AU7227598A - Compositions containing select solid polyol fatty acid polyesters - Google Patents

Description

WO 98/52531 PCT/IB98/00787 COMPOSITIONS CONTAINING SELECT SOLID POLYOL FATTY ACID 5 POLYESTERS TECHNICAL FIELD The present invention relates to compositions suitable for topical application to human hair or skin, which comprise a select combination of solid polyol fatty acid 10 polyesters having a melting point of from about 30 0 C to about 80 0 C and liquid oils having a melting point of less than about 30 0 C to about -30 0 C. BACKGROUND OF THE INVENTION Topical compositions containing emollients have been used for many years in the treatment of human hair or skin. For example, occlusive hydrocarbons such as 15 petrolatum have been used as topical emollients to provide a protective film onto human skin to prevent water loss to the environment. Petrolatum has also been used in hair care products such as conditioners and grooming aids. However, the most effective and widely used compositions containing occlusive emollients suffer from negative aesthetic qualities such as greasiness and 20 stickiness. Moreover, some occlusive emollients that are used to provide a protective film on the skin results in clogging the skin pores and preventing the flow of oxygen. This obstruction of the skin surface or blockage of the passage or circulation of air and moisture limits the use of such heavy, occlusive emollient materials. Additionally, European Patent No. 458,600 B 1, published March 2, 1994, 25 discloses occlusive skin care compositions containing a polyol fatty acid polyester having at least 4 free hydroxyl groups, at least 60% of which are esterified with one or more fatty acids having from 8 to 22 carbon atoms which can form an occlusive film on the skin following topical application thereon. U.S. Patent No. 5,160,738, to Macaulay et al., issued November 3,1992, further discloses occlusive compositions 30 containing a blend of two or more polyol fatty acid polyesters which has the appearance and physical properties of petrolatum. However, these compositions also have the disadvantage of being heavy and can clog the skin pores preventing the flow of oxygen. It has now been found that compositions containing occlusive emollients can 35 be formulated without being heavy, sticky, or greasy. These compositions contain a select combination of solid polyol fatty acid polyesters having a melting point of from about 30'C to about 80 0 C, and liquid oils having a melting point less than WO 98/52531 PCT/IB98/00787 2 about 30 0 C to about -30'C, and such compositions are applicable in a variety of products to provide both efficacy and aesthetic benefits. It is therefore an object of the present invention to provide a composition which has both effective emolliency and acceptable aesthetic qualities, and which 5 contain an occlusive emollient used in combination with a liquid oil. It is a further object of the present invention to provide topical compositions containing polyol fatty acid polyesters which are not heavy, sticky, and greasy, and which are effective in the treatment of human hair or skin. SUMMARY OF THE INVENTION 10 The present invention relates to a composition suitable for topical application to the human hair or skin, which comprises a combination of a solid polyol fatty acid polyester having a melting point of from about 30 0 C to about 80'C, and a liquid oil other than a liquid polyol fatty acid polyester having a melting point of less than about 30 0 C to about -30 0 C, wherein said solid polyol fatty acid polyester has a 15 polyol moiety and at least 1 fatty acid moiety, the polyol moiety having at least 4 free hydroxyl groups wherein at least 60% of these free hydroxyl groups are esterified with one or more fatty acid moieties having from about 8 to about 22 carbon atoms. The composition preferably further comprises a topical carrier for the solid polyol fatty acid polyester and liquid oil combination. 20 All percentages and ratios used herein are by weight and all measurements made are at 250C, unless otherwise designated. The invention hereof can comprise, consist of, or consist essentially of, the essential as well as optional ingredients and components described herein. DETAILED DESCRIPTION OF THE INVENTION 25 The term "topical composition" as used herein means a composition suitable for topical application to human hair or skin. The term is used to encompass a wide variety of personal care, beauty care, and cosmetic compositions. Nonlimiting examples of topical compositions include lotions, creams, hand and body lotions, skin conditioning lotions and creams, skin protectant compositions, sunscreen 30 compositions, cold creams, anti-acne compositions, skin renewal products, non lathering cleansing lotions, moisturizers, facial moisturizers, make-ups, foundations, lipsticks, lip protectants, skin cleansers, hand, face, and body cleansers, shower products, shampoos, and the like. The term "topical carrier", as used herein, is well-known to one of ordinary 35 skill in the art, and means one or more compatible solid or liquid filler diluents or vehicles which are suitable for administration to a human. The term "compatible", as used herein, means that the components of the topical carrier are capable of being WO 98/52531 PCT/IB98/00787 3 comingled with the components of the present invention, and with each other, in a manner such that there is no interaction which would substantially reduce the efficacy or aesthetics of the cosmetic composition under ordinary use situations. The topical carrier must be a pharmaceutically acceptable carrier. The term 5 "pharmaceutically-acceptable", as used herein, means that the topical carrier must be of sufficiently high purity and be suitable for use in contact with human hair or skin without undue toxicity, incompatibility, instability, allergic response, and the like. The melting point of the solid polyol fatty acid polyesters and liquid oils can be determined using conventional techniques. Such techniques are well defined in 10 the art, and include thermometric as well as calorimetry methodology. A particularly preferred technique for determining the melting point is described in U.S. Patent No. 5,306,514, to Letton et al., issued April 26, 1994, which is incorporated by reference herein in its entirety. This technique typically involves measuring melting points using Differential Scanning Calorimetry (DSC) whereby a scanning temperature of 5 15 oC/minute is used to measure the melting point. The melting point is the temperature at the intersection of the baseline, i.e. the specific heat line, with the line tangent to the trailing edge of the endothermic peak. Solid Polvol Fatty Acid Polyester The composition of the present invention comprises a solid polyol fatty acid 20 polyester at concentrations ranging from about 0.1% to about 99.9%, preferably from about 0.5% to about 75%, more preferably from about 1% to about 50%, even more preferably from about 2% to about 