COSMETIC PROCESS FOR TREATING KERATIN MATERIALS WITH AN ACRYLIC POLYMER BEARING MALEIC ANHYDRIDE GROUPS

Abstract

The invention relates to a cosmetic process for caring for or making up keratin materials, comprising the sequential application to the keratin materials: of a cosmetic composition comprising a maleic anhydride acrylic polymer obtained by polymerization of: (a) 50% to 90% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 1% to 50% by weight of maleic anhydride (c) 0% to 49% by weight of additional (meth)acrylate monomer; and of a polyamine compound bearing several primary amine and/or secondary amine groups. The process makes it possible to obtain a film-forming deposit that has good resistance to water, to oil and to sebum. The film is also non-tacky and transfer-resistant.

Claims

1. A cosmetic process for treating keratin materials, comprising the sequential application to the keratin materials of a cosmetic composition comprising a maleic anhydride acrylic polymer and a polyamine compound or a cosmetic composition containing same, said maleic anhydride acrylic polymer being obtained by polymerization of: (a) 50% to 90% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 1% to 50% by weight of maleic anhydride (c) 0 to 49% by weight of additional (meth)acrylate monomer chosen from: (i) linear or branched, saturated or unsaturated C.sub.1-C.sub.20 alkyl (meth)acrylates, optionally interrupted with one or more non-adjacent heteroatoms chosen from O and S or with a group NR, R being a C.sub.1-C.sub.4 alkyl group, optionally substituted with a phenyl or furfuryl group; (ii) saturated C.sub.4-C.sub.8 cycloalkyl (meth)acrylates optionally interrupted with O or NH; said polyamine compound bearing several primary amine and/or secondary amine groups, the polyamine compound not being an alkoxysilane.

2. The process according to claim 1, wherein said maleic anhydride acrylic polymer is derived from the polymerization of: (a) 50% to 80% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 5% to 30% by weight of maleic anhydride (c) 15% to 30% by weight of said additional (meth)acrylate monomer.

3. The process according to claim 1, wherein said maleic anhydride acrylic polymer is derived from the polymerization of: (a) 50% to 80% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 5% to 25% by weight of maleic anhydride (c) 15% to 30% by weight of said additional (meth)acrylate monomer.

4. The process according to claim 1, wherein the maleic anhydride acrylic polymer is derived from the polymerization of: (a) 50% to 80% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 5% to 15% by weight of maleic anhydride (c) 15% to 30% by weight of said additional (meth)acrylate monomer.

5. The process according to claim 1, wherein the maleic anhydride acrylic polymer is derived from the polymerization of: (a) 60% to 80% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 5% to 12% by weight of maleic anhydride (c) 15% to 30% by weight of said additional (meth)acrylate monomer.

6. The process according to claim 1, wherein said additional (meth)acrylate monomer is chosen from C.sub.6-C.sub.16 alkyl (meth)acrylates.

7. The process according to claim 1, wherein said maleic anhydride acrylic polymer is derived from the polymerization of: (a) 50% to 80% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 5% to 30% by weight of maleic anhydride (c) 15% to 30% by weight of C.sub.6-C.sub.16 alkyl acrylate monomer.

8. The process according to claim 1, wherein the maleic anhydride acrylic polymer is derived from the polymerization of: (a) 50% to 80% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 5% to 25% by weight of maleic anhydride (c) 15% to 30% by weight of C.sub.6-C.sub.16 alkyl acrylate monomer and in that it is preferably derived from the polymerization of: (a) 50% to 80% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 5% to 15% by weight of maleic anhydride (c) 15% to 30% by weight of C.sub.6-C.sub.16 alkyl acrylate monomer.

9. The process according to claim 1, wherein the acrylic polymer comprises isobornyl acrylate, 2-ethylhexyl acrylate and maleic anhydride.

10. The process according to claim 1 wherein the acrylic polymer has a weight-average molecular weight ranging from 5000 to 1 000 000 g/mol.

