WO1999024010A1 - Compositions contenant des combinaisons de polyesters d'acide gras de polyol solides et une huile solide - Google Patents

Compositions contenant des combinaisons de polyesters d'acide gras de polyol solides et une huile solide Download PDF

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Publication number
WO1999024010A1
WO1999024010A1 PCT/IB1998/001774 IB9801774W WO9924010A1 WO 1999024010 A1 WO1999024010 A1 WO 1999024010A1 IB 9801774 W IB9801774 W IB 9801774W WO 9924010 A1 WO9924010 A1 WO 9924010A1
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Prior art keywords
fatty acid
solid
composition
polyol
oil
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PCT/IB1998/001774
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English (en)
Inventor
Paul Joseph Drzewiecki
Joseph Anthony Listro
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The Procter & Gamble Company
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Priority to AU95568/98A priority Critical patent/AU9556898A/en
Publication of WO1999024010A1 publication Critical patent/WO1999024010A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair

Definitions

  • compositions suitable for topical application to human hair or skin which comprise a select combination of solid polyol fatty acid polyesters having a melting point of from about 30°C to about 80°C and solid oils other than a solid polyol fatty acid polyester having a melting point of from about 30°C to about 250°C.
  • Topical compositions containing emollients have been used for many years in the treatment of human hair or skin.
  • occlusive hydrocarbons such as 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.
  • compositions containing occlusive emollients suffer from negative aesthetic qualities such as greasiness and stickiness.
  • 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.
  • occlusive skin care compositions containing a polyol fatty acid polyester having at least 4 free hydroxyl groups, at least 60% of which are esterif ⁇ ed 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.
  • these compositions also have the disadvantage of being heavy and can clog the skin pores preventing the flow of oxygen.
  • compositions containing occlusive emollients can 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°C, and solid oils having a melting point of from about 30°C to about 250°C, and such compositions are applicable in a variety of products to provide both emolliency and aesthetic benefits.
  • 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°C to about 80°C, and a solid oil other than a solid polyol fatty acid polyester having a melting point of from about 30°C to about 250°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 about 8 to about 22 carbon atoms.
  • the composition preferably further comprises a topical carrier for the solid polyol fatty acid polyester and solid oil combination.
  • topical composition 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.
  • topical compositions include lotions, creams, hand and body lotions, skin conditioning lotions and creams, skin protectant compositions, sunscreen 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.
  • topical carrier as used herein, is well-known to one of ordinary 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.
  • compatible means that the components of the topical carrier are capable of being 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.
  • 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 solid oils can be determined using conventional techniques. Such techniques are well defined in 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°C/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.
  • DSC Differential Scanning Calorimetry
  • the composition of the present invention comprises a solid polyol fatty acid 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°C to about 80°C, and are derived from any aliphatic or aromatic polyol which has at least 4 free 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.
  • 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 about 1 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 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 C18 mono and/or di unsaturated fatty acids.
  • the short chain saturated 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 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.
  • sucrose polyesters from about 7 to about 8 of the hydroxyl groups of the polyol are preferably esterified.
  • 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 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, sucrose, and combinations thereof, all of which contain eight hydroxyl groups.
  • the preferred polyol is sucrose.
  • long chain unsaturated fatty acid moieties include, but are not limited to, lauroleate, myristoleate, palmitoleate, oleate, elaidate, erucate, linoleate, linolenate, arachidonate, eicosapentaentoate, and docosahexaenoate.
  • the mono- and diunsaturated fatty acid moieties are preferred.
  • Suitable short chain saturated fatty acid moieties include, but are not limited to, acetate, caproate, caprylate, caprate, and laurate.
  • Suitable long chain saturated fatty acid moieties include, but are not limited to, arachidate, behenate, lignocerate, and cerotate.
  • 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.
  • the long chain saturated fatty acid 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 least about 30%, preferably at least about 50%, and most preferably at least about 80% of the desired unsaturated or saturated acids.
  • rapeseed oil fatty acids or soybean oil fatty acids can be used instead of pure C12-C16 unsaturated fatty acids.
  • Hardened, i.e. hydrogenated, high erucic rapeseed oil fatty acids can be used instead of pure C20-C22 saturated acids.
