DISPERSION OF POLYMER PARTICLES IN A NON-AQUEOUS MEDIUM AND COSMETIC USE THEREOF

Abstract

The invention relates to a dispersion of polymer particles stabilized with a stabilizer in a nonaqueous medium containing at least one hydrocarbon-based oil, the polymer of the particles being a C.sub.1-C.sub.4 alkyl (meth)acrylate polymer; the stabilizer being a C.sub.1-C.sub.4 alkyl (meth)acrylate polymer and optionally of a silicone macromonomer (I): the stabilizer being a polymer comprising from 50% to 100% by weight, relative to the total weight of the stabilizer, of C.sub.8-C.sub.22 alkyl acrylate, from 0 to 50% by weight of C.sub.1-C.sub.4 alkyl (meth)acrylate and optionally silicone macromonomer (I).

The invention also relates to the composition comprising said dispersion of polymer particles.

Cosmetic use for caring for and making up keratin materials.

Claims

1. A dispersion of particles of at least one polymer stabilized with a stabilizer in a nonaqueous medium containing at least one hydrocarbon-based oil, the polymer of the particles being a polymer of C.sub.1-C.sub.4 alkyl (meth)acrylate and optionally of a silicone macromonomer (I): ##STR00002## in which: R8 denotes a hydrogen atom or a methyl group; preferably methyl; R9 denotes a linear or branched divalent hydrocarbon-based group containing from 1 to 10 carbon atoms and optionally containing one or two —O— ether bonds; R10 denotes a linear or branched alkyl group containing from 1 to 10 carbon atoms; n denotes an integer ranging from 1 to 300; the stabilizer being a polymer comprising from 50% to 100% by weight, relative to the total weight of the stabilizer, of C.sub.8-C.sub.22 alkyl acrylate, from 0 to 50% by weight of C.sub.1-C.sub.4 alkyl (meth)acrylate and optionally silicone macromonomer (I): the stabilizer and/or the polymer of the particles comprising at least the silicone macromonomer (I), and: (i) when the stabilizer comprises the silicone macromonomer (I), the macromonomer is present in the stabilizer in a content of less than or equal to 5.5% by weight, relative to the total weight of the combination of the stabilizer plus the polymer of the particles; the polymer of the particles optionally comprising said silicone macromonomer (I) in a content of less than or equal to 28% by weight, relative to the total weight of the combination of the stabilizer plus the polymer of the particles; (ii) when the polymer of the particles comprises the silicone macromonomer (I) and the stabilizer does not comprise silicone macromonomer (I), the macromonomer is present in a content of less than or equal to 18% by weight, relative to the total weight of the combination of the stabilizer plus the polymer of the particles.

2. The dispersion as claimed in claim 1, wherein the polymer of the particles is a methyl acrylate and/or ethyl acrylate polymer.

3. The dispersion as claimed in claim 1, wherein the polymer of the particles comprises an ethylenically unsaturated acid monomer or the anhydride thereof, preferably chosen from (meth)acrylic acid, maleic acid and malcic anhydride.

4. The dispersion as claimed in claim 1, wherein the polymer of the particles comprises from 62% to 100% by weight of C.sub.1-C.sub.4 alkyl (meth)acrylate, from 0 to 38% by weight of the silicone macromonomer (I) and from 0 to 20% by weight of ethylenically unsaturated acid monomer, relative to the total weight of the polymer.

5. The dispersion as claimed in claim 1, wherein the polymer of the particles is chosen from: methyl acrylate homopolymers methyl acrylate/silicone macromonomer (I) copolymers ethyl acrylate homopolymers ethyl acrylate/silicone macromonomer (I) copolymers methyl acrylate/ethyl acrylate copolymers methyl acrylate/ethyl acrylate/silicone macromonomer (I) copolymers methyl acrylate/ethyl acrylate/acrylic acid copolymers methyl acrylate/ethyl acrylate/acrylic acid/silicone macromonomer (I) copolymers methyl acrylate/ethyl acrylate/maleic anhydride copolymers methyl acrylate/ethyl acrylate/maleic anhydride/silicone macromonomer (I) copolymers methyl acrylate/acrylic acid copolymers methyl acrylate/acrylic acid/silicone macromonomer (I) copolymers ethyl acrylate/acrylic acid copolymers ethyl acrylate/acrylic acid/silicone macromonomer (I) copolymers methyl acrylate/maleic anhydride copolymers methyl acrylate/maleic anhydride/silicone macromonomer (I) copolymers ethyl acrylate/maleic anhydride/silicone macromonomer (I) copolymers and ethyl acrylate/maleic anhydride copolymers.