11. The process according to claim 1 wherein the polyamine compound comprises from 2 to 20 carbon atoms.

12. The process according to claim 1, wherein the polyamine compound is chosen from N-methyl-1,3-diaminopropane, N-propyl-1,3-diaminopropane, N-isopropyl-1,3-diaminopropane, N-cyclohexyl-1,3-diaminopropane, 2-(3-aminopropylamino)ethanol, 3-(2-aminoethyl)aminopropylamine, bis(3-aminopropyl)amine, methylbis(3-aminopropyl)amine, N-(3-aminopropyl)-1,4-diaminobutane, N,N-dimethyldipropylenetriamine, 1,2-bis(3-aminopropylamino)ethane, N,N-bis(3-aminopropyl)-1,3-propanediamine, ethylenediamine, 1,3-propylenedimaine, 1,4-butylenediamine, lysine, cystamine, xylenediamine, tris(2-aminoethyl)amine and spermidine.

13. The process according to claim 1, wherein the polyamine compound is chosen from amine-based polymers, especially having a weight-average molecular weight ranging from 500 to 1 000 000.

14. The process according to claim 13, wherein the polyamine compound is chosen from poly((C.sub.2-C.sub.5)alkyleneimines); polyamino acids bearing NH.sub.2 groups; amino polyvinyl alcohol, acrylamidopropylamine-based copolymers; chitosans; polydimethylsiloxanes comprising primary amine groups at the chain end or on side chains; ##STR00005## amodimethicones of formula (D): ##STR00006## in which R, R and R, which may be identical or different, each represent a C.sub.1-C.sub.4 alkyl or hydroxyl group, A represents a C.sub.3 alkylene group and m and n are such that the weight-average molecular mass of the compound is between 5000 and 500 000 approximately; amodimethicones of formula (K): ##STR00007## in which: R1 and R2, which may be identical or different represent a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 30 carbon atoms, A represents a linear or branched alkylene radical group containing from 2 to 8 carbon atoms, x and y are integers ranging from 1 to 5000; polyetherdiamines; polyamidoamine dendrimers bearing amine end functions; poly(meth)acrylates or poly(meth)acrylamides bearing primary or secondary amine side functions.

15. The process according to claim 1, wherein the polyamine compound is used in a mole ratio of the amine group of the polyamine compound/maleic anhydride group of the acrylic polymer ranging from 0.01 to 10.

16. The process according to claim 1, wherein the acrylic polymer is present in a content ranging from 0.1% to 40% by weight, relative to the total weight of the composition.

17. The process according to claim 1, wherein the composition comprises a hydrocarbon-based oil.

18. The process according to claim 1, wherein the composition comprising the maleic anhydride acrylic polymer is first applied to the keratin materials, and the polyamine compound or a composition containing same and comprising a physiologically acceptable medium is then applied.

19. The process according to claim 1, wherein the amine compound, or a composition containing same and comprising a physiologically acceptable medium, is first applied to the keratin materials, and the composition comprising the maleic anhydride acrylic polymer is then applied.

20. The process according to claim 1, wherein it is performed on the skin, the lips, the eyelashes, the hair or the nails.

21. A kit comprising a first composition comprising a maleic anhydride acrylic polymer obtained by polymerization of: (a) 50% to 90% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 1% to 50% by weight of maleic anhydride (c) 0 to 49% by weight of additional (meth)acrylate monomer chosen from: (i) linear or branched, saturated or unsaturated C.sub.1-C.sub.20 alkyl (meth)acrylates, optionally interrupted with one or more non-adjacent heteroatoms chosen from O and S or with a group NR, R being a C.sub.1-C.sub.4 alkyl group, optionally substituted with a phenyl or furfuryl group; (ii) saturated C.sub.4-C.sub.8 cycloalkyl (meth)acrylates optionally interrupted with O or NH and comprising a physiologically acceptable medium, and a second composition comprising a polyamine compound bearing several primary amine and/or secondary amine groups, the polyamine compound not being an alkoxysilane and comprising a physiologically acceptable medium, the first and second compositions each being packaged in a separate packaging assembly.

22. A polymer obtained by reacting a maleic anhydride acrylic polymer obtained by polymerization of: (a) 50% to 90% by weight, relative to the total weight of monomers, of isobornyl (meth)acrylate (b) 1% to 50% by weight of maleic anhydride (c) 0 to 49% by weight of additional (meth)acrylate monomer chosen from: (i) linear or branched, saturated or unsaturated C.sub.1-C.sub.20 alkyl (meth)acrylates, optionally interrupted with one or more non-adjacent heteroatoms chosen from O and S or with a group NR, R being a C.sub.1-C.sub.4 alkyl group, optionally substituted with a phenyl or furfuryl group; (ii) saturated C.sub.4-C.sub.8 cycloalkyl (meth)acrylates optionally interrupted with O or NH with a polyamine compound bearing several primary amine and/or secondary amine groups, the polyamine compound not being an alkoxysilane.

