WO2008075283A2

WO2008075283A2 - Method for the make-up removal of compositions comprising silicone compounds

Info

Publication number: WO2008075283A2
Application number: PCT/IB2007/055183
Authority: WO
Inventors: Odile Aubrun-Sonneville; Anne-Laure Bernard
Original assignee: L'oreal
Priority date: 2006-12-20
Filing date: 2007-12-17
Publication date: 2008-06-26
Also published as: WO2008075283A3

Abstract

A subject-matter of the present invention is a method for removing make-up and/or cleaning keratinous substances coated with a polymeric make-up film formed by the application to said keratinous substances of at least two compounds X and Y capable of reacting together, if appropriate in the presence of a catalyst or peroxide, at least one of the compounds being a silicone compound. It also relates to a kit for making up and/or caring for keratinous substances comprising a suitable make-up-removing and/or cleaning composition.

Description

Method for the make-up removal of compositions comprising silicone compounds

A subject-matter of the present invention is a method for removing make-up and/or cleaning keratinous substances coated with a specific polymeric film.

This make-up film is formed by the application to said keratinous substances of at least two compounds X and Y capable of reacting together, if appropriate in the presence of a catalyst or of a peroxide, at least one of the compounds X or Y being a silicone compound.

This type of make-up makes it possible in particular to obtain a film which has good transfer-free properties and good properties of hold over time, in particular towards water and towards rubbing actions, and which forms a comfortable deposit layer on the skin, lips, eyelashes or nails.

Thus, this novel formulation route makes it possible to improve the performances of products for making-up, caring for or treating keratinous substances. On the other hand, the films formed are more difficult to remove than conventional products. In point of fact, the cleaning of the skin is determining for the care of the face.

Thus, it must be effective in removing greasy residues, such as excess of sebum, residues from cosmetic products used on a daily basis and make-up products which accumulate in cutaneous folds and can block the pores of the skin and result in the appearance of spots.

Conventionally, make-up-removing compositions are provided in the form of lotions, optionally two -phase lotions, of milks, of creams, of oils or of gels.

Document FR 2 861 987 describes a make-up-removing cosmetic composition comprising a volatile silicone fatty phase comprising at least one volatile linear silicone oil, the volatile silicone fatty phase having an evaporation profile such that the weight of volatile silicone oil evaporated after 30 minutes ranges from 2 mg/cm² to 9 mg/cm², said composition being free of stearic acid.

The make-up-removing power of some of these compositions is tested in particular on a specific mascara product.

Furthermore, the type of make-up mentioned above formed from the two compounds X and Y and which is described in detail below is described in part in the documents WO 01/96450 and GB 2 407 496, which give no indication with regard to the removal of make-up and which do not disclose any make-up-removing and/or cleaning composition suitable for the removal of these specific make-up films. Consequently, the need remains to provide compositions which make it possible to remove these specific make-up films.

The Inventors have discovered that it is possible to obtain satisfactory removal and/or cleaning off of these specific make-up films by using a composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil.

A subject-matter of the present invention is thus, according to a first aspect, a method for the make-up removal and/or cleaning of make-up films formed by the application to keratinous substances (a) of one or more compounds X, (b) of one or more compounds Y, with at least one of the compounds X and Y being a silicone compound and said compounds X and Y being capable of reacting together via a hydrosilylation reaction in the presence of a catalyst or via a condensation reaction, optionally in the presence of a catalyst, or via a crosslinking reaction in the presence of a peroxide, when they are brought into contact with one another, and (c), if appropriate, of at least one catalyst or one peroxide, it being possible for the applications (a), (b) and (c) to be simultaneous or sequential according to any order, with the proviso that it is favourable to the interaction of said compounds X and Y, the method comprising at least one stage of application, to said make-up films, of a make-up-removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, said make-up-removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least 40 % by weight of volatile linear silicone oil, with respect to the total weight of said composition.

For the formation of the make-up films, the compound or compounds X and the compound or compounds Y can be applied to the keratinous substances from several compositions, the compositions respectively comprising the compound or compounds X, the compound or compounds Y and, if appropriate, at least one catalyst or peroxide, alone or as a mixture, or from a single composition comprising the compound or compounds X and the compound or compounds Y and, if appropriate, at least one catalyst or peroxide. According to a specific embodiment for forming the make-up films, a first composition, comprising at least the compound or compounds X, and a second composition, comprising at least the compound or compounds Y, are applied to the keratinous substances, at least one of said first and second compositions comprising also if appropriate at least one catalyst or peroxide.

In this case, the make-up films are formed by the application, to keratinous substances, in particular human skin: - of at least one layer of a first composition comprising, in a physiologically acceptable medium, at least one compound X;

- of at least one layer of a second composition comprising, in a physiologically acceptable medium, at least one compound Y, at least one of the compounds X and Y being a silicone compound, said compounds X and Y being capable of reacting together via a hydrosilylation reaction in the presence of a catalyst, condensation reaction or crosslinking reaction in the presence of a peroxide, when they are brought into contact with one another, and at least one of said first and second compositions comprising also if appropriate at least one catalyst or peroxide.

More particularly, the formation of the make-up films can consist in applying, to said keratinous substances, at least one composition comprising, in a physiologically acceptable medium, at least one compound X, at least one compound Y and, if appropriate, at least a catalyst or a peroxide.

According to an alternative form, the formation of the make-up films can consist in applying, to the keratinous substances, at least one layer of the second composition comprising the compound Y and in then depositing, on the layer or layers of said second composition, at least one layer of the first composition comprising the compound X, at least one of said first and second compositions comprising also if appropriate at least one catalyst or peroxide.

It is also possible to alternately apply, to the keratinous substances, several layers of each of the first and second compositions for the formation of the make-up films, the make-up removal and/or cleaning of which is the subject-matter of the present invention.

The composition applied intended for the formation of the make-up film can also be obtained by mixing, in an extemporaneous way, a first composition comprising at least the compound X and a second composition comprising at least the compound Y, at least one of said first and second compositions comprising also if appropriate at least one catalyst or peroxide. In the context of the present invention, the make-up film or the first or the second composition may comprise a catalyst.

The composition applied can comprise at least one of the compounds X and Y in an encapsulated form. Another subject-matter of the present invention, according to a second aspect, is a kit for making up and/or caring for keratinous substances comprising at least two different compositions packaged separately, the kit comprising:

- at least one compound X, at least one compound Y, and optionally at least one catalyst or one peroxide, at least one of the compounds X and Y being a silicone compound, provided that the compounds X, Y and the catalyst or the peroxide, when they are present, are not present simultaneously in the same composition, said compounds X and Y being capable of reacting together via a hydrosilylation reaction in the presence of a catalyst, condensation reaction or crosslinking reaction in the presence of a peroxide, when they are brought into contact with one another and

- a make-up-removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, said make-up-removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least

40% by weight of volatile linear silicone oil, with respect to the total weight of the composition.

According to a specific embodiment of the invention, at least one of the compounds X and at least one of the compounds Y are included in separate compositions. Thus, according to a third aspect, the invention relates to a kit comprising at least:

- one first composition comprising, in a physiologically acceptable medium, at least one compound X,

- one second composition comprising, in a physiologically acceptable medium, at least one compound Y, - one make-up-removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, at least least one of said first and second compositions comprising also if appropriate at least one catalyst or peroxide, and said make-up-removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least 40% by weight of volatile linear silicone oil, with respect to the total weight of the composition.

The first and second compositions are different from one another. For example, the first composition is advantageously free of compound Y and the second composition is advantageously free of compound X. Indeed, due to the high reactivity with regard to one another, the compounds X and Y are not present simultaneously in a first and/or a second composition included in a kit according to the invention when their interaction is not conditioned by the presence of a catalyst or of a peroxide.

On the other hand, at the time of application or immediately before, the compounds X and Y are mixed and are present in a same composition resulting from the mixing of the first and second compositions included in the kit according to the invention.

Preferably, the compositions of the kit and in particular the first composition comprising the compound X and the second composition comprising the compound Y of the kit are packaged in separate packagings.

For example, at least the first and the second composition can be packaged separately in the same packaging article, for example in a two-compartment pen, the base composition being delivered via one end of the pen and the top composition being delivered via the other end of the pen, each end being closed, in particular in leak-tight fashion, via a cap. At least the first and the second compositions can also be packaged in a compartment within the same packaging article, the mixing of the two compositions being carried out at the end or ends of the packaging article during the delivery of each of the first and second compositions.

Alternatively, each of the first and second compositions can be packaged in a different packaging article.

In the sense of the invention, notably in the embodiment where the composition is obtained as described above, namely by mixing, at the time of use, a first composition containing at least compound X and a second composition containing at least compound Y, it is to be understood that the mixture thus formed comprises compounds X and/or Y in a form that has not yet reacted and not exclusively in the form of their reaction product by hydrosilylation, by poly condensation and/or by crosslinking in the presence of a peroxide.

Thus, formation of the reaction product according to the invention can either be carried out directly on the surface of the keratinous substance that is to be treated, or initiated just before application by extemporaneous mixing of compounds X and Y in conditions favourable for their interaction, formation of the reaction product being in the latter case finalized on the surface of the keratinous substance.

For obvious reasons, and in view of the great reactivity of compounds X and/or Y, it is in fact necessary that their application should be carried out in conditions that are favourable for the manageability of the composition containing it (or them) notably with respect to its spreading, for example. The method according to the invention therefore employs a composition containing compounds X and Y, and therefore not congealed in the form of the expected final film resulting from reaction of all of X and/or of all of Y.

According to another alternative form, the compound X and the compound Y are included in a single composition, it being understood that at least one of the compounds X and Y is encapsulated.

Thus, the present invention relates, according to a fourth aspect, to a kit for making up and/or caring for keratinous substances comprising at least:

- one composition comprising, in a physiologically acceptable medium, at least one compound X and at least one compound Y, and if appropriate at least one catalyst or peroxide, at least one of the compounds X and Y being a silicone compound, said compounds X and Y being capable of reacting together via a hydrosilylation reaction in the presence of a catalyst, condensation reaction or crosslinking reaction in the presence of a peroxide, when they are brought into contact with one another, at least one of the compounds X and Y being in an encapsulated form,

- one make-up-removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil. According to an alternative embodiment, the two compounds X and Y are present in separate encapsulated forms.

According to this embodiment, the two compounds X and Y can be packaged in one and the same composition while avoiding the risk of premature reaction between them. Said reaction only occurs at the moment when the composition is manipulated prior to or at the moment of its application on the keratinous substance. The encapsulated form or forms break on drying and compounds X and Y react to form the expected film.

According to yet another alternative form of this aspect of the invention, the make-up-removing and/or cleaning composition comprises at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least 40 % by weight of volatile linear silicone oil, with respect to the total weight of the composition. The make-up kits according to the invention thus exhibit the advantage of providing a make-up which has good transfer-free properties and good properties of hold over time and a comfortable deposit layer on the skin, lips, eyelashes or nails, while providing the appropriate means for effectively removing said make-up without attacking the made-up areas.

The first and second compositions are different from one another. Thus, the first composition is free of compound Y and the second composition is free of compound

X. Indeed, due to the high reactivity with regard to one another, the compounds X and Y are not present simultaneously in a first and/or second composition forming a product according to the invention.