6. The dispersion as claimed in claim 1, wherein the polymer of the particles is present in a content ranging from 20% to 60% by weight, relative to the total weight of the dispersion.

7. The dispersion as claimed in claim 1, wherein the polymer particles have an average size ranging from 50 to 500 nm.

8. The dispersion as claimed in claim 1, wherein the stabilizer is a polymer comprising from 50% to 100% by weight of C.sub.8-C.sub.22 alkyl acrylate, from 0 to 50% by weight of C.sub.1-C.sub.4 alkyl (meth)acrylate and optionally the silicone macromonomer (I).

9. The dispersion as claimed in claim 1, wherein the stabilizer is a statistical polymer.

10. The dispersion as claimed in claim 1, wherein the C.sub.8-C.sub.22 alkyl acrylate comprises a group chosen from the group 2-ethylhexyl, isobornyl, lauryl, behenyl and stearyl.

11. The dispersion as claimed in claim 1, wherein the stabilizer is chosen from: 2-ethylhexyl acrylate homopolymers isobornyl acrylate homopolymers isobornyl acrylate/methyl acrylate copolymers 2-ethylhexyl acrylate/methyl acrylate copolymers isobornyl acrylate/methyl acrylate/ethyl acrylate copolymers 2-ethylhexyl acrylate/methyl acrylate/ethyl acrylate copolymers isobornyl acrylate/methyl acrylate/ethyl acrylate/silicone macromonomer (I) copolymers 2-ethylhexyl acrylate/methyl acrylate/ethyl acrylate/silicone macromonomer (I) copolymers.

12. The dispersion as claimed in claim 1, wherein the silicone macromonomer (I) is present in the stabilizer in a content of less than or equal to 5.5% by weight relative to the total weight of the combination of the stabilizer plus the polymer of the particles; and the silicone macromonomer (I) is not present in the polymer of the particles.

13. The dispersion as claimed in claim 12, wherein the combination of the stabilizer plus the polymer of the particles present in the dispersion comprises from 5% to 50% by weight of polymerized C.sub.8-C.sub.22 alkyl acrylate, from 44.5% to 89.5% by weight of polymerized C.sub.1-C.sub.4 alkyl (meth)acrylate and from 0.1% to 5.5% by weight of silicone macromonomer (I), relative to the total weight of the combination of the stabilizer 4 plus the polymer of the particles;.

14. The dispersion as claimed in claim 1, wherein the silicone macromonomer (I) is present in the stabilizer in a content of less than or equal to 5.5% by weight relative to the total weight of the combination of the stabilizer plus the polymer of the particles; and it is present in the polymer of the particles in a content of less than or equal to 28% by weight relative to the total weight of the combination of the stabilizer plus the polymer of the particles.

15. The dispersion as claimed in claim 14, wherein the combination of the stabilizer plus the polymer of the particles present in the dispersion comprises from 5% to 50% by weight of polymerized Cg-C.sub.22 alkyl acrylate, from 16.5% to 94.9% by weight of polymerized C.sub.1-C.sub.4 alkyl (meth)acrylate and from 0.1% to 33.5% by weight of silicone macromonomer (I), relative to the total weight of the combination the stabilizer plus the polymer of the particles.

16. The dispersion as claimed in claim 1, wherein the silicone macromonomer (I) is present in the polymer of the particles in a content of less than or equal to 18% by weight relative to the total weight of the combination of the stabilizer plus the polymer of the particles; and it is not present in the stabilizer.

17. The dispersion as claimed in claim 16, wherein the combination of the stabilizer plus the polymer of the particles present in the dispersion comprises from 5% to 50% by weight of polymerized C.sub.8-C.sub.22 alkyl acrylate, from 32% to 94.9% by weight of polymerized C.sub.1-C.sub.4 alkyl (meth)acrylate and from 0.1% to 18% by weight of silicone macromonomer (I), relative to the total weight of the combination of the stabilizer plus the polymer of the particles.

18. The dispersion as claimed in that claim 1, wherein the hydrocarbon-based oil is chosen from hydrocarbon-based oils containing from 8 to 16 carbon atoms.

19. Dispersion according to claim 1, wherein the hydrocarbon-based oil is isododecane.

20. The dispersion as claimed in claim 1, wherein the polymer of the particles is present in the dispersion in a content ranging from 20% to 60% by weight, relative to the total weight of the dispersion.