25%, by weight of the composition. These solid polyol fatty acid polyesters have melting points of from about 30 0 C to about 80 0 C, and are derived from any aliphatic or aromatic polyol which has at least 4 free 25 hydroxyl groups, of which at least 60% of these free hydroxyl groups are then esterified with one or more fatty acids having from about 8 to about 22 carbon atoms. The fatty acids can also be described as carboxylic acids, because the terms fatty acid and carboxylic acid are often used interchangeably by those skilled in the art. 30 The solid polyol polyesters employed in this invention are polyol esters or polyesters wherein the fatty acid ester groups of the polyester comprise a combination of: (a) long chain unsaturated fatty acid moieties or a mixture of long chain unsaturated fatty acid moieties and short chain saturated fatty acid moieties, and (b) long chain saturated fatty acid moieties, the ratio of (a) to (b) being from 35 about I to 15 to about 2 to 1. At least about 15%, preferably at least about 30%, more preferably at least about 50%, and most preferably at least about 60% by weight of the total fatty acid moieties of the polyesters are C20 or higher saturated WO 98/52531 PCT/IB98/00787 4 fatty acid moieties. The long chain unsaturated fatty acid moieties are typically straight chain and contain at least about 12, preferably about 12 to about 22, more preferably about 18 to about 22 carbon atoms. The most preferred unsaturated fatty acids are the C 18 mono and/or di unsaturated fatty acids. The short chain saturated 5 fatty acids are typically unbranched and contain about 2 to about 12, preferably about 6 to about 12, and most preferably about 8 to about 12 carbon atoms. The long chain saturated fatty acids are typically straight chain and contain at least about 20, preferably about 20 to about 22, and most preferably about 22 carbon atoms. The molar ratio of Group (a) fatty acid moieties to Group (b) fatty acid moieties in 10 the polyester molecule is from about 1:15 to about 2:1, preferably about 1:7 to about 5:3, and more preferably about 1:7 to about 3:5. The average degree of esterification of these fatty acid esters is such that at least about 60% of the hydroxyl groups of the polyol are esterified. In the case of sucrose polyesters from about 7 to about 8 of the hydroxyl groups of the polyol are preferably esterified. 15 Typically, substantially all, e.g., at least about 85%, preferably at least about 95%, of the hydroxyl groups of the polyol are esterified. Preferred polyols of the solid polyol fatty acid esters are sugars, including monosaccharides and disaccharides and trisaccharides, containing from about 4 to about 11 hydroxyl groups. Most preferred sugars are those which contain about 4 to 20 about 8, more preferably about 6 to about 8 hydroxyl groups. Examples of those containing four hydroxyl groups are the monosaccharides xylose, arabinose, and combinations thereof. Suitable five hydroxyl group-containing polyols are the monosaccharides galactose, fructose, mannose, glucose, and combinations thereof. Examples of disaccharide polyols which can be used include maltose, lactose, 25 sucrose, and combinations thereof, all of which contain eight hydroxyl groups. The preferred polyol is sucrose. Examples of long chain unsaturated fatty acid moieties include, but are not limited to, lauroleate, myristoleate, palmitoleate, oleate, elaidate, erucate, linoleate, linolenate, arachidonate, eicosapentaentoate, and docosahexaenoate. For oxidative 30 stability, the mono- and diunsaturated fatty acid moieties are preferred. Examples of suitable short chain saturated fatty acid moieties include, but are not limited to, acetate, caproate, caprylate, caprate, and laurate. Examples of suitable long chain saturated fatty acid moieties include, but are not limited to, arachidate, behenate, lignocerate, and cerotate. 35 Of course, the long chain unsaturated fatty acid moieties can be used singly or in mixtures with each other or in mixtures with the short chain saturated fatty acid moieties, in all proportions. Likewise, the long chain saturated fatty acid WO 98/52531 PCT/IB98/00787 5 moieties can be used in combination with each other in all proportions. Mixed fatty acid moieties from source oils which contain substantial amounts of the desired unsaturated or saturated acids can be used as the acid moieties to prepare compounds for use herein. The mixed fatty acids from the oils should contain at 5 least about 30%, preferably at least about 50%, and most preferably at least about 80% of the desired unsaturated or saturated acids. For example, rapeseed oil fatty acids or soybean oil fatty acids can be used instead of pure C 12-C 16 unsaturated fatty acids. Hardened, i.e. hydrogenated, high erucic rapeseed oil fatty acids can be used instead of pure C20-C22 saturated acids. Preferably the C20 and higher acids, 10 or their derivatives, e.g. methyl or other low alkyl esters, are concentrated for example by distillation. The fatty acids from palm kernal oil or coconut oil can be used as a source of C8 to C12 acids, An example of the use of source oils to make solid polyol polyesters for use in the compositions herein is the preparation of solid sucrose polyester, employing the fatty acids of high oleic sunflower oil and 15 substantially completely hydrogenated high erucic rapeseed oil. When sucrose is substantially completely esterified with a 1:3 by weight blend of the methyl esters of the fatty acids of these two oils, the resulting sucrose polyester will have a molar ratio of unsaturated C18 acid radicals to C20 and higher saturated acid radicals of about 1:1 and about 28.6 weight percent of the total fatty acids in the polyester will 20 be C22 fatty acids. The higher the proportions of the desired unsaturated and saturated acids in the fatty acid stocks used in making the solid polyol polyester, the more efficient the ester will be in its ability to bind with the liquid oils described hereinbelow. Examples of solid polyol fatty acid polyesters for use in the composition 25 herein include, but are not limited to, the octaester of raffinose in which the esterifying fatty acid moieties are linoleate and behenate in a 1:3 molar ratio; the heptaester of maltose wherein the esterifying fatty acid moieties are sunflower seed oil fatty acids and lignocerate in a 3:4 molar ratio; the octaester of sucrose wherein the esterifying fatty acid moieties are oleate and behenate in a 2:6 molar ratio; and 30 the octaester of sucrose wherein the esterfying fatty acid moieties are laurate, linoleate and behenate in a 1:3:4 molar ratio. A preferred material is sucrose polyester in which the degree of esterification is 7-8, and in which the fatty acid moieties are C18 mono- and/or di-unsaturated and behenic, in a molar ratio of unsaturates:behenic of 1:7 to 3:5. A particularly preferred polyol ester is the 35 octaester of sucrose in which there are about 7 behenic fatty acid moieties and about I oleic moiety in the molecule.

