COSMETIC COMPOSITION COMPRISING SPECIFIC HYPERBRANCHED COPOLYMERS AND NON-IONIC EMULSIFIERS BEING AN ETHER OR AN ESTER OF (POLY)ETHYLENEOXIDE

Abstract

The present invention relates to cosmetic skin care compositions which comprise a hyperbranched copolymer of the monomers dodecenyl succinic acid anhydride, diisopropanol amine and bis-dimethylaminopropyl amine having quaternary terminal groups and at least one non-ionic emulsifier being an ether or an ester of (poly)ethylene glycol.

Claims

1. A cosmetic skin care composition comprising a hyperbranched copolymer of the monomers (i) dodecenyl succinic acid anhydride (ii) diisopropanol amine (iii) bis-dimethylaminopropyl amine having terminal groups of formula ##STR00010## and having a molecular weight Mn of between 1200 and 4000 g/mol; and at least one non-ionic emulsifier being an ether or an ester of (poly)ethylene glycol.

2. The cosmetic composition according to claim 1 wherein the hyperbranched copolymer is prepared by the consecutive steps a1) polymerizing the monomers (i) and monomers (ii) and monomers (iii) to yield a polyesteramide having terminal dimethylamino groups of the formula ##STR00011## a2) quaternization of the dimethyl amino groups of the polyesteramide of step al) by 2-chloroacetate, particularly by sodium 2-chloroacetate.

3. The cosmetic composition according to claim 1, wherein the molar ratio of the monomers (i) to monomers (ii) is between 5:1 and 0.5:1, particularly between 4:1 and 1:1, preferably between 3:1 and 3:2.

4. The cosmetic composition according to claim 1, wherein the molar ratio of the monomers (i) to monomers (iii) is between 5:1 and 0.5:1, particularly between 3:1 and 1:1, preferably between 2.5:1 and 1.1:1.

5. The cosmetic composition according to claim 1, wherein the hyperbranched copolymer has a number average molecular weight M.sub.n of between 1400 and 3000 g/mol, preferably between 2100 and 2300 g/mol.

6. The cosmetic composition according to claim 1, wherein the non-ionic emulsifier being an ether or an ester of (poly)ethylene glycol is a compound of formula (I) or (II) ##STR00012## whereas R stands for a hydrocarbon group with at least 8, preferably at least 12, more preferably at least 14, carbon atoms; and n is an integer of 1-400, preferably 1-200, more preferably 1-40.

7. The cosmetic composition according to claim 1, wherein the non-ionic emulsifier being an ether or an ester of (poly)ethylene glycol is a monoester of (poly)ethylene glycol with stearic acid.

8. The cosmetic composition according to claim 1 wherein the total amount of the non-ionic emulsifier being an ether or an ester of (poly)ethylene glycol is selected in the range of 0.1 to 6% by weight, preferable in the range of 0.25 to 5% by weight, most preferably in the range of 0.5 to 4% by weight.

9. The cosmetic composition according to claim 1, wherein the cosmetic composition is a skin care composition, preferably a sun care composition.

10. The cosmetic composition according to claim 1, wherein the composition is a sulfate-free cosmetic composition.

11. The cosmetic composition according to claim 1, wherein the composition is free of cationic emulsifier.

12. Use of a hyperbranched copolymer of the monomers (i) dodecenyl succinic acid anhydride (ii) diisopropanol amine (iii) bis-dimethylaminopropyl amine having terminal groups of formula ##STR00013## and having a molecular weight Mn of between 1200 and 4000 g/mol in a cosmetic skin care composition comprising at least one non-ionic emulsifier being an ether or an ester of (poly)ethylene glycol for reducing the material transfer to a contacted surface.

13. The use according to claim 12 wherein the contacted surface is a glass surface.

14. The use according to claim 12, wherein the contacted surface is a display of a mobile phone, computer device or tablet.

Description

EXAMPLES

[0116] The present invention is further illustrated by the following experiments. These examples are illustrative only and are not intended to limit the scope of the invention in any way.

Preparation of Hyperbranched Copolymer (HBC1)

[0117] The hyperbranched copolymer HBC1 of the monomers dodecenyl succinic acid anhydride and diisopropanol amine and bis-dimethylaminopropyl amine has been prepared according to example 3 in EP 2 794 729 B1 using 237.59 g of N,N-bis(N′N′-dimethylaminopropyl)amine and 112.6 g diisopropanol amine and 426.89 g of dodecenylsuccinic anhydride. After heating and vacuum, the residual carboxylic acid content of <0.3 meq/g (tritrimetrical analysis) AV=9.8 mg KOH/g and amine content of 2.99 meq/g (tritrimetrical analysis) and a molecular weight Mn=2240 was obtained. This product has been reacted with sodium chloroacetate in water and stirred at 80° C. until .sup.1H-NMR analysis shows a complete conversion of the chloroacetate to obtain the hyperbranched copolymer HBC1 which has terminal groups of the formula

##STR00009##

and a molecular weight Mn of 2.3 kDa.