  • the C20 and higher acids, or their derivatives, e.g. methyl or other low alkyl esters, are concentrated for example by distillation.
  • the fatty acids from palm kernel 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 substantially completely hydrogenated high erucic rapeseed oil.
  • sucrose 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 be C22 fatty acids.
  • solid polyol fatty acid polyesters for use in the composition herein include, but are not limited to, the octaester of raffmose 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 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 octaester of sucrose in which there are about 7 behenic fatty acid moieties and about 1 oleic moiety in the molecule.
  • 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., 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.
  • the composition of the present invention comprises a solid oil used in combination with the solid polyol fatty acid polyester described herein.
  • the solid oil can be used as an individual solid oil or a combination of solid oils, and is included 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.
  • solid oils refers to those materials, other than solid polyol fatty acid polyesters, which have a melting point of at least about 30°C, preferably from about 30°C to about 250°C, more preferably from about 37°C to about 100°C, even more preferably from about 37°C to about 80°C.
  • suitable solid oils include, but are not limited to, petrolatum, highly branched hydrocarbons, fatty alcohols, fatty acid esters, vegetable oils, hydrogenated vegetable oils, polypropylene glycols, alpha- hydroxy fatty acids, fatty acids having from about 10 to about 40 carbon atoms, alkyl amides of di and/or tri-basic carboxylic acids, n-acyl amino acid derivatives, and mixtures thereof.
  • Solid oils useful in the cosmetic composition of the present invention are further described in U.S. Patent No. 4,919,934, to Deckner et al., issued April 24 1990, which is incorporated herein by reference in its entirety.
  • Suitable highly branched hydrocarbons for use herein include hydrocarbon compounds having from about 17 to about 40 carbon atoms.
  • hydrocarbon compounds include squalane, cholesterol, lanolin, docosane (i.e. a C 2 hydrocarbon), and isoparaffins.
  • Suitable fatty alcohols for use herein include monohydric alcohols, ethoxylated fatty alcohols, and fatty alcohol esters, excluding the ethoxylated fatty alcohols and fatty alcohol esters useful as emulsifiers herein.
  • Specific examples of commercially available fatty alcohols include, but are not limited to, Unilin 550, Unilin 700, Unilin 425, Unilin 400, Unilin 350, and Unilin 325, all supplied by Petrolite.
  • Suitable ethoxylated fatty alcohols include, but are not limited, Unithox 325, Unithox 400, and Unithox 450, Unithox 480, Unithox 520, Unithox 550, Unithox 720, Unithox 750, all of which are available from Petrolite.
  • suitable esters of fatty alcohols include tri-isostearyl citrate, ethyleneglycol di-12-hydroxystearate, tristearylcitrate, stearyl octanoate, stearyl heptanoate, trilaurylcitrate.
  • Suitable fatty acid esters for use herein include ester waxes, monoglycerides, diglycerides, triglycerides and mixtures thereof.
  • suitable ester waxes include stearyl stearate, stearyl behenate, palmityl stearate, stearyl octyldodecanol, cetyl esters, cetearyl behenate, behenyl behenate, ethylene glycol distearate, ethylene glycol dipalmitate, and beeswax.
  • Examples of commercial ester waxes include Kester waxes from Koster Keunen, Crodamol SS from Croda and Demalcare SPS from Rhone Poulenc.
  • Vegetable oils and hydrogenated vegetable oils which are solid or semi-solid at ambient temperatures of from about 20°C to about 25°C are also useful herein.
  • suitable vegetable oils and hydrogenated vegetable oils include butterfat, chicken fat, goose fat, horse fat, lard (fatty tissue) oil, rabbit fat, sardine oil, tallow (beef), tallow (mutton), Chinese vegetable tallow, babassu oil, cocoa butter, coconut oil, palm oil, palm kernel oil, hydrogenated safflower oil, hydrogenated castor oil, hydrogenated coconut oil, hydrogenated cottonseed oil, hydrogenated menhaden oil, hydrogenated palm kernel oil, hydrogenated palm oil, hydrogenated peanut oil, hydrogenated soybean oil, hydrogenated rapeseed oil, hydrogenated linseed oil, hydrogenated rice bran oil, hydrogenated sesame oil, hydrogenated sunflower seed oil, derivatives thereof and mixtures thereof.
  • Suitable polypropylene glycols for use herein include C4-C1 g alkyl ethers of polypropylene glycols, and C j -C j g carboxylic acid esters of polypropylene glycols.
  • Nonlimiting examples of these materials include PPG-14 butyl ether, PPG-15 stearyl ether, PPG-9, PPG-12, PPG-15, PPG-17, PPG-20, PPG-26, PPG-30, PPG-34, and mixtures thereof.
  • alpha-hydroxy fatty acids and fatty acids having from about 10 to about 40 carbon atoms include 12-hydroxystearic acid, 12-hydroxylauric acid, 16-hydroxyhexadecanoic acid, behenic acid, eurcic acid, stearic acid, caprylic acid, lauric acid, isostearic acid, and mixtures thereof.
  • suitable fatty acids are further described in U.S. Patent 5,429,816, issued to Hofrichter et al. on July 4, 1995; and U.S. Patent 5,552,136, issued to Motley on September 3, 1996, which descriptions are incorporated herein by reference.
  • Suitable alkyl amides of di and/or tri-basic carboxylic acids for use herein include disubstituted or branched monoamides, monosubstituted or branched diamides, triamides, and mixtures thereof.
  • Some specific examples of alkyl amides of di- and tri-basic carboxylic acids include, but are not limited to, alkyl amides of citric acid, tricarballylic acid, aconitic acid, nitrilotriacetic acid and itaconic acid such as 1,2,3- propane tributylamide, 2-hydroxy-l,2,3-propane tributylamide, l-propene-l,2,3-trioctylamide, N,N',N"- tri(methyldecylamide)amine, 2 docecyl-N,N'-dibutylsuccinamide, and mixtures thereof.