Description

EXAMPLE 1

Isobornyl Acrylate/2-Ethylhexyl Acrylate/Maleic Anhydride Copolymer (70/20/10 by Weight)Polymer 1

[0160] 70 g of isobornyl acrylate, 20 g of 2-ethylhexyl acrylate and 10 g of maleic anhydride were placed in a jacketed 1-litre reactor equipped with a stirring anchor. A mixture of 70 g of isododecane and 30 g of ethyl acetate was then added. The medium was brought to a temperature of 40 C. with stirring (150 rpm) and was sparged with argon for 10 minutes, followed by addition of 0.5 g of initiator tert-butyl peroxy-2-ethylhexanoateTrigonox 21S (Trigonox 21S from Akzo Nobel).

[0161] The heating of the jacket was set at 90 C. for 7 hours at 150 rpm.

[0162] The medium was then diluted with 300 g of isododecane, and then concentrated by distillation to remove the ethyl acetate and the unreacted maleic anhydride.

[0163] A solution containing 30% by weight of the copolymer in isododecane (yield of greater than 90%) was finally obtained.

[0164] The polymer obtained has a molecular weight (Mw) of close to 200 000 g/mol.

EXAMPLE 2

Isobornyl Acrylate/2-Ethylhexyl Acrylate/Maleic Anhydride Copolymer (65/25/10 by Weight)Polymer 2

[0165] The polymer was prepared according to the procedure of Example 1, using 65 g of isobornyl acrylate, 25 g of 2-ethylhexyl acrylate and 10 g of maleic anhydride.

[0166] A solution containing 30% by weight of the copolymer in isododecane (yield of greater than 90%) was finally obtained.

[0167] The polymer obtained has a molecular weight (Mw) of close to 200 000 g/mol.

EXAMPLE 3

Isobornyl Acrylate/2-Ethylhexyl Acrylate/Maleic Anhydride Copolymer (75/20/5 by Weight)Polymer 3

[0168] The polymer was prepared according to the procedure of Example 1, using 75 g of isobornyl acrylate, 20 g of 2-ethylhexyl acrylate and 5 g of maleic anhydride.

[0169] A solution containing 30% by weight of the copolymer in isododecane (yield of greater than 90%) was finally obtained.

[0170] The polymer obtained has a molecular weight (Mw) of close to 200 000 g/mol.

EXAMPLE 4

Isobornyl Acrylate/2-Ethylhexyl Acrylate/Maleic Anhydride Copolymer (60/20/20 by Weight)Polymer 4

[0171] The polymer was prepared according to the procedure of Example 1, using 60 g of isobornyl acrylate, 20 g of 2-ethylhexyl acrylate and 20 g of maleic anhydride. A solution containing 36% by weight of the copolymer in isododecane (yield of greater than 90%) was finally obtained.

[0172] The polymer obtained has a molecular weight (Mw) of close to 200 000 g/mol.

COMPARATIVE EXAMPLES 5 TO 10

Cosmetic Evaluation of Makeup Compositions

[0173] 6 makeup compositions (lipstick, foundation) of base coat containing the polymer of Example 1 and of top coat described below (Examples 6, 8, 10 according to the invention: top coat with 3-aminopropyl-terminated polydimethylsiloxane; Examples 5, 7, 9, 13 outside the invention: top coat without 3-aminopropyl-terminated polydimethylsiloxane) were prepared.

[0174] Each base coat composition was applied onto a skin equivalent support made of elastomer by producing a deposit with a wet thickness of 100 m, which was left to dry at room temperature (25 C.) for 24 hours.

[0175] The top coat composition was then applied onto each dry base coat deposit by producing a deposit with a wet thickness of 100 m, which was left to dry at room temperature (25 C.) for 24 hours.

[0176] The state of the film obtained was then observed.

[0177] The resistance of the film obtained was evaluated by separately applying 0.5 ml of water, 0.5 ml of olive oil and 0.5 ml of sebum; after 5 minutes of contact, the surface of the film was rubbed with cotton wool and the state of the film was then observed.