WO 98/52531 PCT/IB98/00787 6 The solid fatty acid polyesters herein can be made according to prior art known methods for preparing polyesters of polyols. See, for example U.S. Patent No. 5,306,516, to Letton et al., issued April 26, 1994; U.S. Patent No. 5,306,515, to Letton et al., issued April 26, 1994; U.S. Patent No. 5,305,514, to Letton et al., 5 issued April 26, 1994; U.S. Patent No. 4,797,300, to Jandacek et al., issued January 10, 1989; U.S. Patent No. 3,963,699, to Rizzi et al., issued June 15, 1976; U.S. Patent No. 4,518,772, to Volpenhein, issued May 21, 1985; and U.S. Patent No. 4,517,360, to Volpenhein, issued May 21, 1985; all of which are incorporated by reference herein in their entirety. 10 Liquid Oil The composition of the present invention comprises a liquid oil used in combination with the solid polyol fatty acid polyester described herein. The liquid oil can be used as an individual liquid oil or a combination of liquid oils, and is included at concentrations ranging from about 0.1% to about 99.9%, preferably from 15 about 0.5% to about 75%, more preferably from about 1% to about 50%, even more preferably from about 2% to about 25%, by weight of the composition. Liquid oils useful herein are those materials which have a melting point less than about 30 0 C, preferably less than about 30 0 C to about -30 0 C, more preferably less than about 27.50C to about -300C, and even more preferably less than about 20 25 0 C to about -300C The liquids oils generally have a low solubility in water, generally less than about 1% by weight at 25 0 C. Examples of suitable liquid oils include, but are not limited to, mineral oil, hydrocarbons having from about 5 to about 16 carbon atoms, fatty alcohol esters having from about 3 to about 22 carbon atoms, fatty acid esters having from about 3 to about 30 carbon atoms, vegetable 25 oils, and mixtures thereof. Other liquid oils suitable for use herein are described in WO 95-00166, to Gordon et al., published January 5, 1995, which is incorporated by reference herein in its entirety. Mineral oil, which is also known as petrolatum liquid, is suitable for use herein. This compound is a mixture of liquid hydrocarbons obtained from 30 petroleum. See The Merck Index, Tenth Edition, Entry 7048, p. 1033 (1983) and International Cosmetic Ingredient Dictionary, Fifth Edition, vol. 1, p.