The term "physiologically acceptable medium" is understood to mean a medium compatible with keratinous substances, that is to say the skin, mucous membranes

(including the inside of the eyelids and lips), nails and/or keratinous fibres (hair and eyelashes). It is in particular a nontoxic medium with a pleasant appearance, odour and feel.

The term "keratinous substances" is understood to mean the skin, scalp, hair, eyelashes, eyebrows, nail and mucous membranes.

COMPOUNDS X AND Y Silicone compound means a polyorganosiloxane compound, i.e. comprising at least two organosiloxane units, for example at least 5 organosiloxane units, notably at least 10 organosiloxane units. According to a particular embodiment, at least one of compounds X and Y, or compounds X and compounds Y are silicone compounds. Compounds X and Y can be aminated or non-aminated.

According to another embodiment, at least one of compounds X and Y is a polymer whose main chain is formed primarily of organosiloxane units. Among the silicone compounds mentioned below, some may display both film-forming and adhesive properties, depending for example on their proportion of silicone or depending on whether they are used mixed with a particular additive. It is therefore possible to adjust the film- forming properties or the adhesive properties of said compounds according to the proposed use, which is the case in particular for the so-called "room temperature vulcanization" reactive elastomeric silicones.

Compounds X and Y can react with each other at a temperature varying between room temperature and 180⁰C. Advantageously, compounds X and Y are capable of reacting together at room temperature (20 ± 5°C) and atmospheric pressure, or advantageously in the presence of a catalyst, by a hydrosilylation reaction or a condensation reaction, or a crosslinking reaction in the presence of a peroxide.

Polar groups

According to a particular embodiment, at least one of compounds X and Y, for example compound X, bears at least one polar group that is able to form at least one hydrogen bond with keratinous substances.

By polar group, we mean a group having carbon atoms and hydrogen atoms in its chemical structure and at least one heteroatom (such as O, N, S and P), such that said group is able to establish at least one hydrogen bond with keratinous substances.

Compounds bearing at least one group that can form a hydrogen bond are particularly advantageous, as they endow the compositions containing them with better adherence on keratinous substances.

The polar group or groups borne by at least one of compounds X and Y is/are able to establish a hydrogen bond, and include either a hydrogen atom bound to an electronegative atom, or an electronegative atom for example an oxygen, nitrogen or sulphur atom. When the group has a hydrogen atom bound to an electronegative atom, the hydrogen atom can interact with another electronegative atom borne for example by another molecule, such as keratin, to form a hydrogen bond. When the group has an electronegative atom, the electronegative atom can interact with a hydrogen atom bound to an electronegative atom borne for example by another molecule, such as keratin, to form a hydrogen bond.

Advantageously, these polar groups can be selected from the following groups: carboxylic acids -COOH, alcohols, such as: -CH₂OH or -CH(R)OH, R being an alkyl radical having from 1 to 6 carbon atoms, amino of formula -NRiR₂, in which Ri and R₂, which may be identical or different, represent an alkyl radical having from 1 to 6 carbon atoms or one of Ri or R₂ denotes a hydrogen atom, and the other one of Ri and R₂ represents an alkyl radical having from 1 to 6 carbon atoms, pyridino, amido of formula -NH-COR or -CO-NH-R in which R' represents a hydrogen atom or an alkyl radical having from 1 to 6 carbon atoms, pyrrolidino preferably selected from the groups of formula:

Ri being an alkyl radical having from 1 to 6 carbon atoms,

- carbamoyl of formula -0-CO-NH-R or -NH-CO-OR, R' being as defined above,

- thiocarbamoyl such as -0-CS-NH-R or -NH-CS-OR, R' being as defined above, ureyl such as -NR'-C0-N(R')₂, the groups R, which may be identical or different, being as defined above, sulphonamido such as -NR'-S(=0)₂-R, R corresponding to the above definition.

Preferably, these polar groups are present at a content less than or equal to 10 wt. % relative to the weight of each compound X or Y, preferably less than or equal to 5 wt. %, for example at a content ranging from 1 to 3 wt.%.

The polar group or groups can be located in the main chain of compound X and/or Y or can be pendant from the main chain or located at the ends of the main chain of compound X and/or Y.

1- Compounds X and Y capable of reacting by hydrosilylation

According to one embodiment, the invention relates to a method for the makeup removal and/or cleaning of make-up films formed by the application to keratinous substances (a) of one or more compounds X, (b) of one or more compounds Y, with at least one of the compounds X and Y being a silicone compound and said compounds X and Y being capable of reacting together via a hydrosilylation reaction in the presence of a catalyst, when they are brought into contact with one another, and (c) of at least one catalyst, it being possible for the applications (a), (b) and (c) to be simultaneous or sequential according to any order, with the proviso that it is favourable to the interaction of said compounds X and Y, the method comprising at least one stage of application to said make-up films of a make-up removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, said make-up removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least 40 % by weight of volatile linear silicone oil, with respect to the total weight of said composition.

According to this embodiment, compounds X and Y are capable of reacting by hydrosilylation in the presence of a catalyst, said reaction being represented schematically in a simplified manner as follows:

-Si-H CH =CH — W -Si-CH₉-CH₉-W

with W representing a carbon chain and/or silicone chain containing one or more unsaturated aliphatic groups.

In this case, compound X can be selected from silicone compounds comprising at least two unsaturated aliphatic groups. As an example, compound X can be a polyorganosiloxane comprising a silicone main chain whose unsaturated aliphatic groups are pendant from the main chain (side group) or located at the ends of the main chain of the compound (end group). These particular compounds will be called, hereinafter, polyorganosiloxanes with unsaturated aliphatic groups. According to one embodiment, compound X and/or compound Y bear at least one polar group, as described above, capable of forming at least one hydrogen bond with keratinous substances. This polar group is advantageously carried by compound X, which has at least two unsaturated aliphatic groups.

According to one embodiment, compound X is selected from the polyorganosiloxanes comprising at least two unsaturated aliphatic groups, for example two or three vinyl or allyl groups, each attached to a silicon atom.

According to an advantageous embodiment, compound X is selected from the polyorganosiloxanes containing siloxane units of formula:

m ( 3~m)

(I) in which:

R represents a linear or cyclic, monovalent hydrocarbon group, having from 1 to 30 carbon atoms, preferably from 1 to 20, and better still from 1 to 10 carbon atoms, for example a short-chain alkyl radical, comprising for example from 1 to 10 carbon atoms, in particular a methyl radical or alternatively a phenyl group, preferably a methyl radical, m is equal to 1 or 2 and R' represents: o an unsaturated aliphatic hydrocarbon group having from 2 to

10, preferably from 3 to 5 carbon atoms, for example a vinyl group or a group -R"-CH=CHR'" in which R" is a divalent aliphatic hydrocarbon chain, having from 1 to 8 carbon atoms, bound to the silicon atom and R'" is a hydrogen atom or an alkyl radical having from 1 to 4 carbon atoms, preferably a hydrogen atom; we may mention, as group R', the vinyl and allyl groups and mixtures thereof; or o an unsaturated cyclic hydrocarbon group having from 5 to 8 carbon atoms, for example a cyclohexenyl group.

Preferably R' is an unsaturated aliphatic hydrocarbon group, preferably a vinyl group.

According to one embodiment, R represents an alkyl radical having from 1 to 10 carbon atoms or alternatively a phenyl group, and preferably a methyl radical, and R' is a vinyl group.

According to a particular embodiment, the polyorganosiloxane also contains units of formula:

^Rn^{S i0} ( 4 -ti )

T

(H) in which R is a group as defined previously, and n is equal to 1, 2 or 3.

According to a variant, compound X can be a silicone resin comprising at least two ethylenic unsaturations, said resin being capable of reacting with compound Y by hydrosilylation in the presence of a catalyst. We may mention for example the resins of type MQ or MT which themselves bear -CH=CH₂ unsaturated reactive end groups.

These resins are crosslinked organosiloxane polymers.

The class of the silicone resins is known by the name "MDTQ", the resin being described in relation to the different siloxane monomer units that it contains, each of the letters "MDTQ" characterizing a type of unit.

The letter M represents the mono functional unit of formula

the silicon atom being bound to a single oxygen atom in the polymer comprising said unit.

The letter D denotes a bifunctional unit (CHs)₂SiO₂Z₂ in which the silicon atom is bound to two oxygen atoms. The letter T represents a trifunctional unit of formula (CH₃)Siθ_3/2.

In units M, D, T defined above, at least one of the methyl groups can be substituted with a group R other than the methyl group, such as a hydrocarbon radical (notably alkyl) having from 2 to 10 carbon atoms or a phenyl group or alternatively a hydroxy 1 group.

Finally, the letter Q denotes a tetrafunctional unit Siθ_4/2 in which the silicon atom is bound to four hydrogen atoms which are themselves attached to the rest of the polymer. As examples of said resins, we may mention the MT silicone resins such as poly(phenyl-vinylsilsesquioxane) such as that marketed under the reference SST-3PV1 by the company Gelest.

Preferably, compounds X have from 0.01 to 1 wt.% of unsaturated aliphatic groups.

Advantageously, compound X is selected from the polyorganopolysiloxanes, notably those comprising the siloxane units (I) and optionally (II) described previously.

Compound Y preferably has at least two free Si-H groups (hydrogenosilane groups).

Compound Y can be selected advantageously from the polyorganosiloxanes comprising at least one alkylhydrogenosiloxane unit of the following formula:

'^■ (III) in which:

R represents a linear or cyclic, monovalent hydrocarbon group, having from 1 to 30 carbon atoms, for example an alkyl radical having from 1 to 30 carbon atoms, preferably from 1 to 20 and better still from 1 to 10 carbon atoms, in particular a methyl radical, or alternatively a phenyl group and p is equal to 1 or 2. Preferably R is a hydrocarbon group, preferably methyl.

These polyorganosiloxane compounds Y with alkylhydrogenosiloxane units can additionally contain units of formula:

2

(H) as defined above. Compound Y can be a silicone resin comprising at least one unit selected from the units M, D, T, Q as defined above and comprising at least one Si-H group such as the poly(methyl-hydridosilsesquioxane) marketed under the reference SST-3MH1.1 by the company Gelest. Preferably, these polyorganosiloxane compounds Y have from 0.5 to 2.5 wt.% of Si-H groups.

Advantageously, the radicals R represent a methyl group in formulae (I), (II), (III) above.

Preferably, these polyorganosiloxanes Y have end groups of formula

Advantageously, the polyorganosiloxanes Y have at least two alkylhydrogenosiloxane units of formula -(H₃C)(H)SiO- and optionally include -(H₃C)₂SiO- units.

These polyorganosiloxane compounds Y with hydrogenosilane groups are described for example in document EP 0465744.

According to one variant, compound X is selected from the organic oligomers or polymers (by organic, we mean compounds whose main chain is not a silicone chain, preferably compounds not containing silicon atoms) or from hybrid organic/silicone polymers or oligomers, said oligomers or polymers bearing at least 2 unsaturated reactive aliphatic groups, compound Y being selected from the polyorganosiloxanes Y with hydrogenosilane groups mentioned above.

According to one embodiment, the organic or hybrid organic/silicone compounds X bearing at least 2 unsaturated reactive aliphatic groups, have at least one polar group as described above. Compound X, of organic nature, can then be selected from the vinylic,

(meth)acrylic polymers or oligomers, polyesters, polyurethanes and/or polyureas, polyethers, perfluoropolyethers, polyolefins such as polybutene, polyisobutylene, dendrimers or organic hyperbranched polymers, or mixtures thereof.

