TOPICAL COMPOSITION COMPRISING A LIQUID UVB-FILTER OIL

Abstract

The present invention relates to isopropylparabene free topical compositions comprising a specific polyester and at least one liquid UVB-filter oil. Furthermore, the present invention relates to the use of such polyesters to reduce the transfer of oils to surfaces as well as to lessen the overall stickiness of such compositions.

Claims

1. An isopropylparabene free topical composition comprising at least one liquid UVB-filter oil wherein the composition further comprises a polyester comprising (i) between 20 to 50 wt.-%, based on the total weight of the polyester, of 2-(4-C.sub.1-8alkoxybenzylidene)malonate units and (ii) between 50 to 80 wt.-%, based on the total weight of the polyester, C36 dimer fatty units, and with the proviso that the polyester has a hydroxyl value selected in the range of 0 to 120 mg KOH/g, a number average molecular weight (Mn) selected in the range of 1000 to 8000 g/mol and a viscosity of less than 250 Pa.Math.s (25° C.).

2. The topical composition according to claim 1, wherein the polyester is a polyester obtainable by polycondensation of a C.sub.1-8dialkyl 2-(4-C.sub.1-8alkoxybenzylidene)malonate and C36 fatty diol.

3. The topical composition according to claim 2, wherein the C.sub.1-8dialkyl 2-(4-C.sub.1-8alkoxybenzylidene)malonate is selected from the group consisting of di(m)ethyl 2-(4-(m)ethoxybenzylidene)malonate.

4. The topical composition according to claim 1, wherein the polyester is obtained by transesterification of a C.sub.1-8dialkyl 2-(4-C.sub.1-8alkoxybenzylidene)malonate and C36 fatty diol in a mol ratio selected in the range of 1:1.5 to 1.5:1, preferably in the range of 1:1.25 to 1:1, most preferably in the range of 1:1.2 to 1:1.1.

5. The topical composition according to claim 1, wherein the liquid UVB-filter oil is selected from the group consisting of cinnamates, salicylates and cyano acrylates as well as mixtures thereof.

6. The topical composition according to claim 5, wherein the liquid UVB-filter oil is selected from the group consisting of homosalate (PARSOL® HMS), butyl octylsalicylate (Hallbrite® BHB), octocrylene (PARSOL® 340), ethylhexyl methoxycrylene (SolaStay®SI), polyester-25 (SolaStay® PI) and acrylates-copoylmer (AvoBrite™).

7. The topical composition according to claim 1, wherein the amount (total) of the at least one UV-filter oil in the topical composition is selected in the range from 0.1 to 30 wt.-%, more preferably in the range from 1 to 25 wt.-%, most preferably in the range from 5 to 20 wt.-%, based on the total weight of the topical composition.

8. The topical composition according to claim 1, wherein the amount of the polyester in the topical compositions is selected in the range from 0.1 to 15 wt.-%, preferably in the range from 0.5 to 10 wt.-%, most preferably in the range from 1 to 7 wt.-%, based on the total weight of the topical composition.

9. The topical composition according to claim 1, wherein the topical composition is an emulsion containing an oily phase and an aqueous phase.

10. The topical composition according to claim 1, wherein the amount of the oily phase is selected in the range from 10 to 60 wt.-%, preferably in the range from 15 to 50 wt.-%, most preferably in the range from 15 to 40 wt.-%, based on the total weight of the topical composition.

11. The topical composition according to claim 1, wherein the topical composition is in the form of an oil-in-water (O/W) emulsion comprising an oily phase dispersed in an aqueous phase in the presence of an O/W emulsifier, preferably in the presence of a cetyl phosphate.

12. Method for reducing the transfer of a topical composition to glass or plastic surfaces, said method encompassing the step of incorporating a polyester according to claim 1 into said topical composition.

13. Use of a polyester according to claim 1 to reduce the transfer of fat(s) and oil(s), preferably liquid UVB-filter oils contained in a topical composition to a surface and/or to reduce the stickiness of topical composition comprising fat(s) and oil(s), preferably liquid UVB-filter oils.

14. Method to reduce the transfer of fat(s) and/or oil(s), preferably liquid UVB-filter oils to a surface such as in particular to a glass or plastic surface, said method encompassing the addition of a polyester according to claim 1 into a topical composition comprising such fat(s) and oil(s).

15. Method to reduce the stickiness of a topical composition comprising of fat(s) and/or oil(s), preferably liquid UVB-filter oils, said method encompassing the addition of a polyester according to claim 1 into a topical composition comprising such fat(s) and oil(s).