4 1 5

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4 17 (1993), which are incorporated by reference herein in their entirety. Suitable hydrocarbons for use herein include straight and branched chain hydrocarbons having from about 5 to about 16 carbon atoms. Nonlimiting examples 35 of these hydrocarbon materials include dodecane, isododecane, hydrogenated polyisobutylene, hexadecane, isohexadecane (a commercially available hydrocarbon WO 98/52531 PCT/IB98/00787 7 sold as Permethyl® 101A by Presperse, South Plainfield, NJ). Also useful are the

C

5

-C

16 isoparaffins, which are C 5 -C 16 branched hydrocarbons. Suitable fatty alcohol esters for use herein include esters and diesters of fatty alcohols which have from about 3 to about 22 carbon atoms. Also useful are fatty 5 acid esters having from about 3 to about 30 carbon atoms. Nonlimiting examples of these ester materials include isopropyl myristate, isopropyl palmitate, isopropyl stearate, diisopropyl adipate, and dioctyl sebacate (dioctyl ester of decanedioic acid). Vegetable oils which are liquid at ambient temperatures of from about 20 0 C to about 25 0 C are also useful herein. Examples of suitable vegetable oils include cod 10 liver oil, dolphin oil, lard oil, neat's-foot oil, porpoise oil, seal oil, sperm oil, whale oil, acorn oil, almond oil, beechnut oil, chaulmoogra oil, rapeseed, soybean oil, sunflower-seed oil, groundnut oil, cottonseed oil, corn oil, safflower oil, olive oil, menhaden oil, sesame seed, castor oil, hazelnut oil, hemp-seed oil, linseed oil, mustard (black) oil, neem oil, peanut oil, pistachio-nut oil, poppy-seed oil, pumpkin 15 seed oil, Tung oil, white-mustard-seed oil, pine oil, wheat germ oil, derivatives thereof and mixtures thereof. Topical Carrier The composition of the present invention comprises from about 0.1% to about 99.9%, preferably from about 50% to about 99%, and more preferably from about 20 60% to about 95% by weight of a topical carrier for the solid polyol fatty acid polyester and liquid oil combination, and for any other optional components of the present invention. The solid polyol fatty acid polyester and liquid oil combination of the present invention can be formulated into a wide variety of product types, including creams, 25 lotions, milks, gels, hand and body lotions, cold creams, non-lathering cleansing lotions, facial moisturizers, sunscreens, anti-acne preparations, topical analgesics, mascaras, lipsticks, skin cleansers, hand, face, and body cleansers, shower products, shampoos, and the like. The carriers and any additional components required to formulate such products vary with product type and can be routinely chosen by one 30 skilled in the art. The topical carrier can be in a wide variety of forms. For example, emulsion carriers, including, but not limited to, oil-in-water, water-in-oil, water-in-oil-in water, and oil-in-water-in-silicone emulsions, are useful herein. These emulsions can cover a broad range of viscosities, e.g., from about 100 cps to about 200,000 cps. 35 Other suitable topical carriers include anhydrous liquid solvents such as alcohols, and silicones (e.g., ethanol, isopropanol, dimethicone, cyclomethicone, and the like); aqueous-based single phase liquid solvents (e.g., hydro-alcoholic solvent systems); WO 98/52531 PCT/IB98/00787 8 and thickened versions of these anhydrous and aqueous-based single phase solvents (e.g., where the viscosity of the solvent has been increased to form a solid or semi solid by the addition of appropriate gums, resins, waxes, polymers, salts, and the like). Examples of topical carrier systems useful in the present invention are 5 described in the following references all of which are incorporated herein by reference in their entirety: "Sun Products Formulary" Cosmetics & Toiletries, vol. 105, pp. 122-139 (December 1990); "Sun Products Formulary", Cosmetics & Toiletries, vol. 102, pp. 117-136 (March 1987); U.S. Patent No. 4,960,764 to Figueroa et al., issued October 2, 1990; U.S. Patent No. 4,254,105 to Fukuda et al., 10 issued March 3, 1981; U.S. Patent No. 4,976,953, to Orr et al., issued December 11, 1990; U.S. Patent No. 5,073,372, to Turner et al., issued December 17, 1991; U.S. Patent No. 5,585,104, to Ha et al., issued December 17, 1996; U.S. Patent No. 5,607,678, to Moore et al., issued March 4, 1997; U.S. Patent No. 5,607,980, to McAtee et al., issued March 4, 1997; and U.S. Patent No. 5,618,522, to Kaleta et al., 15 issued April 8, 1997. The topical carrier can also comprise an oil-in-water emulsion system having complex structures such as liquid crystals and crystalline gel networks. The nature of liquid crystals, the formation of liquid crystals, the properties and advantages of liquid crystals are described further in G. Dahms, Properties of O/W Emulsions With 20 Anisotropic Lameliar Phases, 101 Cosmetics & Toiletries, 113-115 (1986); P. Loll, Liquid Crystals in Cosmetic Emulsions, ICI Surfactants'Publication RP94-93E; and G. M. Eccleston, Multiple-Phase Oil-In-Water Emulsions, 41, J. Soc. Cosmet. Chem., 1-22, (January/February 1990); all of which are incorporated herein by reference in their entirety. 25 Additional Components A wide variety of additional components can be employed in the compositions herein. Non-limiting examples include the following: Pharmaceutical Actives The compositions of the present invention can comprise a safe and effective 30 amount of a pharmaceutical active. The phrase "safe and effective amount", as used herein, means an amount of an active high enough to significantly or positively modify the condition to be treated, but low enough to avoid serious side effects (at a reasonable benefit/risk ratio), within the scope of sound medical judgment. A safe and effective amount of the pharmaceutical active will vary with the specific active, 35 the ability of the composition to penetrate the active through the skin, the amount of composition to be applied, the particular condition being treated, the age and WO 98/52531 PCT/IB98/00787 9 physical condition of the patient being treated, the severity of the condition, the duration of the treatment, the nature of concurrent therapy, and like factors. The pharmaceutical actives which can be used in the compositions of the present invention preferably comprise from about 0.1% to about 20% by weight of 5 the compositions, more preferably from about 0.1% to about 10%, and most preferably from about 0.1% to about 5%. Mixtures of pharmaceutical actives may also be used. Nonlimiting examples of pharmaceutical actives can include the following: Useful pharmaceutical actives in the compositions of the present invention 10 include anti-acne drugs. Anti-acne drugs for use herein include the keratolytics such as salicylic acid, sulfur, lactic acid, glycolic, pyruvic acid, resorcinol, and N acetylcysteine; retinoids such as retinoic acid and its derivatives (e.g., cis and trans); antibiotics and antimicrobials such as benzoyl peroxide, octopirox, erythromycin, zinc, tetracyclin, triclosan, azelaic acid and its derivatives, phenoxy ethanol and 15 phenoxy propanol, ethylacetate, clindamycin and meclocycline; sebostats such as flavinoids; alpha and beta hydroxy acids; and bile salts such as scymnol sulfate and its derivatives, deoxycholate, and cholate. Preferred anti-acne actives are those selected from the group consisting of salicylic acid, sulfur, resorcinol, lactic acid, zinc, erythromycin, benzoyl peroxide, and mixtures thereof. More preferred is 20 salicylic acid. Useful pharmaceutical actives in the compositions of the present invention include non-steroidal anti-inflammatory drugs (NSAIDS). The NSAIDS can be selected from the following categories: propionic acid derivatives; acetic acid derivatives; fenamic acid derivatives; biphenylcarboxylic acid derivatives; and 25 oxicams. All of these NSAIDS are fully described in the U.S. Patent 4,985,459 to Sunshine et al., issued January 15, 1991, incorporated by reference herein. Most preferred are the propionic NSAIDS including but not limited to aspirin, acetaminophen, ibuprofen, naproxen, benoxaprofen, flurbiprofen, fenoprofen, fenbufen, ketoprofen, indoprofen, pirprofen, carprofen, oxaprozin, pranoprofen, 30 miroprofen, tioxaprofen, suprofen, alminoprofen, tiaprofenic acid, fluprofen and bucloxic acid. Also useful are the steroidal anti-inflammatory drugs including hydrocortisone and the like. Useful pharmaceutical actives in the compositions of the present invention include antipruritic drugs. Antipruritic drugs preferred for inclusion herein include 35 pharmaceutically-acceptable salts of methdilizine and trimeprazine. Useful pharmaceutical actives in the compositions of the present invention include anesthetic drugs. Anesthetic drugs preferred for inclusion herein include WO 98/52531 PCT/IB98/00787 10 pharmaceutically-acceptable salts of lidocaine, bupivacaine, chlorprocaine, dibucaine, etidocaine, mepivacaine, tetracaine, dyclonine, hexylcaine, procaine, cocaine, ketamine, pramoxine and phenol. Useful pharmaceutical actives in the compositions of the present invention 5 include antimicrobial drugs (antibacterial, antifungal, antiprotozoal and antiviral drugs). Antimicrobial drugs preferred for inclusion herein include pharmaceutically acceptable salts of b-lactam drugs, quinolone drugs, ciprofloxacin, norfloxacin, tetracycline, erythromycin, amikacin, triclosan, doxycycline, capreomycin, chlorhexidine, chlortetracycline, oxytetracycline, clindamycin, ethambutol, 10 metronidazole, pentamidine, gentamicin, kanamycin, lineomycin, methacycline, methenamine, minocycline, neomycin, netilmicin, paromomycin, streptomycin, tobramycin, miconazole and amanfadine. Antimicrobial drugs preferred for inclusion herein include tetracycline hydrochloride, erythromycin estolate, erythromycin stearate (salt), amikacin sulfate, doxycycline hydrochloride, 15 capreomycin sulfate, chlorhexidine gluconate, chlorhexidine hydrochloride, chlortetracycline hydrochloride, oxytetracycline hydrochloride, clindamycin hydrochloride, ethambutol hydrochloride, metronidazole hydrochloride, pentamidine hydrochloride, gentamicin sulfate, kanamycin sulfate, lineomycin hydrochloride, methacycline hydrochloride, methenamine hippurate, methenamine mandelate, 20 minocycline hydrochloride, neomycin sulfate, netilmicin sulfate, paromomycin sulfate, streptomycin sulfate, tobramycin sulfate, miconazole hydrochloride, amanfadine hydrochloride, amanfadine sulfate, triclosan, octopirox, parachlorometa xylenol, nystatin, tolnaftate and clotrimazole. Also useful herein are sunscreening agents. A wide variety of sunscreening 25 agents are described in U.S. Patent No. 5,087,445, to Haffey et al., issued February 11, 1992; U.S. Patent No. 5,073,372, to Turner et al., issued December 17, 1991; U.S. Patent No. 5,073,371, to Turner et al. issued December 17, 1991; and Segarin, et al., at Chapter VIII, pages 189 et seq., of Cosmetics Science and Technology all of which are incorporated herein by reference in their entirety. Preferred among 30 those sunscreens which are useful in the compositions of the instant invention are those selected from the group consisting of 2-ethylhexyl p-methoxycinnamate, 2 ethylhexyl N,N-dimethyl-p-aminobenzoate, p-aminobenzoic acid, 2 phenylbenzimidazole-5-sulfonic acid, octocrylene, oxybenzone, homomenthyl salicylate, octyl salicylate, 4,4'-methoxy-t-butyldibenzoylmethane, 4-isopropyl 35 dibenzoylmethane, 3-benzylidene camphor, 3-(4-methylbenzylidene) camphor, titanium dioxide, zinc oxide, silica, iron oxide, and mixtures thereof.