In particular, the organic polymer or the organic moiety of the hybrid polymer can be selected from the following polymers: a) polyesters with ethylenic unsaturation(s):

This is a group of polymers of the polyester type having at least 2 ethylenic double bonds, randomly distributed in the main chain of the polymer. These unsaturated polyesters are obtained by polycondensation of a mixture: of linear or branched aliphatic or cycloaliphatic dicarboxylic acids notably having 3 to 50 carbon atoms, preferably from 3 to 20 and better still from 3 to 10 carbon atoms, such as adipic acid or sebacic acid, of aromatic dicarboxylic acids notably having from 8 to 50 carbon atoms, preferably from 8 to 20 and better still from 8 to 14 carbon atoms, such as phthalic acids, notably terephthalic acid, and/or of dicarboxylic acids derived from dimers of fatty acids with ethylenic unsaturations such as the dimers of oleic or linoleic acids described in application EP-A-959 066 (paragraph [0021]) marketed under the designations Pripol^® by the company Unichema or Empol^® by the company Henkel, all said diacids having to be free from polymerizable ethylenic double bonds, of linear or branched aliphatic or cycloaliphatic diols notably having from 2 to 50 carbon atoms, preferably from 2 to 20 and better still from 2 to 10 carbon atoms, such as ethylene glycol, diethylene glycol, propylene glycol, 1,4-butanediol or cyclohexanedimethanol, of aromatic diols having from 6 to 50 carbon atoms, preferably from 6 to 20 and better still from 6 to 15 carbon atoms such as bisphenol A and bisphenol B, and/or of diol dimers resulting from reduction of dimers of fatty acids as defined previously, and of one or more dicarboxylic acids or their anhydrides having at least one polymerizable ethylenic double bond and having from 3 to 50 carbon atoms, preferably from 3 to 20 and better still from 3 to 10 carbon atoms, such as maleic acid, fumaric acid or itaconic acid.

b) polyesters with (meth)acrylate side and/or end groups:

This is a group of polymers of the polyester type obtained by polycondensation of a mixture: of linear or branched aliphatic or cycloaliphatic dicarboxylic acids notably having from 3 to 50 carbon atoms, preferably from 3 to 20 and better still from 3 to 10 carbon atoms, such as adipic acid or sebacic acid, of aromatic dicarboxylic acids notably having from 8 to 50 carbon atoms, preferably from 8 to 20 and better still from 8 to 14 carbon atoms, such as phthalic acids, notably terephthalic acid, and/or of dicarboxylic acids derived from dimers of fatty acids with an ethylenic unsaturation such as the dimers of oleic or linoleic acids described in application EP-A-959 066 (paragraph [0021]) marketed under the designations Pripol® by the company Unichema or Empol® by the company Henkel, all said diacids having to be free from polymerizable ethylenic double bonds, - of linear or branched aliphatic or cycloaliphatic diols notably having from 2 to 50 carbon atoms, preferably from 2 to 20 and better still from 2 to 10 carbon atoms, such as ethylene glycol, diethylene glycol, propylene glycol, 1,4-butanediol or cyclohexanedimethanol, of aromatic diols having from 6 to 50 carbon atoms, preferably from 6 to 20 and better still from 6 to 15 carbon atoms such as bisphenol A and bisphenol B, and of at least one ester of (meth)acrylic acid and of a diol or polyol having from 2 to 20 carbon atoms, preferably from 2 to 6 carbon atoms, such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate and glycerol methacrylate.

These polyesters differ from those described above in section a) by the fact that the ethylenic double bonds are not located in the main chain but on side groups or at the end of the chains. These ethylenic double bonds are those of the (meth)acrylate groups present in the polymer.

Such polyesters are marketed for example by the company UCB under the designations EBECRYL® (EBECRYL® 450: molecular weight 1600, on average 6 acrylate functions per molecule, EBECRYL® 652: molecular weight 1500, on average 6 acrylate functions per molecule, EBECRYL® 800: molecular weight 780, on average 4 acrylate functions per molecule, EBECRYL® 810: molecular weight 1000, on average 4 acrylate functions per molecule, EBECRYL® 50 000: molecular weight 1500, on average 6 acrylate functions per molecule).

c) polyurethanes and/or polyureas with (meth)acrylate groups, obtained by polycondensation: of aliphatic, cyclo aliphatic and/or aromatic diisocyanates, triisocyanates and/or polyisocyanates notably having from 4 to 50, preferably from 4 to 30 carbon atoms, such as hexamethylenediisocyanate, isophoronediisocyanate, toluenediisocyanate, diphenylmethanediisocyanate or isocyanurates of formula:

O Il

OCN-R-N N-R-NCO

o*^C\_N/^C*o

I R-NCO resulting from the trimerization of 3 molecules of diisocyanates OCN-R-CNO, where R is a linear, branched or cyclic hydrocarbon radical having from 2 to 30 carbon atoms; of polyols, notably of diols, free from polymerizable ethylenic unsaturations, such as 1,4-butanediol, ethylene glycol or trimethylolpropane, and/or of polyamines, notably of aliphatic, cycloaliphatic and/or aromatic diamines, notably having from 3 to 50 carbon atoms, such as ethylenediamine or hexamethylenediamine, and of at least one ester of (meth)acrylic acid and of a diol or polyol having from 2 to 20 carbon atoms, preferably from 2 to 6 carbon atoms, such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate and glycerol methacrylate.

These polyurethanes/polyureas with acrylate groups are marketed for example under the designation SR 368 (tris(2-hydroxyethyl)isocyanurate-triacrylate) or CRAYNOR® 435 by the company CRAY VALLEY, or under the designation EBECRYL® by the company UCB (EBECRYL® 210: molecular weight 1500, 2 acrylate functions per molecule, EBECRYL® 230: molecular weight 5000, 2 acrylate functions per molecule, EBECRYL® 270: molecular weight 1500, 2 acrylate functions per molecule, EBECRYL® 8402: molecular weight 1000, 2 acrylate functions per molecule, EBECRYL® 8804: molecular weight 1300, 2 acrylate functions per molecule, EBECRYL® 220: molecular weight 1000, 6 acrylate functions per molecule, EBECRYL® 2220: molecular weight 1200, 6 acrylate functions per molecule, EBECRYL® 1290: molecular weight 1000, 6 acrylate functions per molecule, EBECRYL® 800: molecular weight 800, 6 acrylate functions per molecule).

We may also mention the water-soluble aliphatic diacrylate polyurethanes marketed under the designations EBECRYL® 2000, EBECRYL® 2001 and EBECRYL® 2002, and the diacrylate polyurethanes in aqueous dispersion marketed under the trade names IRR® 390, IRR® 400, IRR® 422 IRR® 424 by the company UCB.

d) polyethers with (meth)acrylate groups obtained by esterifϊcation, by (meth)acrylic acid, of the hydroxyl end groups of homopolymers or of Ci_4 alkylene glycol copolymers, such as polyethylene glycol, polypropylene glycol, copolymers of ethylene oxide and of propylene oxide preferably having a weight-average molecular weight below 10 000, polyethoxylated or polypropoxylated trimethylolpropane.

Di(meth)acrylate polyoxyethylenes of suitable molecular weight are marketed for example under the designations SR 259, SR 344, SR 610, SR 210, SR 603 and SR 252 by the company CRAY VALLEY or under the designation EBECRYL® 11 by UCB. Polyethoxylated trimethylolpropane triacrylates are marketed for example under the designations SR 454, SR 498, SR 502, SR 9035, SR 415 by the company CRAY VALLEY or under the designation EBECRYL® 160 by the company UCB. Polypropoxylated trimethylolpropane triacrylates are marketed for example under the designations SR 492 and SR 501 by the company CRAY VALLEY.

e) epoxyacrylates obtained by reaction between at least one diepoxide selected for example from: (i) bisphenol A diglycidyl ether,

(ii) a diepoxy resin resulting from the reaction between bisphenol

A diglycidyl ether and epichlorohydrin,

(iii) an epoxyester resin with α,co-diepoxy end groups resulting from the condensation of a dicarboxylic acid having from 3 to 50 carbon atoms with a stoichiometric excess of (i) and/or (ii),

(iv) an epoxyether resin with α,co-diepoxy end groups resulting from the condensation of a diol having from 3 to 50 carbon atoms with a stoichiometric excess of (i) and/or (ii), (v) natural or synthetic oils bearing at least 2 epoxide groups, such as epoxidized soya oil, epoxidized linseed oil and epoxidized vernonia oil,

(vi) a phenol- formaldehyde polycondensate (Novolac^® resin), of which the end groups and/or side groups have been epoxidized, and one or more carboxylic acids or carboxylic poly acids having at least one ethylenic double bond at α,β of the carboxyl group such as (meth)acrylic acid or crotonic acid or esters of (meth)acrylic acid and of a diol or polyol having from 2 to 20 carbon atoms, preferably from 2 to 6 carbon atoms such as 2-hydroxyethyl (meth)acrylate.

Such polymers are marketed for example under the designations SR 349, SR

601, CD 541, SR 602, SR 9036, SR 348, CD 540, SR 480, CD 9038 by the company CRAY VALLEY, under the designations EBECRYL^® 600 and EBECRYL^® 609,

EBECRYL^® 150, EBECRYL^® 860, EBECRYL^® 3702 by the company UCB and under the designations PHOTOMER^® 3005 and PHOTOMER^® 3082 by the company HENKEL.

f) (Ci_5o alkyl) poly(meth)acrylates, said alkyl being linear, branched or cyclic, bearing at least two functions with ethylenic double bond carried by the lateral and/or terminal hydrocarbon chains.

Such copolymers are marketed for example under the designations IRR® 375, OTA® 480 and EBECRYL® 2047 by the company UCB.

g) polyolefms such as polybutene, polyisobutylene,

h) perfluoropolyethers with acrylate groups obtained by esterification, for example by (meth)acrylic acid, of perfluoropolyethers bearing hydroxyl side and/or end groups. These α,ω-diol perfluoropolyethers are described notably in EP-A- 1057849 and are marketed by the company AUSIMONT under the designation FOMBLIN® Z DIOL. i) dendrimers and hyperbranched polymers bearing (meth)acrylate or (meth)acrylamide end groups obtained respectively by esterifϊcation or amidation of dendrimers and of hyperbranched polymers with hydroxyl or amino terminal functions, by (meth)acrylic acid.

The dendrimers (from the Greek dendron = tree) are "tree-like" polymer molecules, i.e. highly branched, invented by D.A. Tomalia and his team at the beginning of the 1990's (Donald A. Tomalia et al, Angewandte Chemie, Int. Engl. Ed., Vol. 29, No. 2, pages 138 - 175). They are structures constructed around a, generally polyvalent, central unit. Branched chain-extending units are arranged according to a perfectly defined structure around this central unit, thus giving rise to symmetrical, monodispersed macro molecules having a well-defined chemical and stereochemical structure. Dendrimers of the polyamidoamine type are marketed for example under the name STARBURST^® by the company DENDRITECH. The hyperbranched polymers are poly condensates, generally of the polyester, polyamide or polyethyleneamine type, obtained from multifunctional monomers, which have a tree-like structure similar to that of the dendrimers but far less regular than the latter (see for example WO-A-93/17060 and WO 96/12754).