  • Other suitable amides include the n-acyl amino acid derivatives described in
  • 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 60% to about 95% by weight of a topical carrier for the solid polyol fatty acid polyester and solid oil combination, and for any other optional components of the present invention.
  • the solid polyol fatty acid polyester and solid oil combination of the present invention can be formulated into a wide variety of product types, including creams, 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 skilled in the art.
  • the topical carrier can be in a wide variety of forms.
  • 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.
  • suitable topical carriers include anhydrous liquid solvents such as oils, alcohols, and silicones (e.g., mineral oil, ethanol, isopropanol, dimethicone, cyclomethicone, and the like); aqueous- based single phase liquid solvents (e.g., hydro-alcoholic solvent systems); 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).
  • anhydrous liquid solvents such as oils, alcohols, and silicones (e.g., mineral oil, ethanol, isopropanol, dimethicone, cyclomethicone, and the like); aqueous- based single phase liquid solvents (e.g., hydro-alcoholic solvent systems); and thickened versions of these anhydrous and aqueous-based single phase solvents (e.
  • topical carrier systems useful in the present invention are 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., issued March 3, 1981; U.S. Patent No. 4,976,953, to Orr et al., issued December 11, 1990; U.S. Patent No.
  • 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 Anisotropic Lamellar 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.
  • compositions herein A wide variety of additional components can be employed in the compositions herein.
  • additional components include the following: Pharmaceutical Actives
  • compositions of the present invention can comprise a safe and effective amount of a pharmaceutical active.
  • safe and effective amount 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, 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 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.
  • compositions of the present invention preferably comprise from about 0.1% to about 20% by weight of 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:
  • 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, eryfhromycin, zinc, tetracyclin, triclosan, azelaic acid and its derivatives, phenoxy ethanol and 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.
  • keratolytics such as salicylic acid, sulfur, lactic acid, glycolic
  • 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 salicylic acid.
  • NSAIDS non-steroidal anti-inflammatory drugs
  • the NSAIDS can be selected from the following categories: propionic acid derivatives; acetic acid derivatives; fenamic acid derivatives; biphenylcarboxylic acid derivatives; and 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.
  • propionic NSAIDS including but not limited to aspirin, acetaminophen, ibuprofen, naproxen, benoxaprofen, flurbiprofen, fenoprofen, fenbufen, ketoprofen, indoprofen, pirprofen, carprofen, oxaprozin, pranoprofen, miroprofen, tioxaprofen, suprofen, alminoprofen, tiaprofenic acid, fluprofen and bucloxic acid.
  • 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 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 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 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, 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, 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, minocycline hydrochloride, neomycin sulfate, netilmicin sulfate, paromomycin sulfate, streptomycin sul
  • sunscreening agents disclosed therein have, in a single molecule, 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.
  • 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- ethylhexy -methylaminobenzoic acid ester of 4-(2-hydroxyethoxy)dibenzoylmethane, and mixmres thereof.
  • 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 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.
  • compositions of the present invention are sunless tanning agents including dihydroxyacetone, glyceraldehyde, indoles and their derivatives, and the like. These sunless tanning agents can also be used in combination with the sunscreen agents.
  • Suitable actives include skin bleaching (or lightening) agents including but not limited to hydroquinone, ascorbic acid, kojic acid and sodium metabisulf ⁇ te.
  • skin bleaching or lightening agents including but not limited to hydroquinone, ascorbic acid, kojic acid and sodium metabisulf ⁇ te.
  • Humectants and Moisturizers include skin bleaching (or lightening) agents including but not limited to hydroquinone, ascorbic acid, kojic acid and sodium metabisulf ⁇ te.
  • compositions of the present invention can also contain one or more additional humectant or moisturizing materials other than those described herein.
  • additional humectant or moisturizing materials other than those described herein.
  • these materials include guanidine; glycolic acid and glycolate salts (e.g. ammonium and quaternary alkyl ammonium); lactic acid and lactate salts (e.g.
  • aloe vera in any of its variety of forms (e.g., aloe vera 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.
  • Emulsifiers e.g., aloe vera 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
  • 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 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.
  • Suitable emulsifier types include esters of glycerin, esters of propylene glycol, fatty acid esters of polyethylene glycol, fatty acid esters of polypropylene glycol (excluding the C ⁇ -C 16 carboxylic acid esters of polypropylene glycol useful as the solid oil herein), 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 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, 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.
