Skin Care Composition Containing Emulsified

Home , Petroleum jelly, Polyethylene glycol, Vaseline

Patentamt Europaisches ||| || 1 1| || || || ||| || || ||| || ||| || (19) J European Patent Office

Office europeen des brevets (11) EP 0 702 548 B1

(12) EUROPEAN PATENT SPECIFICATION

(45) Date of publicationation and mention (51) |nt. CI.6: A61 K 7/48 of the grant of the patent: 14.10.1998 Bulletin 1998/42 (86) International application number: PCT/EP94/01847 (21) Application number: 94920907.6 (87) International publication number: (22) Date of filing: 04.06.1994 WO 94/28868 (22.12.1994 Gazette 1994/28)

(54) SKIN CARE COMPOSITION CONTAINING EMULSIFIED PETROLEUM JELLY HAUTPFLEGEZUSAMMENSETZUNG MIT EMULSIONIERTEM PETROLEUM COMPOSITION DE SOIN POUR LA PEAU CONTENANT DU PETROLATUM

(84) Designated Contracting States: (72) Inventor: ZIEGLER, Philip Dale CH DE ES FR GB IT LI NL SE Oxford, CT 06478 (US)

(30) Priority: 09.06.1993 US 74184 (74) Representative: Evans, Jacqueline Gail Victoria et al (43) Date of publication of application: Unilever pic 27.03.1996 Bulletin 1996/13 Patent Division Colworth House (73) Proprietors: Sharnbrook • UNILEVER PLC Bedford MK44 1 LQ (GB) London EC4P 4BQ (GB) Designated Contracting States: (56) References cited: GB EP-A-0103 910 WO-A-90/01323 • UNILEVER N.V. DE-A- 2 603 803 US-A- 4 760 096 3013 AL Rotterdam (NL) Designated Contracting States: • DATABASE WPI Week 8327, Derwent CH DE ES FR IT LI NL SE Publications Ltd., London, GB; AN 83-702267 & JP,A,58 088 304 (POLA KASEI) 26 May 1983

CO CO 10 CM o Note: Within nine months from the publication of the mention of the grant of the European patent, give r»- any person may notice to the European Patent Office of opposition to the European patent granted. Notice of opposition shall be filed in o a written reasoned statement. It shall not be deemed to have been filed until the opposition fee has been paid. (Art. Q_ 99(1) European Patent Convention). LU Printed by Xerox (UK) Business Services 2.16.3/3.4 EP 0 702 548 B1