The company PERSTORP markets hyperbranched polyesters under the name BOLTORN^®. Hyperbranched polyethyleneamines are available under the name COMBURST^® from the company DENDRITECH. Hyperbranched poly(esteramide)s with hydroxyl end groups are marketed by the company DSM under the name HYBRANE^®.

These dendrimers and hyperbranched polymers, esterified or amidated by acrylic and/or methacrylic acid, differ from the polymers described in sections a) to h) above by the very large number of ethylenic double bonds present. This increased functionality, generally greater than 5, makes them particularly useful in enabling them to act as a

"crosslinking node", i.e. a multiple crosslinking site.

It is therefore possible to use these dendritic and hyperbranched polymers in association with one or more of the above polymers and/or oligomers a) to h).

Ia - Additional reactive compounds According to one embodiment, the compositions containing compound X and/or Y can additionally comprise an additional reactive compound such as:

- organic or mineral particles having on their surface at least 2 unsaturated aliphatic groups - we may mention for example the silicas surface-treated for example with silicone compounds with vinylic groups such as for example cyclotetramethyltetravinylsiloxane- treated silica,

- silazane compounds such as hexamethyldisilazane.

Ib - Catalyst

The hydrosilylation reaction takes place in the presence of a catalyst which can be present with one or other of the compounds X or Y or can be present on its own. For example, this catalyst can be present in the composition in an encapsulated form if the two compounds X and Y, which it must cause to interact, are present in this same composition in an unencapsulated form or conversely it can be contained there in an unencapsulated form if at least one of compounds X and Y is present in the composition in an encapsulated form. The catalyst is preferably based on platinum or tin.

We may mention for example platinum-based catalysts deposited on a support of silica gel or of powdered charcoal, platinum chloride, salts of platinum and of chloroplatinic acids.

The chloroplatinic acids are preferably used in hexahydrate or anhydrous form, which are easily dispersible in organosilicone media.

We may also mention platinum complexes, such as those based on chloroplatinic acid hexahydrate and divinyl tetramethyldisiloxane.

The catalyst can be present at a content in the range from 0.0001 to 20 wt.% relative to the total weight of the composition containing it. Compounds X and/or Y can be combined with polymerization inhibitors or retarders, and more particularly inhibitors of the catalyst. Non-limitatively, we may mention cyclic polymethylvinylsiloxanes, and in particular tetravinyl tetramethyl cyclotetrasiloxane, acetylenic alcohols, preferably volatile, such as methylisobutynol.

The presence of ionic salts, such as sodium acetate, can have an influence on the rate of polymerization of the compounds.

As an example of a combination of compounds X and Y reacting by hydrosilylation in the presence of a catalyst, we may mention the following references offered by the company Dow Corning: DC 7-9800 Soft Skin Adhesive Parts A & B, as well as the combination of the following mixtures A and B prepared by Dow Corning:

MIXTURE A:

MIXTURE B:

Advantageously, compounds X and Y are selected from silicone compounds capable of reacting by hydrosilylation in the presence of a catalyst; in particular compound X is selected from the polyorganosiloxanes comprising units of formula (I) described above and compound Y is selected from organosiloxanes comprising alkylhydrogenosiloxane units of formula (III) described above.

According to a particular embodiment, compound X is a polydimethylsiloxane with vinylic end groups, and compound Y is a polymethylhydrogenosiloxane.

2/ Compounds X and Y capable of reacting by condensation

According to one embodiment, the invention relates to a method for the makeup removal and/or cleaning of make-up films formed by the application to keratinous substances (a) of one or more compounds X, (b) of one or more compounds Y, with at least one of the compounds X and Y being a silicone compound and said compounds X and Y being capable of reacting together via a condensation reaction, optionally in the presence of a catalyst, when they are brought into contact with one another, and (c) if appropriate, of at least one catalyst, it being possible for the applications (a), (b) and (c) to be simultaneous or sequential according to any order, with the proviso that it is favourable to the interaction of said compounds X and Y, the method comprising at least one stage of application to said make-up films of a make-up removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, said make-up removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least 40 % by weight of volatile linear silicone oil, with respect to the total weight of said composition.

According to this embodiment, compounds X and Y are capable of reacting by condensation, either in the presence of water (hydrolysis) by reaction of 2 compounds bearing alkoxysilane groups, or by so-called "direct" condensation by reaction of a compound bearing alkoxysilane group(s) and a compound bearing silanol group(s) or by reaction of 2 compounds bearing silanol group(s).

When the condensation is carried out in the presence of water, the latter can in particular be the ambient humidity, the residual water of the skin, of the lips, of the eyelashes and/or of the nails, or water from an external source, for example by prior moistening of the keratinous substance (for example by an atomizer, by natural or artificial tears).

In this manner of reaction by condensation, compounds X and Y, which may be identical or different, can therefore be selected from silicone compounds whose main chain contains at least two alkoxysilane groups and/or at least two silanol (Si-OH) side groups or end groups.

According to one embodiment, compound X and/or compound Y bears at least one polar group, as described above, capable of forming at least one hydrogen bond with keratinous substances.

According to an advantageous embodiment, compounds X and/or Y are selected from the polyorganosiloxanes comprising at least two alkoxysilane groups. By "alkoxysilane group", we mean a group comprising at least one -Si-OR moiety, R being an alkyl group having from 1 to 6 carbon atoms. Compounds X and Y are notably selected from the polyorganosiloxanes comprising alkoxysilane end groups, more specifically those which have at least 2 alkoxysilane end groups, preferably trialkoxysilane end groups.

These compounds X and/or Y preferably mostly comprise units of formula:

(IV) in which the groups R⁹ represent, independently of one another, a radical selected from alkyl groups having from 1 to 6 carbon atoms, phenyl groups, fluoroalkyl groups, and s is equal to 0, 1, 2 or 3. Preferably, groups R⁹ represent, independently of one another, an alkyl group having from 1 to 6 carbon atoms. As alkyl group, we may notably mention methyl, propyl, butyl, hexyl and mixtures thereof, preferably methyl or ethyl. As fluoroalkyl group, we may mention 3,3,3-trifluoropropyl.

According to a particular embodiment, compounds X and Y, which may be identical or different, are polyorganosiloxanes comprising units of formula:

(R^iOa), - _(v)

in which R⁹ is as described above, preferably R⁹ is a methyl radical, and f is such that the polymer advantageously has a viscosity at 25°C in the range from 0.5 to 3000

Pa.s, preferably in the range from 5 to 150 Pa.s; for example f can range from 2 to 5000, preferably from 3 to 3000, and more preferably from 5 to 1000. These polyorganosiloxane compounds X and Y contain at least 2 trialkoxysilane end groups per molecule of polymer, said groups having the following formula

- ZSiR¹ _J1(OR)₃^.

(VI)

in which: the radicals R represent, independently, a methyl, ethyl, n-propyl, isopropyl, n- butyl, sec-butyl, isobutyl group, preferably a methyl or ethyl group, R¹ is a methyl or ethyl group, x is equal to 0 or 1 , preferably x is equal to 0 and

Z is selected from: the divalent hydrocarbon groups that do not have an ethylenic unsaturation and have from 1 to 18 carbon atoms, preferably from 2 to 18 carbon atoms (alkylene groups), the combinations of divalent hydrocarbon radicals and siloxane segments of the following formula (IX):

R* R9

-<HSiO}_rSi-G~

. (IX)

R⁹ being as described above, G is a divalent hydrocarbon radical without an ethylenic unsaturation and having from 1 to 18 carbon atoms, preferably from 2 to 18 carbon atoms and c is an integer in the range from 1 to 6.

Z and G can notably be selected from the alkylene groups such as methylene, ethylene, propylene, butylene, pentylene, hexylene, the arylene groups such as phenylene.

Preferably, Z is an alkylene group, and more preferably ethylene. These polymers can have on average at least 1.2 trialkoxysilane end groups or terminal chains per molecule, and preferably on average at least 1.5 trialkoxysilane end groups per molecule. These polymers that can have at least 1.2 trialkoxysilane end groups per molecule, some can include other types of end groups such as end groups of formula

or of formula R⁶3-Si-, in which R⁹ is as defined previously and each group R⁶ is selected independently from the R⁹ or vinyl groups. As examples of said end groups, we may mention the trimethoxysilane, triethoxysilane, vinyldimethoxysilane and vinylmethyloxyphenylsilane groups.

Such polymers are notably described in documents US 3 175 993, US 4 772 675, US 4 871 827, US 4 888 380, US 4 898 910, US 4 906 719 and US 4 962 174, the contents of which are incorporated by reference in the present application.

We may mention, as compound X and/or Y, in particular the polyorganosiloxanes selected from the polymers of formula:

Ri_x R⁹ R⁹ R^! _x

(RO)^_XSJ - Z -(StO)#-Z^»Sϊ(OR)3.*

! I (VII)

in which R, R¹, R⁹, Z, x and fare as described above.

Compounds X and/or Y can also include a mixture of polymers of formula (VII) above with polymers of the following formula (VIII):

R? R¹* R⁽> Rl

CI-I₂-CIl-St CH SiO)fSi-Z»SKOR\₅.._x

: ! ;

R*> ^"R? ^"R? (VIII) in which R, R¹, R⁹, Z, x, and f are as described above.

When the polyorganosiloxane compound X and/or Y with alkoxysilane group(s) includes said mixture, the various polyorganosiloxanes are present at contents such that the organosilyl terminal chains represent less than 40%, preferably less than 25% in number of terminal chains.

Polyorganosiloxane compounds X and/or Y that are particularly preferred are those of formula (VII) described above. Such compounds X and/or Y are described for example in document WO 01/96450.

As stated above, compounds X and Y can be identical or different. In particular, compounds X and Y can represent a mixture of polydimethylsiloxanes with methoxysilane groups.

According to a variant, one of the 2 reacting compounds X or Y is of silicone character and the other is of organic character. For example, compound X is selected from organic oligomers or polymers or hybrid organic/silicone oligomers or polymers, said polymers or oligomers comprising at least two alkoxysilane groups, and Y is selected from silicone compounds such as the polyorganosiloxanes described above. In particular, the organic oligomers or polymers are selected from the vinylic, (meth)acrylic oligomers or polymers, polyesters, polyamides, polyurethanes and/or polyureas, polyethers, polyolefins, perfluoropolyethers, dendrimers and hyperbranched organic polymers, and mixtures thereof.

According to one embodiment, compound X of organic character or of hybrid organic/silicone character bears at least one polar group, as described above, capable of forming at least one hydrogen bond with the keratinous substance.

The organic polymers of vinylic or (meth)acrylic character, bearing alkoxysilane side groups, can in particular be obtained by copolymerization of at least one vinylic or (meth)acrylic organic monomer with a (meth)acryloxypropyltrimethoxysilane, a vinyltrimethoxysilane, a vinyltriethoxysilane, an allyltrimethoxysilane etc.

We may mention for example the (meth)acrylic polymers described in the document of KUSABE, M, Pitture e Verniei - European Coating; 12-B, pages 43-49, 2005, and notably the polyacrylates with alkoxysilane groups with the designation MAX from Kaneka or those described in the work by PROBSTER, M, Adhesion-Kleben & Dichten, 2004, 481 (1-2), pages 12-14.