  • Carboxylic Acid Copolymer Thickeners 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.
  • 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 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 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,_ 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 an acrylic acid monomer or derivative thereof (as just described in the previous sentence), a short chain alcohol (i.e. a C j __ ⁇ ) acrylate ester monomer or 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 C alkyl, -CN, -COOH, and mixtures thereof), and mixtures thereof; and a second monomer which is a long chain alcohol (i.e.
  • C 8 _ 40 acrylate ester monomer or 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 C j ⁇ alkyl, -CN, - COOH, and mixtures thereof). Combinations of these two types of polymers are also useful herein.
  • 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.
  • the acrylic acid monomer or derivative thereof is preferably selected from the group consisting of acrylic acid, methacrylic acid, ethacrylic acid, 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 t _4 alcohol acrylate esters, C j ⁇ alcohol methacrylate esters, C alcohol ethacrylate esters, and mixtures thereof, with the C j ⁇ alcohol acrylate esters, C ⁇ alcohol methacrylate esters, and mixtures thereof, being most preferred.
  • the long chain alcohol acrylate ester monomer is selected from C 8 ⁇ 0 a ⁇ y' acrylate esters, with C 10 . 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 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.
  • Examples of commercially available hompolymers of the first type useful herein include the carbomers, which are homopolymers of acrylic acid crosslinked 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, 0 . 30 alkyl acrylates with one or more monomers of acrylic acid, methacrylic acid, or one of their short chain (i.e. C,_ 4 alcohol) esters, wherein the crosslinking agent is an allyl ether of sucrose or pentaerytritol.
  • copolymers are known as acrylates/C 10-30 alkyl acrylate crosspolymers and are commercially available as Carbopol® 1342, Pemulen TR-1, and Pemulen TR-2, from B.F. Goodrich.
  • carboxylic acid polymer thickeners useful herein are those selected from the group consisting of carbomers, acrylates/C 10-C30 alkyl acrylate crosspolymers, and mixtures thereof.
  • 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.
  • compositions of the present invention can comprise a wide range of other additional components.
  • Examples of these functional classes include: absorbents, abrasives, anti-acne agents, anticaking agents, antifoaming agents, antimicrobial agents, antioxidants, binders, biological additives, buffering agents, bulking agents, chelating agents, chemical additives, colorants, cosmetic astringents, cosmetic biocides, denarurants, 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 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.
  • 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; polyethyleneglycol and polypropyleneglycol blends; 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 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
  • 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 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.
  • 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, however, typical ranges are generally from about 1 gram to about 25 gram, with about 2 gram being typical.
  • a topical composition in the form of an emollient cleanser 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 solid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy.
  • Solid Sucrose Polyester 3 1.000 Ethylene Glycol Distearate 0.220 Phase C
  • Phase A ingredients are mixed at room temperature to form a dispersion and heated with stirring to 70-80°C.
  • Phase B ingredients are heated with stirring to 70- 80°C.
  • Phase B is then added to Phase A with mixing to form the emulsion.
  • Phase C is added to neutralize the 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°C.
  • Phase F is heated with mixing to 40°C and added to the emulsion, which is cooled to room temperature.
  • 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 solid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy.
  • 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°C.
  • the solid sucrose polyester is combined with trihydroxystearin, heated with mixing until uniform, and then added to the mixmre heated at 70-80°C.
  • the mixture is allowed to cool to 25-35°C while continuing to stir.
  • the glydant and perfume ingredients are then added with stirring, and the mixture is cooled to room temperature.
  • 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 solid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy.
  • 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 mixmre is heated with stirring to 70-80°C.
  • the solid sucrose polyester is combined with lauryl alcohol, and trihydroxystearin, heated with mixing until uniform, and then added to the mixmre heated at 70-80°C.
  • the mixmre is allowed to cool to 25-35°C while continuing to stir
  • the glydant and perfume ingredients are then added with stirring, and the mixmre is cooled to room temperature.
  • a topical composition in the form of a moisturizer is prepared by combining the following ingredients using conventional mixing techniques.
  • This composition utilizes a mixmre of a solid polyol fatty acid polyester (solid sucrose polyester) and a solid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy.
  • 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 and is added to the aqueous premix. The resulting mixmre is cooled. The silicones are then added to the resulting oil-in-water emulsion and the mixmre is cooled before adding minor ingredients.