[0178] The tackiness of the film and its capacity for transferring or not transferring on touching the film with a finger were also evaluated.

[0179] The evaluation was made in the following manner:

[0180] +++: very efficient evaluated cosmetic property

[0181] ++: moderately efficient evaluated cosmetic property

[0182] +: sparingly efficient evaluated cosmetic property

[0183] 0: inefficient evaluated cosmetic property

[0184] The following results were obtained:

TABLE-US-00001 Example Example Example Example 5 6 (invention) Example 7 8 (invention) Example 9 10 (invention) Base Coat Polymer of 25 g 25 g 20 g 20 g 25 g 25 g Example 1 Pigmentary 5 g with 5 g with 5 g with 5 g with 5 g with 5 g with paste DC Red 7 DC Red 7 DC Red 7 DC Red 7 red iron oxide red iron oxide containing 40% by weight of pigment in isododecane Disteardimonium 10 g 10 g 10 g 10 g 10 g 10 g hectorite (Bentone Gel ISD V from Elementis) 2-Octyldodecanol 20 g 20 g Isododecane qs 100 g qs 100 g qs 100 g qs 100 g qs 100 g qs 100 g Top Coat No Yes No Yes No Yes 3-Aminopropyl- 10 g 10 g 10 g terminated polydimethylsiloxane (Mn 2 500; reference 481688 from Sigma) Isododecane 90 g 90 g 90 g Appearance Homogeneous Homogeneous Homogeneous Homogeneous Homogeneous Homogeneous of the film film film film film film film Water ++ +++ ++ +++ ++ +++ resistance Olive oil 0 +++ 0 +++ 0 +++ resistance Sebum 0 +++ 0 +++ 0 +++ resistance Non-tacky +++ +++ + +++ +++ +++ Transfer- +++ +++ + +++ +++ +++ resistant

[0185] The results obtained show that the deposits resulting from the application of polymer 1 followed by 3-aminopropyl-terminated polydimethylsiloxane (Examples 6, 10) with 2-octyldodecanol (Example 8) form a non-tacky homogeneous film that does not transfer by finger, and that shows better resistance to water, to oil and to sebum, whereas the sole application of polymer 1 (Examples 5, 7, 9) form a deposit that has poor resistance to oil and to sebum. In addition, Example 7 forms a film that is more tacky and that transfers onto the finger.

[0186] Thus, the resistance of the film to contact with olive oil and sebum is markedly improved by the application of the top coat composition comprising the 3-aminopropyl-terminated polydimethylsiloxane. Furthermore, when the base coat composition contains 2-octyldodecanol, application of the top coat also makes it possible to improve the tack-free and transfer-resistance properties on contact of the film obtained with a finger.

[0187] The lipstick compositions of Examples 6 and 8 applied to the lips thus make it possible to obtain a non-tacky, transfer-resistant and oil- and sebum-resistant makeup which thus has good persistence.

[0188] The compositions of Example 10 applied to the skin thus make it possible to obtain a non-tacky, transfer-resistant and oil- and sebum-resistant makeup which thus has good persistence.

COMPARATIVE EXAMPLES 11 AND 12

Cosmetic Evaluation of Makeup Compositions

[0189] The two base coat makeup compositions (lipstick) containing the polymer of Example 2 and a top coat composition containing 3-aminopropyl-terminated polydimethylsiloxane described below were prepared.

[0190] The compositions were applied and the cosmetic properties of the film obtained were evaluated as described previously in Examples 5 to 10.

TABLE-US-00002 Example 12 Example 11 (invention) Base Coat Polymer of Example 2 25 g 25 g Pigmentary paste 5 g with DC Red 7 5 g with DC Red 7 containing 40% by weight of pigment in isododecane Disteardimonium 10 g 10 g hectorite (Bentone Gel ISD V from Elementis) Isododecane qs 100 g qs 100 g Top Coat No Yes 3-Aminopropyl- 10 g terminated polydimethylsiloxane (Mn 2 500; reference 481688 from Sigma) Isododecane 90 g Appearance of the film Homogeneous Homogeneous film film Water resistance ++ +++ Olive oil resistance 0 +++ Sebum resistance 0 +++ Non-tacky +++ +++ Transfer-resistant +++ +++

[0191] The results obtained show that the deposit resulting from the application of polymer 2 followed by 3-aminopropyl-terminated polydimethylsiloxane (Example 12) forms a non-tacky homogeneous film that does not transfer by finger, and that is resistant to water, to oil and to sebum, whereas the sole application of polymer 2 (Example 11) forms a deposit that has poor resistance to oil and to sebum.