WO 98/52531 PCT/IB98/00787 11 Still other useful sunscreens are those disclosed in U.S. Patent No. 4,937,370, to Sabatelli, issued June 26, 1990; and U.S. Patent No. 4,999,186, to Sabatelli et al., issued March 12, 1991; these two references are incorporated by reference herein in their entirety. The sunscreening agents disclosed therein have, in a single molecule, 5 two distinct chromophore moieties which exhibit different ultra-violet radiation absorption spectra. One of the chromophore moieties absorbs predominantly in the UVB radiation range and the other absorbs strongly in the UVA radiation range. These sunscreening agents provide higher efficacy, broader UV absorption, lower skin penetration and longer lasting efficacy relative to conventional sunscreens. 10 Especially preferred examples of these sunscreens include those selected from the group consisting of 4 -N,N-(2-ethylhexyl)methylaminobenzoic acid ester of 2,4 dihydroxybenzophenone, 4 -N,N-(2-ethylhexyl)methylaminobenzoic acid ester with 4-hydroxydibenzoylmethane, 4-N,N- (2-ethylhexyl)methylaminobenzoic acid ester of 2 -hydroxy-4-(2-hydroxyethoxy)benzophenone, 4-N,N-(2-ethylhexyl) 15 methylaminobenzoic acid ester of 4-(2-hydroxyethoxy)dibenzoylmethane, and mixtures thereof. Generally, the compositions can comprise from about 0.5% to about 20% of the sunscreens useful herein. Exact amounts will vary depending upon the sunscreen chosen and the desired Sun Protection Factor (SPF). SPF is a commonly used 20 measure of photoprotection of a sunscreen against erythema. See Federal Register, Vol. 43, No. 166, pp. 38206-38269, August 25, 1978, which is incorporated herein by reference in its entirety. Also useful in the compositions of the present invention are sunless tanning agents including dihydroxyacetone, glyceraldehyde, indoles and their derivatives, 25 and the like. These sunless tanning agents can also be used in combination with the sunscreen agents. Other useful actives include skin bleaching (or lightening) agents including but not limited to hydroquinone, ascorbic acid, kojic acid and sodium metabisulfite. Humnectants and Moisturizers 30 The compositions of the present invention can also contain one or more additional humectant or moisturizing materials other than those described herein. A variety of these materials can be employed and each can be present at a level of from about 0.1% to about 20%, more preferably from about 1% to about 10% and most preferably from about 2% to about 5%, by weight of the composition. These 35 materials include guanidine; glycolic acid and glycolate salts (e.g. ammonium and quaternary alkyl ammonium); lactic acid and lactate salts (e.g. ammonium and quaternary alkyl ammonium); aloe vera in any of its variety of forms (e.g., aloe vera WO 98/52531 PCT/IB98/00787 12 gel); polyhydroxy alcohols such as sorbitol, glycerol, hexanetriol, propylene glycol, butylene glycol, hexylene glycol and the like; polyethylene glycols; sugars and starches; sugar and starch derivatives (e.g., alkoxylated glucose); hyaluronic acid; lactamide monoethanolamine; acetamide monoethanolamine; and mixtures thereof 5 Emulsifiers The compositions herein can contain various emulsifiers. These emulsifiers are useful for emulsifying the various carrier components of the compositions herein. Suitable emulsifiers can include any of a wide variety of nonionic, cationic, anionic, and zwitterionic emulsifiers disclosed in the prior patents and other references. See 10 McCutcheon's, Detergents and Emulsifiers, North American Edition (1986), published by Allured Publishing Corporation; U.S. Patent No. 5,011,681 to Ciotti et al., issued April 30, 1991; U.S. Patent No. 4,421,769 to Dixon et al., issued December 20, 1983; and U.S. Patent No. 3,755,560 to Dickert et al., issued August 28, 1973; these four references are incorporated herein by reference in their entirety. 15 Suitable emulsifier types include esters of glycerin, esters of propylene glycol, fatty acid esters of polyethylene glycol, fatty acid esters of polypropylene glycol, esters of sorbitol, esters of sorbitan anhydrides, carboxylic acid copolymers, esters and ethers of glucose, ethoxylated ethers, ethoxylated alcohols, alkyl phosphates, polyoxyethylene fatty ether phosphates, fatty acid amides, acyl lactylates, soaps and 20 mixtures thereof. Suitable emulsifiers can include, but are not limited to, polyethylene glycol 20 sorbitan monolaurate (Polysorbate 20), polyethylene glycol 5 soya sterol, Steareth 20, Ceteareth-20, PPG-2 methyl glucose ether distearate, Ceteth-10, Polysorbate 80, cetyl phosphate, potassium cetyl phosphate, diethanolamine cetyl phosphate, 25 Polysorbate 60, glyceryl stearate, PEG-100 stearate, and mixtures thereof. The emulsifiers can be used individually or as a mixture of two or more and can be included at concentrations ranging from about 0.1% to about 10%, more preferably from about 1% to about 7%, and most preferably from about 1% to about 5%, by weight of the composition. 30 Carboxylic Acid Copolymer Thickeners Another component useful in the compositions herein is a carboxylic acid copolymer thickener. These crosslinked polymers contain one or more monomers derived from acrylic acid, substituted acrylic acids, and salts and esters of these acrylic acids and the substituted acrylic acids, wherein the crosslinking agent 35 contains two or more carbon-carbon double bonds and is derived from a polyhydric alcohol. The preferred polymers for use herein are of two general types. The first type of polymer is a crosslinked homopolymer of an acrylic acid monomer or WO 98/52531 PCT/IB98/00787 13 derivative thereof (e.g., wherein the acrylic acid has substituents on the two and three carbon positions independently selected from the group consisting of C 1-4 alkyl, -CN, -COOH, and mixtures thereof). The second type of polymer is a crosslinked copolymer having a first monomer selected from the group consisting of 5 an acrylic acid monomer or derivative thereof (as just described in the previous sentence), a short chain alcohol (i.e. a C 14) acrylate ester monomer or derivative 1-4 thereof (e.g., wherein the acrylic acid portion of the ester has substituents on the two and three carbon positions independently selected from the group consisting of C 1-4 alkyl, -CN, -COOH, and mixtures thereof), and mixtures thereof; and a second 10 monomer which is a long chain alcohol (i.e. C 840) acrylate ester monomer or 8-40 derivative thereof (e.g., wherein the acrylic acid portion of the ester has substituents on the two and three carbon positions independently selected from the group consisting of Cl- 4 alkyl, -CN, -COOH, and mixtures thereof). Combinations of these two types of polymers are also useful herein. 15 In the first type of crosslinked homopolymers the monomers are preferably selected from the group consisting of acrylic acid, methacrylic acid, ethacrylic acid, and mixtures thereof, with acrylic acid being most preferred. In the second type of crosslinked copolymers the acrylic acid monomer or derivative thereof is preferably selected from the group consisting of acrylic acid, methacrylic acid, ethacrylic acid, 20 and mixtures thereof, with acrylic acid, methacrylic acid, and mixtures thereof being most preferred. The short chain alcohol acrylate ester monomer or derivative thereof is preferably selected from the group consisting of C 1-4 alcohol acrylate esters, C 1 -4 alcohol methacrylate esters, C 1