Description

FIELD OF THE INVENTION

5 The invention concerns a cosmetic composition in emulsion form.

BACKGROUND TO THE INVENTION

Petroleum jelly, commercially available under the Vaseline® brand, has long been recognised as therapeutically 10 effective against dry skin. A major negative limiting use of petroleum jelly is the greasiness of this material. Petroleum jelly operates as a barrier but does not penetrate into the skin. Transfer of this material onto clothing, therefore, readily occurs. By contrast, water-based formulations, although often less effective, do not transfer to clothing and exhibit better feel properties. Not surprisingly, water-based cosmetic compositions such as aqueous lotions and creams have gar- nered the main share of the market. 15 An approach to providing the benefits of petroleum jelly while neutralising its greasy feel has been the preparation of aqueous petroleum jelly emulsions. Emulsif iers have been utilised to provide compatibility between aqueous and oil phases. Attempts at emulsif ication have not always been successful. Even when successful, the resultant product often fails to exhibit the skin protective properties of petroleum jelly. New and improved emulsifying systems would be highly desirable. 20 Illustrative of the art is US 4,760,096 (Sakai et al) which discloses a skin moisturising preparation that includes a phosphatide, at least one C10-C30 carboxylic acid sterol ester and at least one C6-C12 alkanoic triglyceride in a derma- tologically acceptable carrier. WO 90/01 323 (Bernstein) describes a composition for preventing dry skin based on a lipid concentrate combining three naturally-occurring lipid groups found in the stratum corneum. These groups include fatty acids, sterols (e.g. cholesterol) and sterol esters, and phospholipids and glycolipids (e.g. lecithin and ceramides). US 25 4,855,090 (Wallach) approaches the problem through the use of liposome technology. A nonaqueous lipophilic phase is combined with an aqueous phase under high shear mixing conditions to form the liposomes. Among the components included in the lipophilic phase are cholesterol and polyoxyethylene fatty ether surfactant while the aqueous phase con- tains phosphatides such as lecithin. EP 103 910 discloses skin conditioning compositions comprising an emulsion of petrolatum, water, an unsaturated 30 monoglyceride emulsif ier and a skin conditioning agent, preferably glycerine. A wide variety of other ingredients may be present, e.g. lecithin. DE 26 03 803 discloses that the stability of cosmetic emulsions can be improved by using a mixture of a fat keton and vegetable sterin as emulsifier for preparing water-in-oil emulsions. In this area of technology, further improvements are desirable with respect to skin conditioning and product stability. Accordingly, it is an object of the present invention to provide a cosmetic composition for skin which exhibits 35 improved moisturisation and provides greater protection against dry skin condition. It is a further object of the present invention to provide a cosmetic composition for skin which has improved storage stability. These and other objects of the present invention will become more readily apparent from the detailed description and examples which follow. 40 DISCLOSURE OF THE INVENTION

Accordingly the invention provides a cosmetic composition comprising:

45 (i) from 5 to 80% by weight of water; (ii) from 0.5 to 30% by weight of petroleum jelly; (iii) from 0.01 to 10% by weight of sterol; (iv) from 0.001 to 5% by weight of a phosphatide; and (v) from 0.5 to 20% by weight of a Ci6-C22 alkanoic triglyceride. 50 The objects of the present invention, especially with respect to emulsion stability and skin moisturisation, are achieved with a water and oil emulsion that includes petroleum jelly, a sterol, a phosphatide and a Ci6-C22 alkanoic triglyceride. The emulsion will contain water in an amount from 5 to 80%, preferably from 10 to 50%, optimally between 20 and 55 40% by weight of the composition. A second essential element of the cosmetic composition according to the present invention is petroleum jelly. The amount of petroleum jelly will range from 0.5 to 30%, preferably between 3 and 20%, optimally 5 and 15% by weight of the composition.