The organic polymers resulting from a poly condensation or a polyaddition, such as polyesters, polyamides, polyurethanes and/or polyureas, polyethers, and bearing alkoxysilane side and/or end groups, can result for example from reaction of an oligomeric prepolymer as described above with one of the following silane reaction partners bearing at least one alkoxysilane group: aminopropyltrimethoxysilane, aminopropyltriethoxysilane, aminoethyl aminopropyl trimethoxysilane, glycidoxypropyltrimethoxysilane, glycidoxypropyltriethoxysilane, epoxycyclohexylethyltrimethoxysilane, mercaptopropyltrimethoxy silane.

Examples of polyethers and polyisobutylenes with alkoxysilane groups are described in the work by KUSABE, M., Pitture e Verniei - European Coating; 12-B, pages 43-49, 2005. As examples of polyurethanes with alkoxysilane end groups, we may mention those described in the document PROBSTER, M., Adhesion-Kleben & Dichten, 2004, 481 (1-2), pages 12-14 or alternatively those described in the document LANDON, S., Pitture e Verniei Vol. 73, No. 11, pages 18-24, 1997 or in the document HUANG, Mowo, Pitture e Verniei Vol. 5, 2000, pages 61-67, and we may notably mention the polyurethanes with alkoxysilane groups from OSI-WITCO-GE.

As polyorganosiloxane compounds X and/or Y, we may mention the resins of type MQ or MT which themselves bear alkoxysilane and/or silanol end groups, for example the poly(isobutylsilsesquioxane) resins functionalized with silanol groups offered under reference SST-S7C41 (three Si-OH groups) by the company Gelest.

2a - Additional reactive compound

According to one embodiment, compound X and/or Y can additionally be combined with an additional reactive compound comprising at least two alkoxysilane or silanol groups.

We may mention for example:

•one or more organic or mineral particles with alkoxysilane and/or silanol groups on their surface, for example fillers surface-treated with said groups.

2b - Catalyst

The condensation reaction can take place in the presence of a metal-based catalyst which can be present with one or other of the compounds X or Y or can be present on its own. For example, said catalyst can be present in the composition in an encapsulated form if the two compounds X and Y, which it is to cause to interact, are present in this same composition in an unencapsulated form or conversely it can be present there in an unencapsulated form if at least one of compounds X and Y is present in the composition in an encapsulated form. The catalyst for use in this type of reaction is preferably a titanium- based catalyst. We may notably mention the catalysts based on tetraalkoxytitanium of formula:

in which R² is selected from the tertiary alkyl radicals such as tert-butyl, tert- amyl and 2,4-dimethyl-3-pentyl; R³ represents an alkyl radical having from 1 to 6 carbon atoms, preferably a methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, hexyl group and y is a number in the range from 3 to 4, preferably from 3.4 to 4.

The catalyst can be present at a content ranging from 0.0001 to 20 wt.% relative to the total weight of the composition containing it.

2c - Diluent

The compositions that can be used, comprising X and/or Y, can additionally include a volatile silicone oil (or diluent) for lowering the viscosity of the composition. Said oil can be selected from the short-chain linear silicones such as hexamethyldisiloxane, octamethyltrisiloxane, cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane and mixtures thereof.

This silicone oil can represent from 5 to 95 wt.%, preferably from 10 to 80 wt.% relative to the weight of each composition.

As an example of a combination of compounds X and Y bearing alkoxysilane groups and reacting by condensation, we may mention the combination of the following mixtures A' and B' produced by the company Dow Corning:

Mixture A':

Mixture B':

It should be noted that compounds X and Y, identical, are combined in mixture A' (cf. (I)).

3/ Crosslinking in the presence of peroxide:

According to one embodiment, the invention relates to a method for the makeup removal and/or cleaning of make-up films formed by the application to keratinous substances (a) of one or more compounds X, (b) of one or more compounds Y, with at least one of the compounds X and Y being a silicone compound and said compounds X and Y being capable of reacting together via a crosslinking reaction in the presence of a peroxide, when they are brought into contact with one another, and (c) of at least one peroxide, it being possible for the applications (a), (b) and (c) to be simultaneous or sequential according to any order, with the proviso that it is favourable to the interaction of said compounds X and Y, the method comprising at least one stage of application to said make-up films of a make-up removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, said make-up removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least 40 % by weight of volatile linear silicone oil, with respect to the total weight of said composition.

This reaction is preferably effected by heating to a temperature greater than or equal to 50⁰C, preferably greater than or equal to 80⁰C, and up to 120⁰C. Compounds X and Y, which may be identical or different, have in this case at least two -CH₃ side groups and/or at least two side chains bearing a -CH₃ group.

Compounds X and Y are preferably silicone compounds and can be selected for example from the non- volatile linear polydimethylsiloxanes of high molecular weight, having a degree of polymerization above 6 and with at least two -CH₃ side groups attached to the silicon atom and/or at least two side chains bearing a -CH₃ group. We may mention for example the polymers described in the Catalogue "Reactive Silicones" of the company Gelest Inc., Edition 2004, page 6, and notably the copolymers (also called gums) of vinylmethylsiloxane-dimethylsiloxane of molecular weight in the range from 500 000 to 900 000 and notably with viscosity above 2 000 000 cSt.

As peroxides that can be used in the invention, we may mention benzoyl peroxide, 2,4-dichlorobenzoyl peroxide and mixtures thereof.

According to one embodiment, the hydrosilylation reaction in the presence of a catalyst, or the condensation reaction, or alternatively the crosslinking reaction in the presence of a peroxide, between compounds X and Y is accelerated by supply of heat, for example by raising the temperature of the system between 25°C and 180⁰C.

In general, regardless of the type of reaction by which compounds X and Y react with one another, the molar percentage of X relative to the total of compounds X and Y, i.e. the ratio X/(X+Y) x 100, can vary from 5 to 95%, preferably from 10 to 90%, and more preferably from 20 to 80%.

Similarly, the molar percentage of Y relative to the total of compounds X and Y, i.e. the ratio Y/(X+Y) x 100, can vary from 5 to 95%, preferably from 10 to 90%, and more preferably from 20 to 80%.

Compound X can have a weight-average molecular weight (Mw) in the range from 150 to 1 000 000, preferably from 200 to 800 000, more preferably from 200 to 250 000.

Compound Y can have a weight-average molecular weight (Mw) in the range from 200 to 1 000 000, preferably from 300 to 800 000, more preferably from 500 to 250 000. Compound X can represent from 0.1 to 95 wt.% relative to the total weight of the composition containing it, preferably from 1 to 90%, and more preferably from 5 to 80%.

Compound Y can represent from 0.1 to 95 wt.% relative to the total weight of the composition containing it, preferably from 1 to 90%, and more preferably from 5 to 80%.

The ratio of compound X to compound Y can be varied so as to adjust the reaction rate and therefore the rate of formation of the film or alternatively so as to adapt the properties of the film formed (for example its adhesive properties) according to the intended application.

In particular, compounds X and Y can be present at a molar ratio X/Y in the range from 0.05 to 20 and preferably from 0.1 to 10. Compounds X and Y can advantageously be combined with at least one filler.

Thus, the kit according to the invention can for example include, in at least one of the compositions, a filler selected from silica or surface-treated silica.

As pointed out previously, according to one embodiment of the invention, compounds X and Y can be used in the form of a single composition which then contains at least one of them or, if applicable, the catalyst or the peroxide if necessary for their interaction, in an encapsulated form.

Within the scope of the present invention, consideration is given more particularly to the encapsulated forms of the core/shell type, also called microcapsules or nanocapsules, in which the shell is of polymeric character and the core contains compound X, compound Y, one of its compounds X and Y possibly being encapsulated with the catalyst or the peroxide if necessary for the interaction of the two compounds. In the case when this catalyst is not encapsulated with one or other of the compounds X or Y, it is present in the cosmetic composition containing the encapsulated forms.

Numerous techniques are currently available for making microcapsules or nanocapsules of this type.

However, according to a preferred embodiment, the encapsulated forms considered according to the invention are nanocapsules and are obtained by a technique called solvent nanoprecipitation, notably described in documents EP 274 961 and EP 1 552 820.

More particularly, the shell of the nanocapsules of compound X or Y, employed according to the invention, is of polymeric character, not crosslinked, not water- soluble and not soluble in the capsule core.

In general, all the polymers, of natural or synthetic origin, soluble in a solvent that is not miscible with water, and notably those having a melting point below the boiling point of water at atmospheric pressure (100 ⁰C), may be suitable.

These polymers can be biodegradable, for example polyesters, or non- biodegradable.

By way of illustration of polymers that are suitable for the invention, we may notably mention:

- C₂-C i2 alkyl cyanoacrylate polymers polymers formed by poly-L-lactides, poly-DL-lactides, polyglycolides and the corresponding copolymers, polycapro lactones, po lymers o f 3 -hy droxybutyric acid, - copolymers of vinyl chloride and vinyl acetate, copolymers of methacrylic acid and methacrylic ester, notably of methacrylic acid and of methacrylate, polyvinyl acetophthalate, cellulose acetophthalate, - polyvinylpyrrolidone- vinyl acetate copolymer, polyethylenevinyl acetates, polyacrylonitriles, polyacrylamides, polyethylene glycols, - poly-(Ci to C₄ hydroxyalkyl methacrylate) esters of cellulose and Ci-C₄ carboxylic acid, polystyrene and copolymers of styrene and maleic anhydride, copolymers of styrene and acrylic acid, styrene ethylene/butylene-styrene block terpolymers, styrene- ethylene/propylene-styrene block terpolymers, - styrene alkyl-alcohol oligomers, terpolymers of ethylene, vinyl acetate and maleic anhydride, polyamides, polyethylenes, polypropylenes, - organopolysiloxanes including polydimethylsiloxanes, poly(alkylene adipate), polyol polyesters, polysilsesquioxane silicone polymers, dendritic polyesters with a hydroxyl terminal function, polymers that are water-dispersible but are nevertheless soluble in solvents that are not miscible with water, for example: polyesters, poly(ester amides), polyurethanes and vinyl copolymers bearing carboxylic and/or sulphonic acid functions and in particular those described in document FR 2 787 729, block copolymers insoluble in water at room temperature and solid at room temperature, having at least one block of one of the aforementioned polymers, and mixtures thereof.

These polymers or copolymers can have a weight-average molecular weight between 1000 and 500 000 and in particular between 1500 and 100 000.

The following are quite particularly suitable for the invention: poly(alkylene adipate), organopolysiloxanes, polycapro lactones, cellulose acetophthalate, cellulose acetobutyrate, cellulose esters, polystyrene and its derivatives, and in particular polycapro lactones.

Of course, a person skilled in the art is able, on the basis of his knowledge, to adjust the molecular weight of the polymer selected with respect to its concentration in the solvent so as have a mixture viscosity compatible with satisfactory emulsifϊcation.

With regard to the lipophilic core, it can contain at least one oil, in addition to compound X or compound Y. Said oil can be selected from the oils described hereunder for the oily phase. The oil is preferably a silicone oil.

According to a variant of the invention, the encapsulated forms of compound X or compound Y can be coated with a lamellar phase.

Regarding the operating procedure for production of nanocapsules suitable for the invention, a person skilled in the art can notably refer to the teaching in document EP 1 552 820 cited previously. The choice of the necessary surfactants as well as the carrying out of the method requires the knowledge of a person skilled in the art.