-

4 alcohol ethacrylate esters, and mixtures thereof, with the C 1-4 alcohol acrylate esters, C 1-4 alcohol methacrylate esters, and mixtures 25 thereof, being most preferred. The long chain alcohol acrylate ester monomer is selected from C 8

-

4 0 alkyl acrylate esters, with C10-30 alkyl acrylate esters being preferred. The crosslinking agent in both of these types of polymers is a polyalkenyl polyether of a polyhydric alcohol containing more than one alkenyl ether group per 30 molecule, wherein the parent polyhydric alcohol contains at least 3 carbon atoms and at least 3 hydroxyl groups. Preferred crosslinkers are those selected from the group consisting of allyl ethers of sucrose and allyl ethers of pentaerythritol, and mixtures thereof. These polymers useful in the present invention are more fully described in U.S. Patent No. 5,087,445, to Haffey et al., issued February 11, 1992; U.S. Patent 35 No. 4,509,949, to Huang et al., issued April 5, 1985; U.S. Patent No. 2,798,053, to Brown, issued July 2, 1957; which are incorporated by reference herein. See also, WO 98/52531 PCT/IB98/00787 14 CTFA International Cosmetic Ingredient Dictionary, fourth edition, 1991, pp. 12 and 80; which is also incorporated herein by reference. Examples of commercially available hompolymers of the first type useful herein include the carbomers, which are homopolymers of acrylic acid crosslinked 5 with allyl ethers of sucrose or pentaerytritol. The carbomers are available as the Carbopol@ 900 series from B.F. Goodrich. Examples of commercially available copolymers of the second type useful herein include copolymers of C 10 -30 alkyl acrylates with one or more monomers of acrylic acid, methacrylic acid, or one of their short chain (i.e. C1- 4 alcohol) esters, wherein the crosslinking agent is an allyl 10 ether of sucrose or pentaerytritol. These copolymers are known as acrylates/C10-30 alkyl acrylate crosspolymers and are commercially available as Carbopol® 1342, Pemulen TR-1, and Pemulen TR-2, from B.F. Goodrich. In other words, examples of carboxylic acid polymer thickeners useful herein are those selected from the group consisting of carbomers, acrylates/C10-C30 alkyl acrylate crosspolymers, and 15 mixtures thereof. The compositions of the present invention can comprise from about 0.025% to about 1%, more preferably from about 0.05% to about 0.75%, and most preferably from about 0.10% to about 0.50%, by weight of the carboxylic acid polymer thickeners. 20 Other Additional Components The compositions of the present invention can comprise a wide range of other additional components. The CTFA Cosmetic Ingredient Handbook, Second Edition, 1992, which is incorporated by reference herein in its entirety, describes a wide variety of nonlimiting cosmetic and pharmaceutical ingredients commonly used in 25 hair and skin care industries, which are suitable for use in the compositions of the present invention. Nonlimiting examples of functional classes of ingredients are described at page 537 of this reference. Examples of these functional classes include: absorbents, abrasives, anti-acne agents, anticaking agents, antifoaming agents, antimicrobial agents, antioxidants, binders, biological additives, buffering 30 agents, bulking agents, chelating agents, chemical additives, colorants, cosmetic astringents, cosmetic biocides, denaturants, drug astringents, film formers, fragrance components, opacifying agents, pH adjusters, plasticizers, preservatives, propellants, reducing agents, additional skin-conditioning agents, suspending agents (nonsurfactant), ultraviolet light absorbers, and viscosity increasing agents (aqueous 35 and nonaqueous). Examples of other functional classes of materials useful herein that are well known to one of ordinary skill in the art include solubilizing agents, sequestrants, and the like.