[0192] Thus, the resistance of the film to contact with olive oil and sebum is markedly improved by the application of the top coat composition comprising the 3-aminopropyl-terminated polydimethylsiloxane.

[0193] The lipstick compositions of Example 12 applied to the lips thus make it possible to obtain a non-tacky, transfer-resistant and water-, oil- and sebum-resistant makeup which thus has good persistence.

COMPARATIVE EXAMPLES 13 AND 14

Cosmetic Evaluation of Makeup Compositions

[0194] The two makeup compositions (foundation) of base coat containing the polymer of Example 3 and a top coat composition containing 3-aminopropyl-terminated polydimethylsiloxane described below were prepared.

[0195] The compositions were applied and the cosmetic properties of the film obtained were evaluated as described previously in Examples 5 to 10.

TABLE-US-00003 Example 14 Example 13 (invention) Base Coat Polymer of Example 3 25 g 25 g Pigmentary paste 5 g with red iron 5 g with red iron containing 40% by oxide oxide weight of pigment in isododecane Disteardimonium 10 g 10 g hectorite (Bentone Gel ISD V from Elementis) Isododecane qs 100 g qs 100 g Top Coat No Yes 3-Aminopropyl- 10 g terminated polydimethylsiloxane (Mn 2 500; reference 481688 from Sigma) Isododecane 90 g Appearance of the film Homogeneous Homogeneous film film Water resistance ++ +++ Olive oil resistance 0 +++ Sebum resistance 0 +++ Non-tacky +++ +++ Transfer-resistant +++ +++

[0196] The results obtained show that the deposit resulting from the application of polymer 3 followed by 3-aminopropyl-terminated polydimethylsiloxane (Example 12) forms a non-tacky homogeneous film that does not transfer by finger, and that is resistant to water, to oil and to sebum, whereas the sole application of polymer 2 (Example 11) forms a deposit that has poor resistance to oil and to sebum.

[0197] Thus, the resistance of the film to contact with olive oil and sebum is markedly improved by the application of the top coat composition comprising the 3-aminopropyl-terminated polydimethylsiloxane.

[0198] The compositions of Example 14 applied to the skin thus make it possible to obtain a non-tacky, transfer-resistant and water-, oil- and sebum-resistant makeup which thus has good persistence.

COMPARATIVE EXAMPLES 15 AND 16

Cosmetic Evaluation of Mascara Composition

[0199] A base coat composition containing 25% AM of polymer of Example 4, 5% of black iron oxide, 10% of disteardimonium hectorite (Bentone Gel ISD V from Elementis) and 65% of isododecane was applied to a false eyelash specimen. The treated eyelashes were left to dry naturally (25 C.) for 24 hours.

[0200] 0.5 g of a top coat composition containing 10% AM of 3-aminopropyl-terminated polydimethylsiloxane (Mn 2500; reference 481688 from Sigma) in isododecane was then applied to the false eyelashes, and was then left to dry naturally for 24 hours (Example 16 according to the invention).

[0201] The persistence with respect to sebum of the deposit formed on the treated eyelashes was then evaluated by immersing the treated eyelashes in artificial sebum for 5 minutes. The eyelashes were then left to dry naturally and were rubbed on blotting paper. No trace of deposit was observed on the paper: the deposit formed on the eyelashes is thus sebum-resistant.

[0202] In comparison, the same test was performed on eyelashes treated with the sole application of the base coat composition (without application of the top coat composition) (Example 15): black traces were observed on the blotting paper: the deposit formed on the eyelashes shows poor sebum resistance.

[0203] Application of the top coat composition containing the 3-aminopropyl-terminated polydimethylsiloxane makes it possible to improve the sebum resistance of the film obtained.