Volatile linear silicone oil The term "volatile oil" is understood to mean an oil (or nonaqueous medium) capable of evaporating on contact with the skin in less than one hour, at ambient temperature and atmospheric pressure. The volatile oil is a volatile cosmetic oil which is liquid at ambient temperature and which has in particular a nonzero vapour pressure at ambient temperature and atmospheric pressure, in particular which has a vapour pressure ranging from 0.13 Pa to 40 000 Pa (10^~3 to 300 mm Hg), preferably ranging from 1.3 Pa to 13 000 Pa (0.01 to 100 mm Hg) and preferentially ranging from 1.3 Pa to 1300 Pa (0.01 to 10 mm Hg). The term "linear" is understood to mean a noncyclic silicone oil comprising a straight chain.

The volatile linear silicone oil in the course of the present invention can be chosen from linear silicones of formula (I):

R₃SiO-(R₂SiO)_n-SiR₃ (I) in which

R, which is identical or different, denotes:

- a saturated or unsaturated hydrocarbon radical which has from 1 to 10 carbon atoms, preferably from 1 to 6 carbon atoms, and which is optionally substituted by one or more fluorine atoms or by one or more hydroxyl groups, or - a hydroxyl group, it being possible for one of the R radicals to be a phenyl group, n is an integer ranging from 0 to 8, preferably ranging from 2 to 6 and better still ranging from 2 to 5, the silicone compound of formula (I) comprising 15 carbon atoms at most.

Preferably, in the compounds of formula (I), the ratio of the number of carbon atoms to the number of silicon atoms is between 2.25 and 4.33.

The silicones of formula (I) can be prepared according to known processes for the synthesis of silicone compounds.

Mention may in particular be made, among the silicones of formula (I), of: a) the trisiloxanes and in particular octamethyltrisiloxane, in particular sold under the name Dow Corning 2000 Fluid 1 cSt by Dow Corning, b) tetrasiloxanes and in particular decamethyltetrasiloxane, in particular sold under the name DC 200 Fluid 1.5 cSt by Dow Corning, c) pentasiloxanes and in particular decamethylpentasiloxane, in particular sold under the name DC 200 Fluid 2 cSt by Dow Corning, and d) mixtures thereof.

The volatile linear silicone oil, alone or as a mixture, can be present in a content ranging, for example, from 40 to 100% by weight, with respect to the total weight of the make-up-removing and/or cleaning composition, preferably ranging from 50 to 95% by weight, with respect to the total weight of the make-up-removing and/or cleaning composition.

According to a preferred alternative form of the invention, the make-up- removing and/or cleaning composition comprises at least 55% by weight, indeed even 60% by weight, of oil, with respect to the total weight of the composition.

The term "oil" is understood to mean volatile or nonvolatile oil. Advantageously, the volatile linear silicone oil comprises, indeed even is composed of, at least one of the silicone oils decamethyltetrasiloxane and dodecamethyl- pentasiloxane or also their mixture. According to one embodiment, the volatile linear silicone oil is composed of a mixture of dodecamethylpentasiloxane and decamethyltetrasiloxane.

MAKE-UP-REMOVING AND/OR CLEANING COMPOSITION

The make-up-removing and/or cleaning composition can additionally comprise one or more volatile nonsilicone oils chosen in particular from volatile hydrocarbon or fluorinated oils.

The term "hydrocarbon oil" is understood to mean an oil formed essentially, indeed even composed, of carbon and hydrogen atoms and optionally of oxygen or nitrogen atoms and not comprising a silicon or fluorine atom. It can comprise alcohol, ester, ether, carboxylic acid, amine and/or amide groups.

The volatile hydrocarbon oil can be chosen from volatile hydrocarbon oils having from 8 to 16 carbon atoms and mixtures thereof and in particular branched Cs-Ci₆ alkanes, such as Cs-Ci₆ isoalkanes (also known as isoparaffins), isododecane, isodecane, isohexadecane and for example oils sold under the "Isopar" or "Permethyl" trade names, branched Cs-Ci₆ esters, such as isohexyl neopentanoate, and mixtures thereof; use is preferably made of isododecane or isohexadecane.

According to a favourite alternative form of the invention, the make-up- removing and/or cleaning composition additionally comprises at least one volatile nonsilicone oil chosen from isoparaffms, isododecane, isodecane, isohexadecane, isohexyl neopentanoate and mixtures thereof.

The volatile oil or oils other than linear silicone oils can be present in a content ranging from 0.1 to 70% by weight, with respect to the total weight of the make-up- removing and/or cleaning composition, preferably ranging from 0.1 to 50 % by weight and preferentially ranging from 0.1 to 30 % by weight, with respect to the total weight of the make-up-removing and/or cleaning composition.

The make-up-removing and/or cleaning composition can additionally comprise at least one nonvolatile oil.

Mention may be made, as nonvolatile oil, of:

- hydrocarbon oils of mineral or synthetic origin, such as linear or branched hydrocarbons, for example paraffin oil or its derivatives, petrolatum oil, polydecenes, hydrogenated polyisobutene, such as Parleam, sold by Nippon Oil Fats, or squalane of synthetic or vegetable origin;

- hydrocarbon oils of vegetable origin based on triglycerides composed of esters of fatty acids and of glycerol, the fatty acids of which can have varied chain lengths, it being possible for these chains to be saturated or unsaturated and linear or branched, in particular triglycerides of fatty acid, in particular of 4 to 22 carbon atoms, such as triglycerides of heptanoic, octanoic acids, and capric/caprylic acids, or alternatively hydroxylated triglycerides, such as sweet almond, calophyllum, palm, grape seed, sesame, arara, rapeseed, sunflower, cotton, apricot, castor, alfalfa, cucumber, blackcurrant, macadamia, musk rose, hazelnut, coriander, avocado, jojoba, olive, cereal (maize, wheat, barley, rye) seed or shea butter oil; fatty acid esters, in particular of 35 to 22 carbon atoms and especially of octanoic acid, of heptanoic acid, lanolic acid, of oleic acid, of lauric acid or of stearic acid, such as propylene glycol dioctanoate, propylene glycol monoisostearate, polyglyceryl-2 diisostearate or neopentyl glycol diheptanoate; - synthetic esters of formula RiCOOR₂ in which Ri represents the residue of a higher linear or branched fatty acid comprising from 7 to 40 carbon atoms and R₂ represents a branched hydrocarbon chain comprising from 3 to 40 carbon atoms, such as, for example Purcellin oil (cetostearyl octanoate), isononyl isononanoate, C₁₂ to C₁₅ benzoate alcohol, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate, isostearyl isostearate, 2-octyldodecyl benzoate, octanoates, decanoates or ricinoleates of alcohols or of polyalcohols, isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, diisopropyl adipate, 2-ethylhexyl palmitate, 2-hexyldecyl laurate, 2-octyldecyl palmitate, 2-octyldodecyl myristate, di(2-ethylhexyl) succinate, diisostearyl malate or isodecyl neopentanoate; hydroxylated esters, such as isostearyl lactate, octyl hydroxystearate, hydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, or glyceryl or diglyceryl triisostearate; diethylene glycol diisononanoate; pentaerythritol esters, or esters of aromatic acids and of alcohols comprising 4 to 22 carbon atoms, in particular tridecyl trimellitate;

- higher Cs-C₂₆ fatty acids, such as myristic acid, oleic acid, linoleic acid, linolenic acid or isostearic acid;

- higher Cs-C₂₆ fatty alcohols, such as oleyl alcohol, linoleyl alcohol, linolenyl alcohol, isostearyl alcohol or octyldodecanol;

- synthetic ethers comprising at least 7 carbon atoms;

- silicone oils, such as polydimethylsiloxanes (PDMSs) which are liquid at ambient temperature, which are linear, which are optionally phenylated, such as phenyl trimethicones, phenyl trimethylsiloxy diphenylsiloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes or 2-phenylethyl trimethylsiloxysilicates which are liquid, and which are optionally substituted by aliphatic and/or aromatic groups, such as pendant alkyl, alkoxy or phenyl groups and/or alkyl, alkoxy or phenyl groups at the end of the silicone chain, which groups have from 2 to 24 carbon atoms and are optionally fluorinated, or by functional groups, such as hydroxyl, thiol and/or amine groups; polysiloxanes modified by fatty acids, fatty alcohols or polyoxyalkylenes, such as dimethicone copolyols or alkyl methicone copolyols; liquid fluorinated silicones;

- and mixtures thereof.

The amount of nonvolatile oil(s) can range, for example, from 0.1 % to 50 % by weight, with respect to the total weight of the make-up-removing and/or cleaning composition, preferably from 0.5 % to 40 % by weight and preferentially from 1 % to 30% by weight, with respect to the total weight of the make-up-removing and/or cleaning composition. The make-up-removing and/or cleaning composition can be provided in the form of a make-up-removing oil, of a make-up-removing milk, of an emulsion, of a two- phase composition or of an anhydrous composition. The term "anhydrous composition" is understood to mean a composition which comprises less than 2 % by weight of water, indeed even less than 0.5 % by weight of water, with respect to the total weight of the composition, or in particular a composition which is free of water, the water not being added during the preparation of the composition but corresponding to the residual water brought by the ingredients mixed. When the make-up-removing and/or cleaning composition is an emulsion or a two-phase composition, it comprises an aqueous phase and an oily phase. Emulsions and two-phase compositions differ in that two-phase compositions are composed of two phases which, at rest, are separate instead of being emulsified with one another. The use of these two-phase compositions requires preliminary agitation in order to form an extemporaneous emulsion, the latter having to be of sufficient quality and sufficient stability to make possible homogenous application of the two phases but such that, at rest, said phases rapidly separate and retain their initial state, this phenomenon being known under the term of "phase separation". These two-phase compositions are described, for example, in the documents EP-A-370 856 and EP-A-603 080. On the other hand, the emulsions comprise two phases, an aqueous phase and an oily phase, one of the phases being dispersed in the other in a stable fashion.

When the make-up-removing and/or cleaning composition comprises an aqueous phase, the latter comprises water and can comprise any water-soluble or water- dispersible additive. The aqueous phase can also comprise water-miscible (at 25 ⁰C) organic solvents, such as, for example, primary alcohols (C1-C3 monohydric alcohol), such as ethanol and isopropanol, polyols, such as propylene glycol, butylene glycol, glycerol, hexylene glycol, polyethylene glycols, such as PEG-8, or dipropylene glycol, and mixtures thereof. The amount of polyol(s) in the make-up-removing and/or cleaning composition is preferably such that it does not confer the tacky nature on the final composition. This amount generally ranges from 0.05 to 20 % by weight and preferably from 0.1 to 15 % by weight and better still from 0.5 to 10 % by weight, with respect to the total weight of the make-up-removing and/or cleaning composition.

When the make-up-removing and/or cleaning composition is provided in the form of an emulsion, it can be a water-in-oil (W/O) or oil-in-water (O/W) emulsion or a multiple (W/O/W or 0/W/O) emulsion. According to a preferred embodiment of the invention, the cleaning or make-up-removing composition is provided in anhydrous form or in the form of a W/O emulsion, which are the most suitable for the make-up removal of these silicone-based make-up films as described above.

The ratio by weight of the aqueous phase to the oily phase can, for example, be from 10/90 to 95/5 and preferably from 30/70 to 90/10. Thus, the aqueous phase can represent, for example, from 10 to 95 % by weight, preferably from 30 to 90 % by weight, better still from 60 to 90 % by weight, with respect to the total weight of the composition, and the oily phase can represent, for example, from 5 to 90 % by weight, preferably from 10 to 70 % by weight, better still from 10 to 40 % by weight, with respect to the total weight of the composition.