Description

EXPERIMENTAL PART

Example 1: Preparation of the Polyester

[0102] Dimethyl 2-(4-methoxybenzylidene)malonate (Hostavin PR-25, Clariant) and C36 fatty diol (Radianol 1990, Oleon) in a molar ratio of 1:1.09 were charged in a reactor (250 g batch). Afterwards a catalytic amount of tetrabutyl titanate (Lehmann & Voss) was added (approx. 0.1 g per 100 g reaction mixture). Then the reaction mixture was heated to 120° C. Once oligomers were formed, vacuum was applied to remove methanol (MeOH) and further built up the polymer. During this time, samples were taken, and the reaction was stopped at an OHV of 34-38 mg KOH/g. Then, the reaction mixture was cooled, and the obtained polyester was discharged obtaining a polyester having an OHV of 38.2 mg KOH/g, a Mn of 2350 g/mol, a polydispersity of 1.7 and a viscosity of 44.8 Pa S at 25° C. (determined according to ISO 3219).

Example 2: Application Tests

[0103] The formulations (O/W emulsions) as outlined in table 2 have been prepared according to standard methods in the art.

TABLE-US-00001 TABLE 2 O/W emulsion Reference-1 Reference-2 Invention INCI wt.-% Potassium cetyl phosphate 1.50 1.50 1.50 Cetyl Alcohol 3.00 3.00 3.00 C12-15 alkyl benzoate 8.00 8.00 8.00 Dicaprylyl Carbonate 8.00 8.00 8.00 Phenoxyethanol, 1.00 1.00 1.00 Ethylhexylglycerin Polyester of example 1 5.00 — 5.00 Octocrylene — 5.00 Liquid UV-filter as listed in — 5.00 table 3 & 4 Xanthan gum 0.30 0.30 0.30 Disodium EDTA 0.10 0.10 0.10 Aqua Ad 100 Ad 100 Ad 100 Glycerin 3.00 3.00 3.00 Transfer to glass plate 28.1  35.7  see table 3 mean value [mg]
Transfer onto Surfaces

[0104] Then the transfer resistance has been tested with the sponge test as outlined below: [0105] Cut a sponge cloth (Weitawip Claire from Weita AG (Art. No 279051), cellulose/cotton mixture, 200 g/m.sup.2) into pieces of 76 mm×26 mm [0106] Tare the sponge sample [0107] Apply 350 mg cream and distribute homogenously all over the sponge surface of 76 mm×26 mm [0108] Weigh the sponge with the applied sample [0109] Tare microscope slide (glass plate 76 mm×26 mm) [0110] Put a microscope slide (glass plate) on top of the sponge and charge it with a 500 g weight for 10 seconds [0111] Weigh the amount of cream transferred to the glass plate [0112] Repeat the test for each formulation 10 times to receive an average value (mean value) for each formulation
The results are outlined in table 3.

TABLE-US-00002 TABLE 3 transfer of cream Mean value # liquid UVB-filter oil [mg] Inv-1 Ethylhexyl methoxycinnamate.sup.1 20.9 Inv-2 Ethylhexyl salicylate.sup.2 20.7 Inv-3 Homosalate.sup.3 15.9 Inv-4 Butyl octylsalicylate.sup.4 13.8 Inv-5 Octocrylene.sup.5 16.5 Inv-6 Ethylhexyl methoxycrylene.sup.6 15.9 Inv-7 Polyester-25.sup.7 15.1 Inv-8 Acrylates-Copoylmer.sup.8 10.3 .sup.1PARSOL ® MCX (DSM Nutritional Products Ltd) .sup.2PARSOL ® EHS (DSM Nutritional Products Ltd) .sup.3PARSOL ® HMS (DSM Nutritional Products Ltd) .sup.4Hallbrite ® BHB (Hallstar) .sup.5PARSOL ® 340 (DSM Nutritional Products Ltd) .sup.6SolaStay ® S1 (Hallstar) .sup.7SolaStay ® P1 (Hallstar) .sup.8AvoBrite ™ (Hallstar)

[0113] As can be retrieved from table 3, an emulsion comprising the combination of a liquid UVB-filter and a polyester according to the present invention exhibited a significantly reduced amount of cream transferred to the glass surface compared to an emulsion comprising only the liquid UV-filter or the polyester.

[0114] Stickiness

[0115] Afterwards the stickiness of the formulation was tested by measuring the sand adherence: as outlined below: [0116] The cream was applied on Schonberg plates (2 mg/cm.sup.2) [0117] The plates were dried for 15 minutes at 40° C. to form a film, [0118] The plate with the dried film were weighted (control plate), [0119] Sand was put into a petri dish, [0120] The plate was placed with the dried film side into the sand and a weight (500 g) was put onto the plate, [0121] After 5 minutes the plate was taken out of the sand and weighted (sample weight) [0122] The amount of sand sticking to the plate was calculated (sample weight−control weight)

[0123] The results are presented below in table 4 (mean value from 6 plates).

TABLE-US-00003 TABLE 4 stickiness of cream Mean value # liquid UV-filter oil [mg] Ref-1 none 0.83 Inv-9 homosalate.sup.3 0.58 .sup.3PARSOL ® HMS (DSM nutritional Products Ltd)

[0124] As can be retrieved from the results presented in table 4, the combination of a liquid UVB-filter oil with a polyester according to the present invention significantly reduced the stickiness (i.e. sand adherence) of the respective sunscreen.