WO 98/52531 PCT/IB98/00787 15 Nonlimiting examples of these additional components cited in the CTFA Cosmetic Ingredient Handbook, as well as other materials useful herein, include the following: vitamins and derivatives thereof [e.g., vitamin C, Vitamin A (i.e. retinoic acid), retinol, retinoids, and the like]; anti-oxidants; polyethyleneglycols and 5 polypropyleneglycols; polymers for aiding the film-forming properties and substantivity of the composition (such as a copolymer of eicosene and vinyl pyrrolidone, an example of which is available from GAF Chemical Corporation as Ganex® V-220); preservatives for maintaining the antimicrobial integrity of the compositions; antioxidants; chelators and sequestrants; crosslinked and 10 noncrosslinked nonionic and cationic polyacrylamides [e.g., Salcare SC92 which has the CTFA designation polyquaternium 32 (and) mineral oil, and Salcare SC 95 which has the CTFA designation polyquaternium 37 (and) mineral oil (and) PPG-1 trideceth-6, and the nonionic Seppi-Gel polyacrylamides available from Seppic Corp.]; and aesthetic components such as fragrances, pigments, colorings, essential 15 oils, skin senates, astringents, skin soothing agents, skin healing agents and the like, nonlimiting examples of these aesthetic components include clove oil, menthol, camphor, eucalyptus oil, eugenol, menthyl lactate, witch hazel distillate, bisabolol, dipotassium glycyrrhizinate, and the like. Method of Use 20 The compositions of the present invention are used in conventional ways to provide cosmetic or pharmaceutical benefits appropriate to the product such as sun protection, anti-acne benefits, anti-wrinkle and anti-skin aging benefits, artificial tanning, analgesic benefits, skin conditioning benefits, facial moisturization, lip protection, skin cleansing benefits, grooming aids, and the like. Such methods of 25 use depend upon the type of composition employed but generally involve topical application of an effective amount of the product to the hair or skin. By "effective amount" is meant an amount sufficient to provide the benefit desired. Typical amounts of the compositions of the present invention which are applied to the hair or skin will vary depending upon the type of composition and the benefit desired, 30 however, typical ranges are generally from about 1 gram to about 25 gram, with about 2 gram being typical. Examples The following examples further describe and demonstrate embodiments within the scope of the present invention. The examples are given solely for the purpose of 35 illustration and are not to be construed as limitations of the present invention, as many variations thereof are possible without departing from the spirit and scope of the invention.

WO 98/52531 PCT/IB98/00787 16 Ingredients are identified by chemical or CTFA name. Example 1 A topical composition in the form of an emollient cleanser is prepared by combining the following ingredients using conventional mixing techniques. This 5 composition utilizes a mixture of a solid polyol fatty acid polyester ( solid sucrose polyester) and a liquid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy. 10 Ingredients Weight Percent Phase A 15 Disodium EDTA 0.100 Glycerin 4.000 Methylparaben 0.200 Acrylates/C 10-30 alkyl acrylate Crosspolymer 1 0.150 Carbomer 9542 0.250 20 Water QS 100 Phase B Stearic Acid 0.110 Stearyl Alcohol 0.875 Cetyl Alcohol 0.875 25 Propylparaben 0.150 Steareth-2 0.250 Steareth-21 0.500 Solid Sucrose Polyester 3 1.000 Phase C 30 Sodium Hydroxide 4 0.130 Phase D Diisopropyl sebacate 1.500 Isohexadecane 5.000 Phase E 35 Phenoxyethanol 0.500 Fragrance 0.150 Phase F Glucose Amide 0.960 40 1 Available as Pemulen® TR-1 from B.F. Goodrich Corporation. 2 Available as Carbomer® 954 from B.F. Goodrich Corporation. 3 Solid sucrose octaester esterified with 1 oleic and 7 behenic acid moieties. 4 50% aqueous solution.