When the make-up-removing and/or cleaning composition is provided in the form of an two-phase composition, the ratio by weight of the aqueous phase to the oily phase preferably ranges from 25/75 to 90/10 and preferably from 30/70 to 70/30. The aqueous phase thus generally represents from 25 to 90 % by weight, preferably from 30 to 70 % by weight and better still from 40 to 60 % by weight, with respect to the total weight of the make-up-removing and/or cleaning composition.

The make-up-removing and/or cleaning composition can also comprise one or more surfactants. The amount of surfactant can vary to a large extent but is limited in practice for reasons of tolerance. It also depends on the type of composition (emulsion or other). The amount of surfactant(s) (as active material) preferably ranges from 0.01 to 15% by weight, more preferably from 0.02 to 10 % by weight and better still from 0.05 to 5 % by weight, with respect to the total weight of the composition.

Use may be made, as surfactant, of any surfactant normally used in make-up- removing compositions. The surfactant can be chosen from nonionic surfactants, anionic surfactants, amphoteric or zwitterionic surfactants and mixtures thereof. The make-up-removing and/or cleaning composition can also comprise the additives or active principles conventionally used in care products.

Mention may be made, for example, of the usual water-soluble or fat-soluble adjuvants in the cosmetics field, such as preservatives, sequestrant agents (EDTA), antioxidants, fragrances, colouring materials, soluble dyes or encapsulated or nonencapsulated pigments, whitening or exfoliating pearlescent agents, sunscreens, hydrophilic or lipophilic cosmetic or dermato logical active principles, such as water- soluble or fat-soluble vitamins, antiseptics, antiseborrhoeics, antimicrobials, such as benzyl peroxide, salicylic acid, triclosan, azelaic acid, niacin (vit. PP), slimming agents, such as caffeine, and also optical brighteners, electrolytes or agents having the effect of improving the cosmetic properties of the skin.

The amounts of these various adjuvants are those conventionally used in the field under consideration, for example from 0.01 to 20 % of the total composition.

When the make-up-removing and/or cleaning composition is a two-phase composition, it can also comprise a phase-separating agent which makes it possible to improve the rate of separation of the phases after agitation.

Of course, a person skilled in the art will take care to chose this or these optional additives and/or their amounts so that the advantageous properties of the composition according to the invention are not, or not substantially, detrimentally affected by the envisaged addition.

Use may be made, as preservatives, of any preservative normally used in the field under consideration, such as, for example, parabens, phenoxyethanol and chlorhexidine digluconate.

Use may be made, as bactericides, for example, of a glycerol mono(C3-Cc))alkyl or mono(C3-Cc))alkenyl ether, the manufacture of which is described in the literature, in particular in E. Baer and H.O.L. Fischer, J. Biol. Chem., 140-397-1941.

Use is preferably made, among these glycerol mono(C3-Cc))alkyl or mono(C3-Cc))alkenyl ethers, of 3-[(2-ethylhexyl)oxy]-l,2-propanediol, 3-[(heptyl)oxy]-l,2-propanediol,

3-[(octyl)oxy]-l,2-propanediol and 3-[(allyl)oxy]-l,2-propanediol. A glycerol mono(C₃-Cc))alkyl ether which is more particularly preferred according to the present invention is 3-[(2-ethylhexyl)oxy]-l,2-propanediol, sold by Schulke & Mayr GmbH under the trade name Sensiva SC 50 (INCI name: Ethylhexylglycerin). Mention may be made, as exfo Hants, for example, of exfoliating or scrubbing particles of mineral, vegetable or organic origin. Thus, use may be made, for example, of polyethylene beads or powder, nylon powder, vinyl polychloride powder, pumice, homogenates from apricot kernels or from nutshells, sawdust, glass beads, alumina and mixtures thereof.

These particles can be present in an amount ranging, for example, from 0.5 to 30 % by weight, preferably from 1 to 20 % by weight and better still from 1 to 10 % by weight, with respect to the total weight of the make-up-removing and/or cleaning composition. When the make-up-removing and/or cleaning composition comprises exfoliating particles, it can constitute in particular a composition for scrubbing the skin of the face or of the body. However, the presence of exfoliating particles will be avoided in the compositions intended for removing make-up from the eyes or removing make-up from sensitive skin.

The make-up-removing and/or cleaning composition can take various forms, all well known to a person skilled in the art, depending on the make-up film obtained following the application of the compound X and of the compound Y as defined above and the type of keratinous substance concerned. Thus, by way of example, when the make-up is of foundation type and is thus applied to the skin, the make-up-removing and/or cleaning composition can be similar to a conventional make-up remover of make-up-removing oil, make-up-removing milk or make-up-removing emulsion type or also can comprise an additional component of scrubbing type, for example by the presence of exfoliating particles, or also of further cleaning type, for example by the presence of adjuvants normally used in the field of cleaning agents.

In other words, any combination in terms of the presence of adjuvants with a make-up-removing and/or cleaning aim is possible, provided that the composition comprises at least one volatile linear silicone oil. Consequently, the make-up-removing and/or cleaning composition can in particular take the form of a hygiene product for example in the form of a product for cleaning and/or removing make-up from the skin (of the face and/or the body), or in the form of an exfoliating product (also known as scrubbing or deep cleansing product), both for the face and for the body or for the hands, after addition of exfoliating particles.

Thus, a rinsing stage may be expected following the application of the makeup-removing and/or cleaning composition.

MAKE-UP-REMOVING AND/OR CLEANING METHOD

The make-up-removing and/or cleaning method according to the present invention can be followed by a rinsing stage, in particular when the make-up-removing and/or cleaning composition comprises exfoliating particles or if the user feels the need thereof depending on the sensitivity of her skin and the effect experienced. Thus, this rinsing stage is very particularly advantageous when the make-up-removing and/or cleaning composition takes the form of an exfoliating product. However, according to a preferred embodiment of the invention, the method is free of an additional rinsing stage.

The make-up-removing and/or cleaning composition included in the kit according to the invention can, for example, be used in the following way: the composition is applied to the skin, for example with a cotton wool swab, and then it is optionally rinsed off.

MAKE-UP AND/OR CARE KIT The make-up and/or care component of the kit can take any formulation form normally used in the cosmetics field.

The term "make-up and/or care component of the kit" is understood to mean the first and second compositions or the single composition comprising the two compounds X and Y capable of reacting together by hydrosilylation in the presence of a catalyst, condensation or crosslinking in the presence of a peroxide when they are brought into contact with one another, if appropriate in the presence of a catalyst or peroxide, at least one of the compounds X and Y being a silicone compound, as defined above.

It can thus be a make-up product for the lips, such as a lipstick, a lip balm, a lip gloss or a lip pencil, a complexion product, such as a foundation, a loose or compact powder, a face powder or an eyeshadow, a concealer, a blusher, a mascara, an eyeliner or also products for making up the body or colouring the skin.

According to one embodiment of the invention, the single composition comprising the compounds X and Y or the first and second compositions are lipstick compositions.

According to a favoured embodiment of the invention, the kit is intended for making up and/or caring for keratinous fibres, in particular the eyelashes. Thus, according to one embodiment, the single composition comprising the compounds X and Y or the first and second compositions are compositions for coating the eyelashes or eyebrows and more particularly mascaras.

According to yet another embodiment, the single composition comprising the compounds X and Y or the first and second compositions are compositions for coating the skin of the body or of the face, more particularly compositions for making up the skin of the body or of the face, such as, for example, foundations or compositions for making up the body.

A care composition may also be involved, such as a product for caring for the eyelashes or lips or for caring for the skin of the body and of the face, in particular a sun product.

The composition or compositions of the "make-up and/or care component" can comprise any conventional ingredient in particular chosen from fatty phases, such as waxes and/or oils, pigments or colouring materials, fillers and additives, such as cosmetic or dermatological active principles. A person skilled in the art can choose the appropriate formulation form and its method of preparation on the basis of his general knowledge, taking into account, on the one hand, the nature of the constituents used and, on the other hand, the application envisaged.

The single composition comprising the compounds X and Y or the first and second compositions of the kit according to the invention can be provided independently in the form of a suspension, dispersion, solution, gel, emulsion, in particular oil-in-water (O/W), wax-in-water or water-in-oil (W/O), or multiple (W/O/W or polyol/O/W or 0/W/O) emulsion, cream, foam, dispersion of vesicles, in particular ionic or nonionic lipid vesicles, two-phase or multiphase lotion, powder or paste, in particular soft paste. The examples which follow illustrate the present invention. All the amounts are given as percentage by weight with respect to the total weight of the composition.

In the examples of compositions described below, use is made, as combination of the compounds X and Y, of the combination of the following mixtures A and B prepared by Dow Corning:

MIXTURE A:

MIXTURE B:

EXAMPLES

Example 1: Measurement of the make-up-removing effectiveness

- Make-up composition

(l)Dow Corning 556 cosmetic grade fluid from Dow Corning

(phenyltrimethylsiloxytrisiloxane - viscosity 20 cSt, MW 372)

(2)Belsil PDM 1000 from Wacker (polyphenyltrimethylsiloxydimethylsiloxane

- viscosity 1000 cSt, MW 3000

(3)Indopol H 100 from Innovene

(4)Sicovit black 85 E 172 from BASF

- Make-up-removing test

The make-up-removing tests are carried out on test specimens of false eyelashes (straight black Caucasian hair with a fringe length of 19 mm, mounted between two 30 mm by 30 mm plates).

The hair is made up with the test composition by carrying out 15 passages with base 1 and then 15 passages with base 2. The test specimens are dried at 37 ⁰C for 20 minutes. The evaluation of the make-up-removing effectiveness consists in counting the number of cotton wool swabs which are necessary in order to completely remove make-up from the made-up fringe of hairs. 1 g of make-up remover is applied to a cotton wool swab, with which the fringe of hair is gripped for 10 s, in order to be subsequently drawn.

The tests carried out show that volatile linear silicones are more effective in the make-up removal of the novel make-up products than volatile cyclic silicones or volatile hydrocarbon oils.

Example 2: Make-up-removing oil

(l)Emalex GWIS-320EX fromNihon Emulsion

Protocol : The various compounds are mixed and a make-up-removing oil is obtained.

Example 3: Make-up-removing milk (O/W emulsion)

(l)Aristofiex SNC, Clariant Protocol : The various phases are prepared: A2 is added to Al. Phases Al and B are heated separately at approximately 70 ⁰C, phase B is dispersed in phase Al + A2 and then cooling is carried out.

Example 4: Two-phase composition

(l)Oramix NS 10 from Seppic

(2)Cosmocil CQ from Arch Chemical

Protocol : The constituents of the oily phase, on the one hand, and those of the aqueous phase, on the other hand, are mixed. The two phases are then stirred. A composition is obtained which, at rest, comprises a separate aqueous phase and a separate oily phase. When they are stirred, the emulsion is rapidly formed and no foam appears. After halting the stirring, the two phases rapidly separate.

Example 5: Make-up-removing milk (W/O emulsion)

(l)Abil EM90, Goldschmidt (2)Isolan GI 34 (3)Sepicide LD (4)Dow Corning 200 Fluid 1.5 cSt (5)Dow Corning 200 Fluid 1 cSt

Protocol : The various phases are prepared. Phase B is introduced dropwise with stirring into Phase A under cold conditions.