21. A composition comprising, in a physiologically acceptable medium, a polymer dispersion as claimed in claim 1.

22. The composition as claimed in claim 21, wherein it comprises a cosmetic additive chosen from water, fragrances, preserving agents, fillers, dyestuffs, UV-screening agents, oils, waxes, surfactants, moisturizers, vitamins, ceramides, antioxidants, free-radical scavengers, polymers and thickeners.

23. The composition as claimed in claim 21, which comprises a silicone oil.

24. The composition as claimed in claim 23, wherein the silicone oil is present in a content ranging from 0.1% to 60% by weight, relative to the total weight of the composition.

25. The composition as claimed in claim 21, which is an aerosol composition containing a propellant.

26. A nontherapeutic cosmetic process for treating keratin materials, comprising the application to the keratin materials of a composition as claimed in claim 21.

Description

EXAMPLE 1

[0145] In a first step, 120 g of isododecane, 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu) and 0.665 g of tert-butyl peroxy-2-ethylhexanoate (Trigonox 21S from Akzo) were placed in a reactor. The isobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS methacrylate weight ratio is 75.2/3/3/18.8.

[0146] The mixture was heated to 90° C. under argon with stirring.

[0147] After 2 hours of reaction, 78 g of isododecane were added to the reactor feedstock and the mixture was heated to 90° C.

[0148] In a second step, a mixture of 91.5 g of methyl acrylate, 91.5 g of ethyl acrylate, 183 g of isododecane and 1.83 g of Trigonox 21S were run in over the course of one hour, and the mixture was left to react for 7 hours. 0.3 liter of isododecane were then added and part of the isododecane was evaporated off to obtain a solids content of 45% by weight.

[0149] A dispersion of particles of methyl acrylate/ethyl acrylate (50/50 by weight) copolymer, stabilized with a statistical copolymer stabilizer containing 75.2% by weight of isobornyl acrylate, 3% of methyl acrylate, 3% of ethyl acrylate and 18.8% of PDMS methacrylate, in isododecane, was obtained.

[0150] The oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 37.5% of methyl acrylate, 37.5% of ethyl acrylate and 5% of PDMS methacrylate.

[0151] The particles of the polymer of the dispersion have a number-average size of between about 170 nm and 200 nm.

[0152] The dispersion is stable after storage for 7 days at room temperature (25° C.).

[0153] The film obtained with the oily dispersion has the following properties:

TABLE-US-00001 Gloss at 20° Resistance to fatty substances Tackiness 73 Resistant to fatty substances Non-tacky

EXAMPLE 2

[0154] A dispersion of polymer particles in isododecane was prepared according to the procedure of example 1, using: [0155] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 0.54 g of Trigonox 21S, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0156] Step 2: 98 g of methyl acrylate, 73 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 1.96 g of Trigonox 21S, 196 g of isododecane.

[0157] After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 40% by weight.

[0158] A dispersion in isododecane of methyl acrylate/ethyl acrylate/PDMS acrylate (50/37.2/12.8) copolymer particles stabilized with an isobornyl acrylate/methyl acrylate/ethyl acrylate (92.6/3.7/3.7) statistical copolymer was obtained.

[0159] The oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 40% of methyl acrylate, 30% of ethyl acrylate and 10% of PDMS methacrylate.

[0160] The particles of the polymer of the dispersion have a number-average size of between about 170 nm and 200 nm.

[0161] The dispersion is stable after storage for 7 days at room temperature (25° C.).

[0162] The film obtained with the oily dispersion has the following properties:

TABLE-US-00002 Gloss at 20° Resistance to fatty substances Tackiness 60 Resistant to fatty substances Non-tacky

EXAMPLE 3

[0163] A dispersion of polymer particles in isododecane was prepared according to the procedure of example 1, using: [0164] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.665 g of Trigonox 21S, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0165] Step 2: 91.5 g of methyl acrylate, 79 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 1.83 g of Trigonox 21S, 183 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 42% by weight.

[0166] A dispersion in isododecane of methyl acrylate/ethyl acrylate/PDMS acrylate (50/43.2/6.8) copolymer particles stabilized with an isobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS methacrylate (75.2/3/3/18.8) statistical copolymer was obtained.

[0167] The oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 37.5% of methyl acrylate, 32.5% of ethyl acrylate and 10% of PDMS methacrylate.

[0168] The dispersion is stable after storage for 7 days at room temperature (25° C.).