WO 98/52531 PCT/IB98/00787 17 In a suitable vessel, the Phase A ingredients are mixed at room temperature to form a dispersion and heated with stirring to 70-80oC. In a separate vessel, the Phase B ingredients are heated with stirring to 70-80 0 C. Phase B is then added to Phase A with mixing to form the emulsion. Next, Phase C is added to neutralize the 5 composition. The Phase D ingredients are added with mixing, followed by cooling to 45-50'C. The Phase E ingredients are then added with stirring, followed by cooling to 40 0 C. Phase F is heated with mixing to 40 0 C and added to the emulsion, which is cooled to room temperature. 10 Example 2 A topical composition in the form of a shower product is prepared by combining the following ingredients using conventional mixing techniques. This composition utilizes a mixture of a solid polyol fatty acid polyester (solid sucrose polyester) and a liquid oil to provide emolliency and aesthetic benefits without 15 leaving the skin feeling heavy, sticky or greasy. Ingredients Weight Percent 20 Sodium C 12/14 Alkyl Ether Glycerol Sulfonate 12.0 Ammonium Laureth-3 Sulfate 3.00 Myristic Acid 1.00 Myristic Alcohol 1.00 Cocamidopropyl Betaine 3.00 25 Trihydroxystearin 1.75 Solid Sucrose Polyester 1 1.20 Tetrasodium EDTA 0.13 Glycerin 6.24 Perfume 0.80 30 Polyquat-10 (JR-30M) 0.30 Glydant 0.20 Maleated Soybean Oil 1.00 Water QS 100 35 1 Solid sucrose octaester esterified with 1 oleic and 7 behenic acid moieties. In a suitable vessel, the Polyquat-10 is added to distilled water and allowed to mix until fully hydrated. The surfactants, and water soluble ingredients, are added and the mixture is heated with stirring to 70-80 0 C. In a separate vessel, the solid sucrose polyester is combined with the liquid oils and trihydroxystearin, heated with 40 mixing until uniform, and then added to the mixture heated at 70-80 0 C. The mixture WO 98/52531 PCT/IB98/00787 18 is allowed to cool to 25-35 0 C while continuing to stir. The glydant and perfume ingredients are then added with stirring, and the mixture is cooled to room temperature. 5 Example 3 A topical composition in the form of a shower product is prepared by combining the following ingredients using conventional mixing techniques. This composition utilizes a mixture of a solid polyol fatty acid polyester (solid sucrose polyester) and a liquid oil to provide emolliency and aesthetic benefits without 10 leaving the skin feeling heavy, sticky or greasy. Ingredients Weight Percent Ammonium Lauryl Sulfate 3.15 Ammonium Laureth-3 Sulfate 9.45 Na Lauroamphoacetate 5.40 15 Polyquaternium- 10 0.3 Trihydroxystearin 2.0 Solid Sucrose Polyester 1 1.20 Tetrasodium EDTA 0.13 Glycerin 3.0 20 Perfume 0.80 Citric Acid 0.76 Lauryl Alcohol 2.00 Mineral Oil 3.00 Water QS 100 25 1 Solid sucrose octaester esterified with 1 oleic and 7 behenic acid moieties. In a suitable vessel, the Polyquaternium-10 is added to distilled water and allowed to mix until fully hydrated. The surfactants, and water soluble ingredients, are added and the mixture is heated with stirring to 70-80 0 C. In a separate vessel, 30 the solid sucrose polyester is combined with the liquid oils, lauryl alcohol, and trihydroxystearin, heated with mixing until uniform, and then added to the mixture heated at 70-80 0 C. The mixture is allowed to cool to 25-35 0 C while continuing to stir The glydant and perfume ingredients are then added with stirring, and the mixture is cooled to room temperature. 35 Example 4 A topical composition in the form of a moisturizer is prepared by combining the following ingredients using conventional mixing techniques. This composition utilizes a mixture of a solid polyol fatty acid polyester (solid sucrose polyester) and a WO 98/52531 PCT/IB98/00787 19 liquid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy. Ingredients Weight Percent Cetyl Alcohol 1.80 5 Stearic Acid 0.25 Stearyl Alcohol 1.20 Peg 100-stearate 0.25 Mineral Oil 2.00 Petrolatum 1.50 10 Isopropyl Palmitate 1.00 Cetyl Ricinoleate 1.00 Solid Sucrose Polyester 1 2.00 Dimethicone 3502 0.50 Propyl Paraben 0.10 15 Arlatone (RTM) 21213 1.00 Glycerin 9.00 Urea 2.00 Octyl Methoxycinnamate 2.00 Phenoxyethanol 0.25 20 Carbomer 13824 0.05 Carbomer 9545 0.35 Tetrasodium EDTA 0.10 Titanium Dioxide 0.15 Methyl Paraben 0.20 25 NaOH 0.22 Dimethicone Q-214036 1.00 Isohexadecane 1.00 Water qsl00 30 1 Solid sucrose octaester esterified with 1 oleic and 7 behenic acid moieties. 2 Dow Coming @ 200 Fluid (350 centistoke) from Dow Coming. 3 95% by weight sorbitan stearate and 5% by weight sucrose cocoate. 4 Carbopol® 1382 from B.F. Goodrich. 5 Carbopol® 954 from B.F. Goodrich. 35 6 Dow Coming® Q-2 1403 from Dow Coming which is a mixture of 85% by weight dimethicone and 15% by weight dimethiconal. A first premix of the solid sucrose polyester, Arlatone 2121 and other water soluble ingredients is prepared by admixing in water and heating. A second premix of oil phase ingredients other than the silicones is prepared by mixing and heating 40 and is added to the aqueous premix. The resulting mixture is cooled. The silicones are then added to the resulting oil-in-water emulsion and the mixture is cooled before adding minor ingredients.

Claims (10)

1. A composition comprising a combination of a solid polyol fatty acid polyester having a melting point of from 30 0 C to 80 0 C, and a liquid oil other than a liquid 5 polyol fatty acid polyester having a melting point of less than 30 0 C to -30 0 C, wherein said solid polyol fatty acid polyester has a polyol moiety and at least 1 fatty acid moiety, the polyol moiety having at least 4 free hydroxyl groups wherein at least 60% of these free hydroxyl groups are esterified with one or more fatty acid moieties having from 8 to 22 carbon atoms. 10

2. A topical composition comprising: (a) from 0.1% to 99.9% by weight of a combination of a solid polyol fatty acid polyester having a melting point of from 30 0 C to 80'C, and a liquid oil other than a liquid polyol fatty acid polyester having a melting point of less than 30 0 C 15 to -30 0 C, wherein said solid polyol fatty acid polyester has a polyol moiety and at least 1 fatty acid moiety, the polyol moiety having at least 4 free hydroxyl groups wherein at least 60% of these free hydroxyl groups are esterified with one or more fatty acid moieties having from 8 to 22 carbon atoms; and (b) from about 0.1% to about 99.9% by weight of a topical carrier. 20

3. The composition of Claim 2 wherein the topical carrier is an oil-in-water emulsion.

4. The composition of Claim 2 wherein the topical carrier is an anhydous liquid 25 solvent.

5. The composition of Claims 2, 3, or 4 wherein the composition is in the form of a hand lotion, body lotion, skin conditioning cream, skin protectant, sunscreen, cold cream, anti-acne composition, skin renewal product, non-lathering cleansing 30 lotion, moisturizer, facial moisturizer, make-up, foundation, lipstick, lip protectant, hand cleanser, facial cleanser, body cleanser, shower product, shampoo, and mixtures thereof.

6. The composition of any one of the preceding claims wherein the polyol moiety is 35 sucrose. WO 98/52531 PCT/IB98/00787 21

7. The composition of any one of the preceding claims wherein the fatty acid moiety comprises long chain unsaturated fatty acid moieties having from 12 to 22 carbon atoms, short chain saturated fatty acid moieties having from 2 to 12 carbon atoms, long chain saturated fatty acid moieties having from 20 to 22 5 carbon atoms, and mixtures thereof.

8. The composition of any one of the preceding claims wherein the liquid oil is selected from the group consisting of mineral oil, hydrocarbons having from 5 to 16 carbon atoms, fatty alcohol esters having from 3 to 22 carbon atoms, fatty acid 10 esters having from 3 to 30 carbon atoms, vegetable oils, and mixtures thereof.

9. A method of treating human hair or skin comprising topically applying to a human in need of treatment a safe and effective amount of a composition according to Claim 1. 15

10. A method of treating human hair or skin comprising topically applying to a human in need of treatment a safe and effective amount of a composition according to Claim 2.