

B2 MAGNESIUM SULFATE 1 .5 1 .5 1 .5

B3 XANTHAN GUM 0.2 0.2 0.2

B4 CITRIC ACID 0.037 0.037 0.037

C EOSPOLY TR 10% AM - -

SUNSIL TIN 50 - 10% AM -

MATLAKE OPA - - 10% AM

D ALCOHOL 5 5 5

These compositions were evaluated as regards their screening efficacy.

Emulsion preparation method:

A is heated to 75-80°C (clear solution). In parallel, all the compounds of B1 are weighed out in another beaker and stirred using a deflocculator until dissolved. B2 is sprinkled in and stirred until dissolved/gelled. B3 is added, followed by B4. B is introduced slowly (1 to 2 minutes approximately) into A in an emulsifying machine up to 2000 rpm, and then for 6 to 7 minutes at 3000 rpm. The mixture is cooled while stirring with a butterfly spindle. C is added. At a temperature below 30°C, D is added over 5 minutes. in vitro protocol for evaluating the screening efficacy

The sun protection factor (SPF) is determined according to the "in vitro" method described by B.L. Diffey in J. Soc. Cosmet. Chem. 40, 127-133, (1989). The measurements were taken using a UV-2000S spectrophotometer from the company Labsphere. Each composition is applied to a rough plate of PMMA, in the form of a homogeneous and even deposit at a rate of 1 mg/cm2

Results

TABLE I

Examples in vitro SPF

Example 1

(outside the 6.57 ± 0.19

invention)

Example 2

(outside the 2.5 ± 0.06

invention)

Example 3

28.7 ± 4

(invention) These results show that only the use of a composite material in platelet form in a reverse emulsion makes it possible to obtain a screening system of high efficacy with a small amount of screening agents, in contrast with the emulsions 1 and 2 comprising a screening composite material of spherical shape.

Claims

1. Composition in the form of a water-in-oil emulsion containing, in a cosmetically acceptable medium, at least non-spherical composite particles with a mean size of between 0.1 and 30 pm, comprising a matrix and an inorganic UV-screening agent, the said inorganic screening agent being present in a content ranging from 1 % to 70% by weight relative to the total weight of the composite particle, the said composition not containing any silicone emulsifier.
2. Composition according to Claim 1 , in which the matrix comprises one or more organic and/or inorganic materials.
3. Composition according to Claim 1 or 2, in which the composite particles are formed from a matrix comprising an organic and/or inorganic material, in which particles of inorganic UV-screening agent are included.
4. Composition according to Claim 1 or 2, in which the composite particles contain a matrix made of an organic and/or inorganic material, covered with a layer of inorganic UV-screening agent connected to the matrix by means of a binder.
5. Cosmetic composition according to either of Claims 1 and 2, in which the composite particle contains an inorganic UV-screening agent covered with at least one layer of an organic and/or inorganic material.
6. Composition according to any one of Claims 1 to 5, in which the inorganic UV- screening agent is chosen from metal oxides.
7. Cosmetic composition according to Claim 6, in which the inorganic UV- screening agent is chosen from metal oxides, in particular from titanium, zinc or iron oxides and more particularly titanium dioxide (T1O2).
8. Composition according to any one of Claims 1 to 7, in which the matrix of the composite particles comprises triethoxycaprylylsilane as organic material.
9. Composition according to any one of Claims 1 to 8, in which the matrix of the composite particles comprises an inorganic material chosen from:
- silica,
- talc,
- mica,
- alumina.
10. Composition according to any one of Claims 1 to 9, in which the matrix of the composite particle contains a material or mixture of materials chosen from:
- alumina,
- an alumina/triethoxycaprylylsilane mixture,
- talc,
- silica,
- mica.
11. Composition according to any one of Claims 1 to 10, in which the composite particles are platelet-shaped.
12. Composition according to any one of Claims 1 to 1 1 , in which the oily phase comprises at least one polar oil preferably with a surface tension of greater than 10 mN/m at 25°C and at atmospheric pressure, and in particular dicaprylyl ether.
13. Composition according to any one of Claims 1 to 1 1 , also containing an organic UV-screening agent.
14. Composition according to any one of Claims 1 to 13, comprising at least one emulsifying surfactant preferably having an HLB of less than or equal to 5 at 25°C and more preferentially chosen from alkyl esters or ethers of sorbitan, of polyol, of glycerol or of sugars.
15. Composition according to Claim 14, in which the emulsifying surfactant is chosen from polyglycerolated diesters and polyesters and especially chosen from:
- Polyglyceryl-3 polyricinoleate,
- Polyglyceryl-4 polyricinoleate,
- Polyglyceryl-5 polyricinoleate,
- Polyglyceryl-6 polyricinoleate,
- Polyglyceryl-10 polyricinoleate,
- Polyglyceryl-2 diisostearate,
- Polyglyceryl-3 diisostearate,
- Polyglyceryl-6 diisostearate,
- Polyglyceryl-10 diisostearate,
and mixtures thereof, and more particularly a mixture of polyglyceryl-3 ricinoleate and polyglyceryl-3 diisostearate.
PCT/EP2012/050970 2011-02-04 2012-01-23 Cosmetic composition in the form of a water-in-oil emulsion free of silicone emulsifier, containing non-spherical particles of composite material WO2012104163A1 (en)

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Anonymous: "Micapoly UV", Creations Couleurs Application Sheet, January 2011 (2011-01), XP002659377, Retrieved from the Internet: URL:http://www.creationscouleurs.com/as/as_micapolyuv_web.pdf [retrieved on 2011-09-05] *
ANONYMOUS: "Suncare compositions with new cosmetic raw materials", IP.COM JOURNAL, IP.COM INC., WEST HENRIETTA, NY, US, 2 March 2010 (2010-03-02), XP013137210, ISSN: 1533-0001 *
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