[0169] The film obtained with the oily dispersion has the following properties:

TABLE-US-00003 Gloss at 20° Resistance to fatty substances Tackiness 74 Resistant to fatty substances Non-tacky

EXAMPLE 4

[0170] A dispersion of polymer particles in isododecane was prepared according to the procedure of example 1, using: [0171] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.665 g of Trigonox 21S, 72 g of isododecane and 48 g of ethyl acetate; followed by addition, after reaction, of 47 g of isododecane and 31 g of ethyl acetate. [0172] Step 2: 23 g of methyl acrylate, 135.5 g of ethyl acrylate, 1.835 g of Trigonox 21S, 183.5 g of isododecane. After reaction, addition of 0.3 liter of an isododecane/ethyl acetate mixture (60/40 weight/weight) and total evaporation of the ethyl acetate and partial evaporation of the isododecane to obtain a solids content of 53% by weight.

[0173] A dispersion in isododecane of methyl acrylate/ethyl acrylate/acrylic acid (12.5/73.9/13.6) copolymer particles stabilized with an isobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS methacrylate (75.2/3/3/18.8) statistical copolymer was obtained.

[0174] The oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 10% of methyl acrylate, 55% of ethyl acrylate, 10% of acrylic acid and 5% of PDMS methacrylate.

[0175] The dispersion is stable after storage for 7 days at room temperature (25° C.).

[0176] The film obtained with the oily dispersion has the following properties:

TABLE-US-00004 Gloss at 20° Resistance to fatty substances Tackiness 67 Resistant to fatty substances Non-tacky

EXAMPLE 5

[0177] A dispersion of polymer particles in isododecane was prepared according to the procedure of example 1, using: [0178] Step 1: 25 g of 2-ethylhexyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.415 g of Trigonox 21S, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0179] Step 2: 104 g of methyl acrylate, 104 g of ethyl acrylate, 2.08 g of Trigonox 21S, 208 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 45% by weight.

[0180] A dispersion in isododecane of methyl acrylate/ethyl acrylate (50/50) copolymer particles stabilized with a 2-ethylhexyl acrylate/methyl acrylate/ethyl acrylate/PDMS methacrylate (60.3/4.8/4.8/30.1) statistical copolymer was obtained.

[0181] The oily dispersion contains in total (stabilizer+particles) 10% of 2-ethylhexyl acrylate, 42.5% of methyl acrylate, 42.5% of ethyl acrylate and 5% of PDMS methacrylate.

[0182] The dispersion is stable after storage for 7 days at room temperature (25° C.).

[0183] The film obtained with the oily dispersion has the following properties:

TABLE-US-00005 Gloss at 20° Resistance to fatty substances Tackiness 51 Resistant to fatty substances Tackiness

EXAMPLE 6

[0184] A dispersion of polymer particles in isododecane was prepared according to the procedure of example 1, using: [0185] Step 1: 25 g of 2-ethylhexyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 0.29 g of Trigonox 21S, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0186] Step 2: 110.5 g of methyl acrylate, 85.5 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 2.21 g of Trigonox 21S, 221 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 43% by weight.

[0187] A dispersion in isododecane of methyl acrylate/ethyl acrylate/PDMS acrylate (50/38.7/11.3) copolymer particles stabilized with a 2-ethylhexyl acrylate/methyl acrylate/ethyl acrylate (86.2/6.9/6.9) statistical copolymer was obtained.

[0188] The oily dispersion contains in total (stabilizer+particles) 10% of 2-ethylhexyl acrylate, 45% of methyl acrylate, 35% of ethyl acrylate and 10% of PDMS methacrylate.

[0189] The dispersion is stable after storage for 7 days at room temperature (25° C.).

[0190] The film obtained with the oily dispersion has the following properties:

TABLE-US-00006 Gloss at 20° Resistance to fatty substances Tackiness 63 Resistant to fatty substances Tackiness

EXAMPLE 7:

[0191] A dispersion of polymer particles in isododecane was prepared according to the procedure of example 1, using: [0192] Step 1: 25 g of 2-ethylhexyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.415 g of Trigonox 21S, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0193] Step 2: 104 g of methyl acrylate, 91.5 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 2.08 g of Trigonox 21S, 208 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 46% by weight.

[0194] A dispersion in isododecane of methyl acrylate/ethyl acrylate/PDMS acrylate (50/44/6) copolymer particles stabilized with a 2-ethylhexyl acrylate/methyl acrylate/ethyl acrylate/PDMS methacrylate (60.2/4.8/4.8/30.2) statistical copolymer was obtained.

[0195] The oily dispersion contains in total (stabilizer+particles) 10% of 2-ethylhexyl acrylate, 42.5% of methyl acrylate, 37.5% of ethyl acrylate and 10% of PDMS methacrylate.

[0196] The dispersion is stable after storage for 7 days at room temperature (25° C.).