2 EP 0 702 548 B1

A third essential element of the cosmetic composition according to the present invention is a sterol. Preferably the sterol is a 3p-sterol having a tail on the 1 7 position and having no polar groups. Illustrative of this category is cholesterol, sitosterol, stigmasterol and ergosterol. Cholesterol and soy sterol are preferred. A commercial source of soy sterol is a product known as General 122®, available from the Henkel Corporation, Ambler, PA. General 122® is a mixture of stig- 5 masterol, sitosterol and ergosterol. Cosmetic compositions according to the present invention will include the sterol in an amount from 0.01 to 10%, preferably between 0.05 and 2%, optimally between 0.05 and 1.5% by weight of the composition. A further essential component of the cosmetic composition according to the present invention is a phosphatide. Example of suitable phosphatides are lecithin, phosphatidyl choline, phosphatidyl ethanolamine, phosphatidyl serine, 10 phosphatidyl inositol, diphosphatidyl glycerol and mixture thereof. Lysophosphoglycerides may also serve as the phosphatide. Preferred among the foregoing list is lecithin. Amounts of the phosphatide will range from 0.001 to 5%, preferably from 0.01 to 2%, optimally between 0.025 and 1% by weight of the composition. A further essential component of the cosmetic composition according to the present invention is a Ci6-C22 alkanoic triglyceride. Preferably the triglyceride will be based on a material whose major component is linoleic acid residues. 15 Sunflower seed oil is the preferred embodiment. Amounts of the triglyceride will range from 0.5 to 20%, preferably from 1 to 15%, optimally between 2 and 10% by weight of the composition. Another useful ingredient of the cosmetic composition according to the present invention is a gamma-linolenic acid. Borage seed oil (comprising 20% gamma-linolenic acid) is a desirable source for this ingredient. Amounts of the gamma-linolenic acid may conveniently range from 0.001 to 5%, preferably between 0.01 to 2% by weight of the com- 20 position. For improved lubricity, there may also be included one or more silicone oils or fluids which may be selected from a dimethyl polysiloxane, a methylphenyl polysiloxane and an alcohol-soluble silicone glycol copolymer. Preferred siloxanes include dimethyl polysiloxane (CTFA name: dimethicone), a polysiloxane end-blocked with trimethyl units and polydimethylcyclosiloxane, (CTFA name: cyclomethicone). The preferred siloxanes exhibit a viscosity from about 2 to 25 50 centistokes at 25°C. Amounts of the silicones can conveniently range from 0.5 to 60%, preferably between 1 and 30% by weight of the composition. A variety of oily emollients may be employed in the compositions of this invention. These emollients may be selected from hydrocarbon oils (e.g. mineral oils) Ci-C2o alkyl esters of fatty acids having 10 to 20 carbon atoms, Ci0- C22 fatty acids (e.g. stearic, palmitic, myristic and oleic acids), Ci0-C22 fatty alcohols (e.g. stearyl, palmityl, lauryl, myr- 30 istyl and oleyl alcohols), Ci0-C22 fatty alcohol ethers formed from ethoxylation of the alcohols with 1 -50 ethylene or propylene oxide groups, C5-C50 polyhydric alcohol esters and combinations thereof. Amounts of the above listed emollients may range anywhere from 0.5 to 40% by weight of the total composition. Preferably the amounts of these emollients will range from 2 to 25%, optimally between 5 and 15% by weight. Humectants of the polyhydric alcohol-type may also be included in the compositions of this invention. The humect- 35 ant aids in increasing the effectiveness of the emollient, reduces scaling, stimulates removal of built-up scale and improves skin feel. Typical polyhydric alcohols include polyalkylene glycols and more preferably alkylene polyols and their derivatives, including propylene glycol, dipropylene glycol, polypropylene glycol, polyethylene glycol and derivatives thereof, sorbitol, hydroxypropyl sorbitol, hexylene glycol, 1,3-butylene glycol, 1,2,6-hexanetriol, ethoxylated glycerin, propoxylated glycerin and mixtures thereof. For the best result humectant is preferably glycerin. The amount of 40 humectant may range anywhere from 0.5 to 20%, preferably between 1 and 1 5% by weight of the composition. Sunscreen agents may also be included within compositions of the present invention. The term "sunscreen agent" as used herein defines ultraviolet ray-blocking compounds exhibiting absorption within the wavelength region between 290 and 420 nm. Sunscreens may be classified into five groups based upon their chemical structure: para-amino ben- zoates; salicylates; cinnamates; benzophenones; and miscellaneous chemicals including menthyl anthralinate and 45 digalloyl trioleate. Inorganic sunscreens may also be used including titanium dioxide, zinc oxide, iron oxide and polymer particles such as those of polyethylene and polyamides. The compositions of the invention can also include thickeners/viscosif iers in amounts up to 5% by weight. As known to those skilled in the art, the precise amount of thickeners can vary depending upon the consistency and thickness of the composition which is desired. Exemplary thickeners are xanthan gum, sodium carboxymethyl cellulose, hydroxy- 50 alkyl and alkyl celluloses, and cross-linked acrylic acid polymers such as those sold by B.F Goodrich under the Car- bopol® trademark. Preservatives can desirably be incorporated into the cosmetic compositions of this invention to protect against the growth of potentially harmful microorganisms. While it is in the aqueous phase that microorganisms tend to grow, microorganisms can also reside in the oil phase. As such, preservatives which have solubility in both water and oil are pref- 55 erably employed in the present compositions. Suitable preservatives for compositions of the invention are alkyl esters of para-hydroxybenzoic acid, hydantoin derivatives, propionate salts, and a variety of quaternary ammonium compounds. Cosmetic chemists are familiar with appropriate preservatives and routinely choose them to satisfy the pre- servative challenge test and to provide product stability. Particularly preferred preservatives are DMDM hydantoin,