Claims

1. Method for the make-up removal and/or the cleaning of make-up films formed by the application to keratinous substances (a) of one or more compounds X, (b) of one or more compounds Y, with at least one of the compounds X and Y being a silicone compound and said compounds X and Y being capable of reacting together via a hydrosilylation reaction in the presence of a catalyst, when they are brought into contact with one another, and (c) of at least one catalyst, it being possible for the applications (a), (b) and (c) to be simultaneous or sequential according to any order, with the proviso that it is favourable to the interaction of said compounds X and Y, the method comprising at least one stage of application, to said make-up films, of a makeup-removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, said make-up-removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least 40 % by weight of volatile linear silicone oil, with respect to the total weight of said composition.

2. Method according to the preceding claim, in which the make-up films are formed by the application, to said keratinous substances, of at least one composition comprising, in a physiologically acceptable medium, at least one compound X, at least one compound Y and at least one catalyst.

3. Method according to the preceding claim, in which the composition is obtained by mixing, in an extemporaneous way, a first composition comprising at least the compound X and a second composition comprising at least the compound Y, at least one of said first and second compositions comprising also at least one catalyst.

4. Method according to Claim 1, in which the make-up films are formed by the application to keratinous substances, in particular human skin:

- of at least one layer of a first composition comprising, in a physiologically acceptable medium, at least one compound X; - of at least one layer of a second composition comprising, in a physiologically acceptable medium, at least one compound Y, at least one of the compounds X and Y being a silicone compound, said compounds X and Y being capable of reacting together via a hydrosilylation reaction in the presence of a catalyst, when they are brought into contact with one another and at least one of said first and second compositions comprising also at least one catalyst.

5. Method according to any one of the preceding claims, in which the volatile linear silicone oil is chosen from linear silicones of formula (I):

R₃SiO-(R₂SiO)_n-SiR₃ (I) in which R, which is identical or different, denotes:

- a saturated or unsaturated hydrocarbon radical which has from 1 to 10 carbon atoms, preferably from 1 to 6 carbon atoms, and which is optionally substituted by one or more fluorine atoms or by one or more hydroxyl groups, or

- a hydroxyl group, it being possible for one of the R radicals to be a phenyl group, n is an integer ranging from 0 to 8, preferably ranging from 2 to 6 and better still ranging from 2 to 5, the silicone compound of formula (I) comprising 15 carbon atoms at most.

6. Method according to the preceding claim, in which the ratio of the number of carbon atoms to the number of silicone atoms in the compound of formula (I) is between 2.25 and 4.33.

7. Method according to any one of the preceding claims, in which the volatile linear silicone oil is chosen from octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and mixtures thereof.

8. Method according to the preceding claim, in which the volatile linear silicone oil comprises, indeed even is composed of, at least one of the silicone oils decamethyltetrasiloxane and dodecamethylpentasiloxane or mixture thereof.

9. Method according to the preceding claim, in which the volatile linear silicone oil is composed of a mixture of dodecamethylpentasiloxane and of decamethyltetrasilo xane .

10. Method according to any one of the preceding claims, in which the volatile linear silicone oil is present in a content ranging from 40 to 100 % by weight, with respect to the total weight of the make-up-removing and/or cleaning composition, preferably ranging from 50 to 95 % by weight, with respect to the total weight of the make- up-removing and/or cleaning composition.

11. Method according to any one of the preceding claims, in which the makeup-removing and/or cleaning composition additionally comprises a volatile nonsilicone oil.

12. Method according to any one of the preceding claims, in which the make- up-removing and/or cleaning composition additionally comprises at least one volatile nonsilicone oil chosen from isoparaffins, isododecane, isodecane, isohexadecane, isohexyl neopentanoate and mixtures thereof.

13. Method according to any one of the preceding claims, in which the makeup-removing and/or cleaning composition additionally comprises a surfactant chosen from nonionic surfactants, anionic surfactants, amphoteric or zwitterionic surfactants and mixtures thereof.

14. Method according to any one of claims 1 to 13, characterized in that the compound X is selected from silicone compounds comprising at least two unsaturated aliphatic groups.

15. Method according to the preceding claim, characterized in that the compound X is a polyorganosiloxane comprising a silicone main chain whose unsaturated aliphatic groups are pendant from the main chain (side group) or located at the ends of the main chain of the compound (end group).

16. Method according to the preceding claim, characterized in that the compound X bears at least one polar group.

17. Method according to any one of the preceding Claims, characterized in that the compound X is selected from the polyorganosiloxanes comprising at least two unsaturated aliphatic groups each attached to a silicon atom.

18. Method according to any one of the preceding Claims, characterized in that compound X is selected from the polyorganosiloxanes comprising siloxane units of formula:

R R ¹ SiQ , ., ,

2 _(I) in which:

R represents a linear or cyclic, monovalent hydrocarbon group, having from 1 to 30 carbon atoms, m is equal to 1 or 2 and R' represents:

• an unsaturated aliphatic hydrocarbon group having from 2 to 10, preferably from 3 to 5 carbon atoms or

• an unsaturated cyclic hydrocarbon group having from 5 to 8 carbon atoms.

19. Method according to the preceding claim, in which the polyorganosiloxane of formula (I) is such that R' represents a vinyl group or a group -R"-CH=CHR'" in which R" is a divalent aliphatic hydrocarbon chain, having from 1 to 8 carbon atoms, bound to the silicon atom and R'" is a hydrogen atom or an alkyl radical having from 1 to 4 carbon atoms, preferably a hydrogen atom.

20. Method according to Claim 18 or 19, characterized in that R represents an alkyl radical having from 1 to 10 carbon atoms or alternatively a phenyl group, and is preferably a methyl group, and R' is a vinyl group.

21. Method according to one of Claims 15 to 20, characterized in that the polyorganosiloxanes additionally comprise units of formula:

π { 4~n } r (H) in which R represents a linear or cyclic, monovalent hydrocarbon group, having from 1 to 30 carbon atoms, and n is equal to 1, 2 or 3.

22. Method according to any one of Claims 1 to 13, characterized in that the compound X is selected from organic oligomers or polymers, hybrid organic/silicone oligomers or polymers, said oligomers or polymers bearing at least 2 unsaturated reactive aliphatic groups.

23. Method according to any one of the preceding claims, in which the compound Y comprises at least two free Si-H groups.

24. Method according to any one of the preceding claims, characterized in that compound Y is selected from the polyorganosiloxanes comprising at least one alkylhydrogenosiloxane unit with the following formula:

(in) in which:

R represents a linear or cyclic, monovalent hydrocarbon group, having from 1 to 30 carbon atoms or a phenyl group, and p is equal to 1 or 2.

25. Method according to the preceding claim, in which the compound Y is such that the radicals R represent a C₁-C₁₀ alkyl group, preferably methyl.

26. Method according to any one of claims 23 to 25, in which Y is a polyorganosiloxane comprising at least two alkylhydrogenosiloxane units of formula -(H₃C)(H)Si-O- and optionally comprising units -(H₃C)₂SiO-.

27. Method according to any one of the preceding claims, in which the catalyst is a catalyst based on platinum or tin.

28. Method according to the preceding claim, characterized in that the catalyst is present in a content ranging from 0.0001 to 20 % by weight, relative to the total weight of the composition containing it.

29. Method according to any one of claims 1 to 23, characterized in that the compound X is a polydimethylsiloxane with vinylic end groups and the compound Y is a polymethylhydrogenosiloxane.

30. Method according to any one of the preceding claims, in which the compound X bears at least one polar group that is capable of forming a hydrogen bond with keratinous substances.

31. Method according to any one of the preceding claims, comprising, in at least one of the compositions, a filler selected from silica or surface-treated silica.

32. Method according to any one of the preceding claims, characterized in that the compound X has a weight-average molecular weight (Mw) in the range from 150 to 1 000 000, preferably from 200 to 800 000, more preferably from 200 to 250 000.

33. Method according to any one of the preceding claims, characterized in that the compound Y has a weight-average molecular weight (Mw) in the range from 200 to 1 000 000, preferably from 300 to 800 000, more preferably from 500 to 250 000.

34. Method according to any one of the preceding claims, characterized in that the compound X represents from 0.1 to 95 % by weight, relative to the total weight of the composition containing it, preferably from 1 to 90 % and more preferably from 5 to 80 %.

35. Method according to any one of the preceding claims, characterized in that the compound Y represents from 0.1 to 95 % by weight, relative to the total weight of the composition containing it, preferably from 1 to 90 % and more preferably from 5 to 80%.

36. Method according to any one of the preceding claims, characterized in that compounds X and Y are present in the compositions in a molar ratio X/Y in the range from 0.05 to 20, and preferably from 0.1 to 10.

37. Kit for making up and/or caring for keratinous substances comprising at least two different compositions packaged separately, the kit comprising:

- at least one compound X, at least one compound Y, and at least one catalyst, at least one of the compounds X and Y being a silicone compound, provided that the compounds X, Y and the catalyst are not present simultaneously in the same composition, said compounds X and Y being capable of reacting together via a hydrosilylation reaction in the presence of a catalyst when they are brought into contact with one another,

- a make-up-removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, said make-up-removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least 40 % by weight of volatile linear silicone oil, with respect to the total weight of the composition.

38. Kit according to the preceding claim, comprising at least:

- one second composition comprising, in a physiologically acceptable medium, at least one compound Y,

- one make-up-removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, at least one of said first and second composition comprising also at least one catalyst, and said make-up-removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least

40 % by weight of volatile linear silicone oil, with respect to the total weight of the composition.

39. Kit according to the preceding claim, in which the first and second compositions are packaged separately in the same packaging article.

40. Kit according to any one of claims 37 to 39, characterized in that it takes the form of a make-up for the lips, such as a lipstick, a lip balm, a lip gloss or a lip pencil, a complexion product, such as a foundation, a loose or compact powder, a face powder or an eyeshadow, a concealer, a blusher, a mascara, an eyeliner or also products for making up the body or colouring the skin.

41. Kit according to any one of Claims 37 to 39, characterized in that it takes the form of a care composition, such as a product for caring for the eyelashes or lips or for caring for the skin of the body and of the face, in particular a sun product.

42. Kit according to any one of Claims 37 to 41, in which the make-up- removing and/or cleaning composition is as defined according to any one of Claims 5 to 13.

43. Kit according to any one of Claims 37 to 42, in which the make-up- removing and/or cleaning composition takes the form of a make-up-removing oil, of a make-up-removing milk or of a make-up-removing emulsion, of a hygiene product or of an exfoliating product.

44. Method for the make-up removal and/or cleaning of make-up films formed by the application to keratinous substances (a) of one or more compounds X, (b) of one or more compounds Y, with at least one of the compounds X and Y being a silicone compound and said compounds X and Y being capable of reacting together via a condensation reaction, optionally in the presence of a catalyst, when they are brought into contact with one another, and (c) if appropriate, of at least one catalyst, it being possible for the applications (a), (b) and (c) to be simultaneous or sequential according to any order, with the proviso that it is favourable to the interaction of said compounds X and Y, the method comprising at least one stage of application to said make-up films of a make-up removing and/or cleaning composition comprising, in a physiologically acceptable medium, a volatile silicone fatty phase comprising at least one volatile linear silicone oil, said make-up removing and/or cleaning composition comprising at least 50 % by weight of oil, with respect to the total weight of said composition, and said oil comprising at least 40 % by weight of volatile linear silicone oil, with respect to the total weight of said composition.