[0197] The film obtained with the oily dispersion has the following properties:

TABLE-US-00007 Gloss at 20° Resistance to fatty substances Tackiness 54 Resistant to fatty substances Tackiness

[0198] Study of the Compatibility with Silicone Oils:

[0199] The compatibility of the polymer particle dispersions prepared was evaluated by adding to the dispersion 5 different silicone oils (silicone 1 to 5) and by observing whether or not the mixture obtained is stable (homogeneous or heterogeneous mixture). [0200] Silicone 1: Polyphenyltrimethylsiloxydimethylsiloxane (Belsil® PDM 1000 from Wacker) (INCI name: Trimethylsiloxyphenyl dimethicone) [0201] Silicone 2: cyclohexadimethylsiloxane [0202] Silicone 3: 3-octylheptamethyltrisiloxane (Dow Corning FZ-3196 from Dow Corning) [0203] Silicone 4: polydimethylsiloxane 5 cSt (Xiameter PMX-200 Silicone Fluid 5CS from Dow Corning) [0204] Silicone 5: dodecamethylpentasiloxane

[0205] The following results were obtained:

TABLE-US-00008 HC/Si Example Ratio S1 S2 S3 S4 S5 1 75/25 + + + + + 50/50 + + + − + 25/75 − + + − − 2 75/25 + − + − − 50/50 + − + − − 25/75 − − + − − 3 75/25 + + + + + 50/50 + + + − + 25/75 + − + − − 4 75/25 + + + + + 50/50 + + + − + 25/75 − + + − − 5 75/25 + + + + + 50/50 + + + + + 25/75 + + + + + 6 75/25 + + + + + 50/50 + + + + + 25/75 + + + + + 7 75/25 + + + + + 50/50 + + + + + 25/75 + + + + + HC/Si ratio: weight ratio of hydrocarbon-based oil (isododecane)/silicone oil present in the polymer particle dispersion.

[0206] The results obtained show that the dispersions of examples 5 to 7 have good compatibility with the five silicone oils in the three oil ratios. The dispersions of examples 1, 3 and 4 have good compatibility with the five silicone oils in the HC/Si ratio=75/25 and with four silicone oils in the 50/50 ratio and with two silicone oils in the 25/75 ratio. The dispersion of example 2 is entirely compatible with silicone 3 (all ratios) and with silicone 1 (25/75 and 50/50 ratios).

EXAMPLES 8 AND 9:

[0207] Two oily dispersions of copolymer of isobornyl acrylate, methyl acrylate and a polydimethylsiloxane methacrylate in which the PDMS chain has a different molecular weight were prepared according to the procedure of example 1.

[0208] All the dispersions comprise in total (stabilizer+particles) 20% of isobornyl acrylate, 78% of methyl acrylate and 2% of PDMS methacrylate. The compatibility of these two dispersions with the five silicone oils was evaluated.

EXAMPLE 8:

[0209] Step 1: 50 g of isobornyl acrylate, 5 g of methyl acrylate, 4 g of polydimethylsiloxane methacrylate (X-22-2475 from Shin-Etsu, containing a PDMS chain with a molecular weight of 420 g/mol), 0.59 g of Trigonox 21, 120 g of isododecane; followed by addition, after reaction, of 68 g of isododecane [0210] Step 2: 191 g of methyl acrylate, 1.91 g of Trigonox 21S, 191 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation to obtain a solids content of 44% by weight.

[0211] A dispersion in isododecane of polymethyl acrylate particles stabilized with a polyisobornyl acrylate/methyl acrylate/PDMS acrylate (84.7/8.5/6.8) stabilizer was obtained.

[0212] The oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 78% of methyl acrylate and 2% of PDMS methacrylate.

[0213] The dispersion is stable after storage for 7 days at room temperature (25° C.). The film obtained is non-tacky.

EXAMPLE 9:

[0214] Step 1: 50 g of isobornyl acrylate, 5 g of methyl acrylate, 4 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu, containing a PDMS chain of 12 000 g/mol), 0.59 g of Trigonox 21, 120 g of isododecane; followed by addition, after reaction, of 68 g of isododecane [0215] Step 2: 191 g of methyl acrylate, 1.91 g of Trigonox 21S, 191 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation to obtain a solids content of 47% by weight.

[0216] A dispersion in isododecane of polymethyl acrylate particles stabilized with a polyisobornyl acrylate/methyl acrylate/PDMS acrylate (84.7/8.5/6.8) stabilizer was obtained.

[0217] The dispersion is stable after storage for 7 days at room temperature (25° C.). The film obtained is non-tacky.