3 EP 0 702 548 B1

methyl paraben, imidazolidinyl urea, sodium dehydroxyacetate, propyl paraben and benzyl alcohol. The preservatives should be selected having regard for the use of the composition and possible incompatibilities between the preservatives and other ingredients in the emulsion. Preservatives are preferably employed in amounts ranging from 0.01% to 2% by weight of the composition. Minor adjunct ingredient may also include fragrances, antifoam agents, bacteriostats, opacifiers and colourants, each in their effective amounts to accomplish their respective functions.

EXAMPLES

The following examples will more fully illustrate the embodiments of this invention. All parts, percentage and pro- portions referred to herein and in the appended claims are by weight unless otherwise indicated.

EXAMPLE 1

The following formulation is a cream composition that was prepared with the following ingredients.

CREAM INGREDIENT WEIGHT % RANGE Water 30-60 Carbopol Dispersion (2% in water) 10-50 Petroleum Jelly 5-30 Myreth-3-Myristate 2-20 Glycerin 2-20 Sunflower Seed Oil 0.5-10 Cetearyl Alcohol/Cetyl Steareth 20 0.5-10 Triethanolamine 0.1-5 Dimethicone 0.1-5 DMDM Hydantoin 0.05-1 Methyl Paraben 0.05-1 Propyl Paraben 0.05-1 Fragrance 0.05-1 Cholesterol 0.01-1 Stearic Acid 0.01-1 Lecithin 0.01-1 Borage Seed Oil (Gamma-Linolenic Acid) 0.01-1

EXAMPLE 2

The following formulation is a lotion composition that was prepared with the following ingredients.

LOTION INGREDIENT WEIGHT % RANGE Water 40-80 EP 0 702 548 B1

(continued) LOTION INGREDIENT WEIGHT % RANGE Glycerin 1 -30 Petroleum Jelly 1-30 Carbopol Dispersion (2%) 1 -20 Mineral Oil 0.5-10 Stearic Acid 0.5-10 Sunflower Seed Oil 0.5-10 Glycol Stearate 0.5-10 Cetyl Acetate 0.5-10 Glycerol Monostearate 0.5-10 Triethanolamine 0.5-10 Dimethicone 0.5-10 POE-40-Stearyl Ether 0.1-5 Cetyl Alcohol 0.1-5 Methyl Paraben 0.5-1 Propyl Paraben 0.5-1 Fragrance 0.5-1 Magnesium Aluminum Silicate 0.5-1 Cholesterol 0.01-1 Disodium EDTA 0.01-1 Lecithin 0.01-1 DMDM Hydantoin 0.01-1 Borage Seed Oil (Gamma-Linolenic Acid) 0.01-1 Ascorbyl Palmitate 0.0001-0.1

EXAMPLE 3

The following formulation is a concentrate composition that was prepared with the following ingredients.

CONCENTRATE INGREDIENT WEIGHT % RANGE Glycerin 10-50 Carbopol Dispersion (2%) 10-50 Cyclomethicone 5-30 Cyclomethicone/Dimethicone 5-30 Sunflower Seed Oil 5-20 Petroleum Jelly 1-20 Oleth-10 1-20 EP 0 702 548 B1

(continued) CONCENTRATE INGREDIENT WEIGHT % RANGE General 1 22® (Soy Sterol) 0.5-10 Borage Seed Oil (Gamma-Linolenic Acid) 0.5-10 Silicone Fluid 350 0.5-10 Water 0.5-10 Stearic Acid 0.5-10 Lecithin 0.1-1 Triethanolamine 0.1-1 Vitamin E Acetate 0.1-1 Vitamin A PalmitateA/itamin D3 0.1-1 GlydantPlus® 0.01-1 Disodium EDTA 0.01-1

EXAMPLE 4

A series of formulations were prepared to evaluate emulsion stabilities of the key components of compositions 25 according to the present invention. These formulations are listed in the Table below.