[0118] The hyperbranched copolymer HBC1 was used as a 45% solution in water in the following experiments.

Material Transfer

[0119] The material transfer has been determined with the sponge test as outlined in the following:

[0120] Cut a sponge cloth (Weitawip Claire, from Weita AG: cellulose/cotton fiber mixture, 200 g/m.sup.2, 5 mm thickness) into pieces of 76mm×26mm

[0121] Tare the sponge sample

[0122] Apply 350 mg of the respective sample (=cosmetic composition) and distribute homogenously all over the sponge surface of 76 mm×26 mm

[0123] Weigh the sponge with the applied sample

[0124] Tare a microscope slide (glass plate 76 mm×26 mm×1 mm)

[0125] Put the microscope slide (glass plate) on top of the sponge, on which a balance weight of 500g (height: 6.3 cm, diameter at area of contact: 3.7 cm) is placed for 10 seconds to apply a specific pressure to the sample

[0126] Remove cautiously vertically the microscope slide — Weigh the removed microscope slide and determine accordingly the amount of sample transferred to the glass plate

[0127] Repeat the test for each composition 10 times to receive an average value (mean value) for each sample.

Preparation of Cosmetic Compositions

[0128] The ingredients (in % by weight) of the oil phase according to table 1 have been combined and heated up to 85° C. The ingredients (in % by weight) of the water phase according to table1 have been combined, stirred until the Xanthan Gum is completely dissolved and then heated up to 80° C. The two phases have been combined and homogenized for 1 minute with 10′000 rpm. Under moderate stirring the emulsion is cooled down to 35° C. In case a hyperbranched copolymer is used in an example, the respective hyperbranched polymer (in % by weight) is now added to the emulsion under stirring. The stirring has been continued until the emulsion reached room temperature. The amounts of ingredients of the zo compositions (sum up to 100% by weight) used are chosen so that each composition has a total weight of 70 grams.

TABLE-US-00001 TABLE 1 Material transfer of cosmetic compositions and respective reductions. Ingredient (INCI) Ref.1 1 Ref.2 2 Ref.3 Ref.4 Oil Phase dicaprylyl 15.0 15.0 15.0 15.0 15.0 15.0 carbonate ceteraryl alcohol 2.0 2.0 2.0 2.0 2.0 2.0 stearyl alcohol 2.0 2.0 2.0 2.0 2.0 2.0 PEG-100 stearate, 2.0 2.0 glyceryl stearate.sup.3 steareth-21.sup.4 2.0 2.0 sorbitan stearate.sup.5 2.0 2.0 Water phase aqua Ad 100 Ad 100 Ad 100 Ad 100 Ad 100 Ad 100 glycerin 3.0 3.0 3.0 3.0 3.0 3.0 xanthan gum 0.2 0.2 0.2 0.2 0.2 0.2 Preservative 1.0 1.0 1.0 1.0 1.0 1.0 (phenoxyethanol) HBC1 6.0 6.0 6.0 (45% aq. solution) Transfer [%].sup.1 2.22 1.56 1.89 1.17 1.74 1.36 Reduction [%].sup.2 29.73 38.10 21.84 .sup.1Material transfer of cosmetic composition in respect of composition applied to the sponge. .sup.2Reduction of material transfer as compared to the respective reference (e.g. for 1: .29.73% = 100% − 100*(1.56/2.22)). .sup.3Arlacel 165 (Croda Inc) PEG-ester .sup.4Brij -S721 (Croda Inc) PEG-ether .sup.5Dehymuls SMS (BASF)

[0129] The results of table 1 clearly show that samples with the specific hyper-branched copolymer have a significant higher reduction in material transfer than the respective reference (comparative) examples (“Ref.”) examples without said copolymer (1 vs. Ref.1, 2 vs. Ref.2, Ref.3 vs. Ref.4). Furthermore, the results of table 1 also clearly shows the influence of the non-ionic emulsifier. It shows that a non-ionic emulsifier being an ether or an ester of (poly)ethylene glycol shows a significantly higher reduction of material transfer as compared to different non-ionic emulsifiers (Ref.3, Ref.4).

[0130] The positive results and effect of reduction of material transfer by the composition according to the invention of the above experiments can also be found when the above compositions are applied to finger tips and a touch screen of an Samsung S9 display is touched with such a finger and the amounts of markings on the screen is visually assessed.