[0218] The following compatibility results were obtained:

TABLE-US-00009 HC/Si Example Ratio S1 S2 S3 S4 S5 8 75/25 + + + − + 50/50 + − − − − 25/75 − − − − − 9 75/25 + + + − + 50/50 + + + − + 25/75 − + − − −

[0219] The results obtained show that the dispersion of example 9 has greater compatibility with the silicone oils than that of example 8. The latter dispersion is compatible with four silicone oils at the 75/25 ratio.

[0220] Study of the Ratio of Silicone Macromonomer in the Stabilizer:

EXAMPLES 1, 10, 11 (INVENTION) AND 12 TO 14 (OUTSIDE THE INVENTION)

[0221] Five oily dispersions of copolymer of isobornyl acrylate, methyl acrylate, ethyl acrylate and polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu, with a PDMS chain of 12 000 g/mol) were prepared, according to the procedure of example 1, by varying the content of silicone macromonomer (content compensated on those of the methyl and ethyl acrylates).

EXAMPLE 10:

[0222] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.59 g of Trigonox 21, 120 g of isododecane; followed by addition, after reaction, of 68 g of isododecane. [0223] Step 2: 95.5 g of methyl acrylate, 95.5 g of ethyl acrylate, 1.91 g of Trigonox 21S, 191 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation to obtain a solids content of 43% by weight.

[0224] A dispersion in isododecane of polymethyl acrylate/ethyl acrylate particles (50/50) stabilized with a polyisobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS acrylate (84.7/3.4/3.4/8.5) stabilizer was obtained.

[0225] The oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 39% of methyl acrylate, 39% of ethyl acrylate and 2% of PDMS methacrylate.

EXAMPLE 11:

[0226] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 10 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.64 g of Trigonox 21, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0227] Step 2: 93 g of methyl acrylate, 93 g of ethyl acrylate, 1.86 g of Trigonox 21S, 186 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation to obtain a solids content of 46% by weight.

[0228] A dispersion in isododecane of polymethyl acrylate/ethyl acrylate particles (50/50) stabilized with a polyisobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS acrylate (78.2/3.1/3.1/15.6) stabilizer was obtained.

EXAMPLE 12:

[0229] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 15.2 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.7 g of Trigonox 21, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0230] Step 2: 90 g of methyl acrylate, 90 g of ethyl acrylate, 1.8 g of Trigonox 21S, 180 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation.

[0231] An unstable dispersion in isododecane of polymethyl acrylate/ethyl acrylate particles (50/50) in the presence of a polyisobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS acrylate (72.5/2.9/2.9/21.7) stabilizer was obtained.

[0232] The unstable oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 37% of methyl acrylate, 37% of ethyl acrylate and 6% of PDMS methacrylate.

EXAMPLE 13:

[0233] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 25.10 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.79 g of Trigonox 21, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0234] Step 2: 85.5 g of methyl acrylate, 85.5 g of ethyl acrylate, 1.71 g of Trigonox 21S, 171 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation.

[0235] An unstable dispersion in isododecane of polymethyl acrylate/ethyl acrylate particles (50/50) in the presence of a polyisobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS acrylate (78.2/3.1/3.1/15.6) stabilizer was obtained.

[0236] The unstable oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 35% of methyl acrylate, 35% of ethyl acrylate and 10% of PDMS methacrylate.

EXAMPLE 14:

[0237] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 20 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.74 g of Trigonox 21, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0238] Step 2: 88 g of methyl acrylate, 88 g of ethyl acrylate, 1.76 g of Trigonox 21S, 176 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation.

[0239] An unstable dispersion in isododecane of polymethyl acrylate/ethyl acrylate particles (50/50) in the presence of a polyisobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS acrylate (78.2/3.1/3.1/15.6) stabilizer was obtained.

[0240] The unstable oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 36% of methyl acrylate, 36% of ethyl acrylate and 8% of PDMS methacrylate.

[0241] The stability of each dispersion after 12 hours of storage at room temperature was evaluated. The following results were obtained:

TABLE-US-00010 Mass percentage Solids Exam- of the content ples Monomers monomers Solvent (%) Stability 10 IA 20 Isododecane 43.44 Yes MA 39 EA 39 PDMSM12K 2 11 IA 20 Isododecane 45.80 Yes MA 38 EA 38 PDMSM 12K 4 1 IA 20 Isododecane 42.6 Yes MA 37.5 EA 37.5 PDMSM 12K 5 12 IA 20 Isododecane — No MA 37 EA 37 PDMSM12K 6 13 IA 20 Isododecane — No MA 35 EA 35 PDMSM 12K 10 14 IA 20 Isododecane — No MA 36 EA 36 PDMSM12K 8 IA = Isobornyl Acrylate - MA = Methyl Acrylate - EA = Ethyl Acrylate - PDMSM12k = PDMS Methacrylate (X-22-2426 from Shin-Etsu)

[0242] The results obtained show that when PDMS methacrylate is present in an amount of greater than or equal to 6% of the total weight of the monomers forming the stabilizer, the dispersions (examples 12 to 14) are unstable. The dispersions of examples 1, 10 and 11 according to the invention are stable.