6 EP 0 702 548 B1

U C 1 0 XI>— -H (0 in ■U r-l 10 3 a e 3 «

>i C u 0 -H •H CO tO 0 10 T3 rH s: u O 3U O 0 E "H -rH 01 c 0 ■H 4J 15 rt tH rt ft HI CO

>1 C rH 20 o a) ■rl E co a) TJ rH U O 0 3 4J 4J -rl 0 E 3 XX! 01 (U XI 3 e 25 C rH W 0 0 E 3 XX! -H 01

CO 11 -rl 4J o u -a ■H . <1) 0 CO k -O rl a o Q.-H ft 0 E u IB >H •H a C , U 3 o u o a l-l -H rH ■rl E a k -rl i-i 14-1 In 01 co a ft 4J O o a Qj-rl >1 8 rd 0) a) 3 nj u X! M-l 50 V s ft CO ft 0

55 Formulations A and B demonstrate that even in the presence of lecithin (emulsifying agent) a combination of water and petroleum jelly exhibit immediate phase separation. Addition of soy sterol or cholesterol, as in Formulations C and D, do allow for the structuring of an emulsion. However, these emulsions were extremely thick and physically unattrac- tive. In the absence of lecithin, but with soy sterol present, Formulation E exhibited phase separation between water and

7 EP 0 702 548 B1 petroleum jelly. By contrast with Formulations A-E, addition of sunflower seed oil (C16-C22 alkanoic triglyceride), as shown in For- mulation F, achieved an excellent emulsion with good storage stability. Replacement of the sunflower seed oil with caprylic/capric (C6-Ci2 alkanoic) triglyceride (as in Formulation G), provided an emulsion that was only momentarily stable and broke shortly after preparation. These results indicate the critically of the lecithin, sterol, C-|6-C22 alkanoic triglyceride combination for stabilising a water and petroleum jelly emulsion.

Claims

1 . A cosmetic composition comprising:

(i) from 5 to 80% by weight of water; (ii) from 0.5 to 30% by weight of petroleum jelly; (iii) from 0.01 to 10% by weight of sterol; (iv) from 0.001 to 5% by weight of phosphatide; and (v) from 0.5 to 20% by weight of a C-|6-C22 alkanoic triglyceride.

2. A composition according to claim 1 , wherein the sterol is selected from the group consisting of cholesterol, stigmasterol, sitosterol, ergosterol and combinations thereof.

3. A composition according to claim 1 , or claim 2 wherein the phosphatide comprises lecithin.

4. A composition according to any one of claims 1 to 3, wherein the triglyceride comprises a sunflower seed oil.

5. A composition according to any one of the claims 1 to 4, wherein water is present in an amount from 1 0 to 50% by weight.

6. A composition according to any one of claims 1 to 5, wherein the petroleum jelly is present in an amount from 3 to 20% by weight.

7. A composition according to any one of claims 1 to 6, wherein the sterol is present in an amount from 0.05 to 2% by weight.

8. A composition according to any one of claims 1 to 7, wherein the phosphatide is present in an amount from 0.01 to 2% by weight.

9. A composition according to any one of claims 1 to 8, wherein the C-|6-C22 alkanoic triglyceride is present in an amount from 1 to 1 5% by weight.

10. A composition according to any one of claims 1 to 9, further comprising from 0.0001 to 5% by weight of gamma- linolenic acid.