COMPARATIVE EXAMPLES 17 AND 18

Cosmetic Evaluation of Hair Composition

[0204] 0.5 g of a base coat composition containing 10% AM of the polymer of Example 1 in isododecane was applied to a 2.7 g lock of washed and dried hair (lock No. 1). The treated lock was left to dry naturally (25 C.) for 24 hours. 0.5 g of a top coat composition containing 10% AM of ethylenediamine in isododecane was then applied to the lock, which was then left to dry naturally for 24 hours (Example 18 according to the invention). The base coat composition alone was applied to another lock of hair (lock No. 2) (Example 17).

[0205] The fixing quality of the lock of hair was evaluated by observing the more or less rigid appearance of the lock: the lock is taken by one of its ends with the fingers and turned upside-down, holding it at the bottom; the shape of the lock is then observed; either the lock retains its shape, which means that the lock is fixed very well; or the lock becomes deformed (under the effect of gravity) which means that the lock is not fixed well.

[0206] The persistence with respect to water and the fixing property of the treated locks were then evaluated by immersing the treated lock in water for 5 minutes. The locks were then dried manually, followed by drying under a hood. The rigidity of the two locks was observed.

[0207] It was found that the lock treated according to Example 18 before and after immersion in water has a rigid form with good hair fixing.

[0208] The hair fixing of Example 18 thus shows good persistence with respect to water.

[0209] The lock treated according to Example 17 has a rigid form before immersion in the water, but loses its rigidity after immersion in the water: the lock is supple and has no fixing.

COMPARATIVE EXAMPLES 19 TO 24

Cosmetic Evaluation of Makeup Compositions with Application in Two Steps

[0210] The makeup composition (lipstick) of base coat containing the polymer of Example 4 and 5 top coat compositions containing an amine compound chosen from 3-aminopropyl-terminated polydimethylsiloxane (Mn=25 000 and 50 000), ethylenediamine, polyetherdiamine and bis-cetearyl amodimethicone described below were prepared.

[0211] The compositions were applied and the cosmetic properties of the film obtained were evaluated as described previously in Examples 5 to 10.

[0212] The following results were obtained:

TABLE-US-00004 Example Example Example Example Example Example 19 20 (invention) 21 (invention) 22 (invention) 23 (invention) 24 (invention) Base Coat Polymer of 20 g AM 20 g AM 20 g AM 20 g AM 20 g AM 20 g AM Example 4 Pigmentary 5 g with 5 g with 5 g with 5 g with 5 g with 5 g with paste containing DC Red DC Red DC Red DC Red DC Red DC Red 40% by weight of 7 7 7 7 7 7 pigment in isododecane Disteardimonium 10 g 10 g 10 g 10 g 10 g 10 g hectorite (Bentone Gel ISD V from Elementis) Isododecane qs 100 g qs 100 g qs 100 g qs 100 g qs 100 g qs 100 g Top Coat 3-Aminopropyl- 10 g terminated polydimethylsiloxane (Mn 25 000; DMS A-31 from Gelest) 3-Aminopropyl- 10 g terminated polydimethylsiloxane (Mn 25 000; DMS A-35 from Gelest) Ethylenediamine 10 g Polyetherdiamine 10 g (1) Bis-cetearyl 10 g amodimethicone (2) Isododecane qs 100 g qs 100 g qs 100 g qs 100 g qs 100 g Evaluation of the film Appearance of Homogeneous Homogeneous Homogeneous Homogeneous Homogeneous Homogeneous the film film film film film film film Olive oil 0 +++ ++ ++ ++ ++ resistance Non-tacky +++ +++ +++ +++ +++ +++ Transfer- ++ +++ +++ +++ +++ +++ resistant (1) Jeffamine ED-900 Polyetheramine (Huntsman) (2) Silsoft AX (Momentive Performance Materials)

[0213] The results obtained show that the deposit resulting from the application of polymer 4 followed by the amine compound (Examples 20 to 24) forms a non-tacky homogeneous film that does not transfer by finger, and that is resistant to oil, whereas the sole application of polymer 4 (Example 19) forms a deposit that transfers onto the finger and has poor resistance to oil.

[0214] Thus, the non-tacky and transfer-resistant aspect on contact with the finger, and also the resistance of the film to contact with olive oil are improved with the application of the top coat composition containing the amine compounds tested.

[0215] The compositions of Examples 20 to 24 applied to the lips thus make it possible to obtain a non-tacky, transfer-resistant and oil-resistant makeup which thus has good persistence.