[0243] Study of the Ratio of Silicone Macromonomer in the Polymer of the Particles:

EXAMPLE 2 (INVENTION) AND 15 (OUTSIDE THE INVENTION):

[0244] A dispersion of copolymer of isobornyl acrylate, methyl acrylate, ethyl acrylate and polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu, with a PDMS chain of 12 000 g/mol) was prepared, according to the procedure of example 2, by varying the content of silicone macromonomer (content compensated on those of the methyl and ethyl acrylates).

EXAMPLE 15:

[0245] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 0.54 g of Trigonox 21S, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0246] Step 2: 98 g of methyl acrylate, 73 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 1.96 g of Trigonox 21S, 196 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation.

[0247] An unstable dispersion in isododecane of polymethyl acrylate/ethyl acrylate particles (50/50) in the presence of a polyisobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS acrylate (67.6/2.7/2.7/20) stabilizer was obtained.

[0248] The unstable oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 40% of methyl acrylate, 20% of ethyl acrylate and 20% of PDMS methacrylate.

[0249] The stability of each dispersion after 12 hours of storage at room temperature was evaluated. The following results were obtained:

TABLE-US-00011 Mass percentage Solids Exam- of the content ples Monomers monomers Solvent (%) Stability 2 IA 20 Isododecane 39.82 Yes MA 40 EA 30 PDMSM12K 10 15 IA 20 Isododecane — No MA 40 EA 20 PDMSM 12K 20 IA = Isobornyl Acrylate - MA = Methyl Acrylate - EA = Ethyl Acrylate - PDMSM12k = PDMS Methacrylate (X-22-2426 from Shin-Etsu)

[0250] The results obtained show that when the silicone macromonomer is present in the polymer of the particles in a content of 20%, the dispersion is unstable.

[0251] Study of the Ratio of Silicone Macromonomer in the Stabilizer and in the Polymer of the Particles:

EXAMPLES 3, 16, 17 (INVENTION) AND 18 (OUTSIDE THE INVENTION):

[0252] Three dispersions of copolymer of isobornyl acrylate, methyl acrylate, ethyl acrylate and polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu, with a PDMS chain of 12 000 g/mol) were prepared, according to the procedure of example 3, by varying the content of silicone macromonomer (content compensated on those of the methyl and ethyl acrylates) in the stabilizer and in the polymer of the particles.

EXAMPLE 16:

[0253] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.665 g of Trigonox 21S, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0254] Step 2: 91.5 g of methyl acrylate, 66.5 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 1.83 g of Trigonox 21S, 183 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation to obtain a solids content of 44% by weight.

[0255] A dispersion in isododecane of methyl acrylate/ethyl acrylate/PDMS acrylate (50/36.3/13.7) copolymer particles stabilized with an isobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS methacrylate (75.2/3/3/18.8) statistical copolymer was obtained.

[0256] The oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 37.5% of methyl acrylate, 27.5% of ethyl acrylate and 25% of PDMS methacrylate.

EXAMPLE 17:

[0257] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.665 g of Trigonox 21S, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0258] Step 2: 91.5 g of methyl acrylate, 41.5 g of ethyl acrylate, 50 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 1.83 g of Trigonox 21S, 183 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation to obtain a solids content of 42% by weight.

[0259] A dispersion in isododecane of methyl acrylate/ethyl acrylate/PDMS acrylate (50/22.7/27.3) copolymer particles stabilized with an isobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS methacrylate (75.2/3/3/18.8) statistical copolymer was obtained.

[0260] The oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 37.5% of methyl acrylate, 17.5% of ethyl acrylate and 25% of PDMS methacrylate.

EXAMPLE 18:

[0261] Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 0.79 g of Trigonox 21S, 120 g of isododecane; followed by addition, after reaction, of 78 g of isododecane. [0262] Step 2: 85.2 g of methyl acrylate, 60.2 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin-Etsu), 1.70 g of Trigonox 21S, 170 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation.