Patentanspruche

1. Eine kosmetische Zusammensetzung, enthaltend:

(i) Von 5 bis 80 Gewichtsprozent Wasser; (ii) von 0,5 bis 30 Gewichtsprozent Erdolgallerte; (iii) von 0,01 bis 10 Gewichtsprozent Sterin; (iv) von 0,001 bis 5 Gewichtsprozent Phosphatid und (v) von 0,5 bis 20 Gewichtsprozent eines C16.22-alkanoischen Triglycerids.

2. Eine Zusammensetzung nach Anspruch 1 , worin das Sterin ausgewahlt ist aus der Gruppe bestehend aus Chole- sterin, Stigmasterin, Sitosterin, Ergosterin und Kombinationen derselben.

3. Eine Zusammensetzung nach Anspruch 1 oder Anspruch 2, worin das Phosphatid Lecithin enthalt.

4. Eine Zusammensetzung nach irgendeinem der Anspriiche 1 bis 3, worin das Triglycerid ein Sonnenblumensa-

8 EP 0 702 548 B1

menol enthalt.

5. Eine Zusammensetzung nach irgendeinem der Ansprtiche 1 bis 4, worin Wasser in einer Menge von 10 bis 50 Gewichtsprozent zugegen ist. 5 6. Eine Zusammensetzung nach irgendeinem der Anspriiche 1 bis 5, worin die Petroleumgallerte in einer Menge von 3 bis 20 Gewichtsprozent zugegen ist.

7. Eine Zusammensetzung nach irgendeinem der Anspriiche 1 bis 6, worin das Sterin in einer Menge von 0,05 bis 2 10 Gewichtsprozent zugegen ist.

8. Eine Zusammensetzung nach irgendeinem der Anspriiche 1 bis 7, worin das Phosphatid in einer Menge von 0,01 bis 2 Gewichtsprozent zugegen ist.

15 9. Eine Zusammensetzung nach irgendeinem der Anspriiche 1 bis 8, worin das C16.22-alkanoische Triglycerid in einer Menge von 1 bis 15 Gewichtsprozent zugegen ist.

10. Eine Zusammensetzung nach irgendeinem der Anspriiche 1 bis 9, die ferner von 0,0001 bis 5 Gewichtsprozent einer y-Linolensaure enthalt. 20 Revendications

1 . Une composition cosmetique comprenant :

25 (i) 5 a 80 % en masse d'eau ; (ii) 0,5 a 30 % en masse de petrolatum ; (iii) 0,01 a 10% en masse de sterol; (iv) 0,001 a 5 % en masse d'un phosphatide ; et (v) 0,5 a 20 % en masse d'une triglyceride alcanoi'que en Ci6-C22. 30 2. Une composition selon la revendication 1 , dans laquelle le sterol est selectionne parmi le groupe compose de cholesterol, de stigmasterol, de sitosterol, d'ergosterol, et de combinaisons de ceux-ci.

3. Une composition selon la revendication 1 ou 2, dans laquelle le phosphatide comprend la lecithine. 35 4. Une composition selon I'une des revendications 1 a 3, dans laquelle la triglyceride comprend une huile de tourne- sol.

5. Une composition selon I'une des revendications 1 a 4, dans laquelle I'eau est presente dans une quantite comprise 40 entre 1 0 et 50 % en masse.

6. Une composition selon I'une des revendications 1 a 5, dans laquelle le petrolatum est present dans une quantite comprise entre 3 et 20 % en masse.

45 7. Une composition selon I'une des revendications 1 a 6, dans laquelle le sterol est present dans une quantite comprise entre 0,05 et 2 % en masse.

8. Une composition selon I'une des revendications 1 a 7, dans laquelle le phosphatide est present dans une quantite comprise entre 0,01 et 2 % en masse. 50 9. Une composition selon I'une des revendications 1 a 8, dans laquelle la triglyceride alcanoi'que en C16-C22 est presente dans une quantite comprise entre 1 et 15 % en masse.

10. Une composition selon I'une des revendications 1 a 9, comprenant en outre 0,0001 a 5 % en masse d'acide 55 gamma-linoleique.