[0263] An unstable dispersion in isododecane of methyl acrylate/ethyl acrylate/PDMS acrylate (50/35.3/14.7) copolymer particles in the presence of an isobornyl acrylate/methyl acrylate/ethyl acrylate/PDMS methacrylate (63.3/2.5/2.5/31.7) statistical copolymer was obtained.

[0264] The oily dispersion contains in total (stabilizer+particles) 20% of isobornyl acrylate, 35% of methyl acrylate, 25% of ethyl acrylate and 20% of PDMS methacrylate.

[0265] The stability of each dispersion after 12 hours of storage at room temperature was evaluated. The following results were obtained:

TABLE-US-00012 Mass percentage Solids Exam- of the content ples Monomers monomers Solvent (%) Stability 3 IA 20 Isododecane 45.02 Yes MA 37.5 EA 32.5 PDMSM12K 5 (stabilizer) PDMSM12K 5 (particles) 16 IA 20 Isododecane 44.10 Yes MA 37.5 EA 27.5 PDMSM12K 5 (stabilizer) PDMSM12K 10 (particles) 17 IA 20 Isododecane 38.94 Yes MA 37.5 EA 17.5 PDMSM12K 5 (stabilizer) PDMSM12K 20 (particles) 18 IA 20 Isododecane — No MA 35 EA 25 PDMSM12K 10 (stabilizer) PDMSM12K 10 (particles) IA = Isobornyl Acrylate - MA = Methyl Acrylate - EA = Ethyl Acrylate - PDMSM12k = PDMS Methacrylate (X-22-2426 from Shin-Etsu)

[0266] The results obtained show that the dispersions (examples 3, 16, 17) containing 5% of silicone macromonomer in the stabilizer and from 5% to 20% of silicone macromonomer in the particles are stable, whereas the dispersion of example 18 containing 10% of silicone macromonomer in the stabilizer and 10% of silicone macromonomer in the particles is unstable.

[0267] Study of Compatibility with the Propellant Isobutane:

[0268] The following compositions were prepared with the oily dispersions of examples 1, 3 and 4:

TABLE-US-00013 Oily dispersion  8% AM PDMS 10 cSt oil 29% Isododecane 63%

[0269] 4.45 g of each composition were introduced into a glass aerosol bottle, a dispensing valve was then crimped onto the bottle, and 25.25 g of isobutane were then introduced into the can.

[0270] The appearance (stability) of the composition thus packaged was observed. The following results were obtained:

TABLE-US-00014 Oily dispersion example 1 3 4 Stability Stable Stable Stable

[0271] The results obtained show that the oily dispersions of examples 1, 3 and 4 are compatible with isobutane, in the presence of PDMS oil. They are thus suitable for the formulation of aerosol compositions.

EXAMPLE 19:

[0272] A skin makeup composition comprising the ingredients below is prepared:

TABLE-US-00015 Polymer dispersion of Example 1 85% Dodecamethylpentasiloxane 10% Iron oxides 5%

[0273] The composition applied to the skin makes it possible to obtain a glossy makeup film that is resistant to oils and non-tacky.

[0274] The polymer dispersion of Example 1 may be replaced with the dispersions of Examples 2 to 7.

EXAMPLE 20:

[0275] A lip makeup composition comprising the ingredients below is prepared:

TABLE-US-00016 Polymer dispersion of Example 1 84% Polyphenyltrimethylsiloxydimethylsiloxane 15% (Belsil ® PDM 1000 from Wacker) Red 7 1%

[0276] The composition applied to the lips makes it possible to obtain a glossy makeup film that is resistant to oils and non-tacky.

[0277] The polymer dispersion of Example 1 may be replaced with the dispersions of Examples 2 to 7.

EXAMPLE 21:

[0278] An eyelash makeup composition comprising the ingredients below is prepared:

TABLE-US-00017 Polymer dispersion of Example 1 60% Isododecane 20% Black iron oxides 20%

[0279] The composition applied to the eyelashes makes it possible to obtain a glossy makeup film that is resistant to oils and non-tacky.

[0280] The polymer dispersion of Example 1 may be replaced with the dispersions of Examples 2 to 7.

EXAMPLE 22:

[0281] A film-forming aerosol composition for the skin comprising the following ingredients is prepared (packaged in an aerosol can equipped with a dispensing valve):

TABLE-US-00018 Polymer dispersion of Example 1 .sup.   1.2% AM PDMS 10 cSt .sup.  4.35% Isododecane .sup.  9.45% Isobutane qs 100%

[0282] The composition is vaporized onto the skin and forms a film after drying.