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Abstract

L'invention concerne des compositions topiques pouvant être appliquées sur la peau ou les cheveux de l'homme. Ces compositions comprennent un mélange d'un polyester d'acide gras de polyol solide dont le point de fusion est compris entre 30 et 80 °C, et d'une huile solide autre qu'un polyester d'acide gras de polyol solide dont le point de fusion est compris entre 30 et 250 °C. Ledit polyester d'acide gras de polyol solide présente une fraction de polyol et au moins une fraction d'acide gras. La fraction de polyol comporte au moins quatre groupes hydroxyles libres, au moins 60 % de ces groupes hydroxyles libres étant estérifiés avec une ou plusieurs fractions d'acide gras comportant de 8 à 22 atomes de carbone. Cette composition comprend, de préférence, un vecteur topique pour le polyester d'acide gras de polyol solide et une combinaison d'huile solide. Cette composition assure des effets émollients et esthétiques.
PCT/IB1998/001774 1997-11-10 1998-11-06 Compositions contenant des combinaisons de polyesters d'acide gras de polyol solides et une huile solide WO1999024010A1 (fr)

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US08/966,780 1997-11-10

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Cited By (7)

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WO2001017489A1 (fr) * 1999-09-03 2001-03-15 The Procter & Gamble Company Composition capillaire tonifiante comprenant un acide carboxylique/copolymere carboxylate et un agent hydratant
US6767875B1 (en) 1999-09-03 2004-07-27 The Procter & Gamble Company Hair conditioning composition comprising carboxylic acid/carboxylate copolymer and moisturizing agent
US20110045039A1 (en) * 2009-08-20 2011-02-24 Jorge Max Sunkel Hair Care Compositions Comprising First and Second Sucrose Polyesters
US8138387B2 (en) * 2007-05-15 2012-03-20 The Procter & Gamble Company Absorbent article with colored lotioned sheet
US8936798B2 (en) 2008-02-25 2015-01-20 The Procter & Gamble Company Hair care compositions comprising sucrose polyesters
CN107753352A (zh) * 2017-12-06 2018-03-06 苏州兰灵医药科技有限公司 一种洗面奶及其研磨加工装置
US10517982B2 (en) 2007-05-15 2019-12-31 The Procter & Gamble Company Absorbent article comprising a lotion composition for reducing adherence of feces or menses to the skin

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001017489A1 (fr) * 1999-09-03 2001-03-15 The Procter & Gamble Company Composition capillaire tonifiante comprenant un acide carboxylique/copolymere carboxylate et un agent hydratant
US6767875B1 (en) 1999-09-03 2004-07-27 The Procter & Gamble Company Hair conditioning composition comprising carboxylic acid/carboxylate copolymer and moisturizing agent
US8138387B2 (en) * 2007-05-15 2012-03-20 The Procter & Gamble Company Absorbent article with colored lotioned sheet
US9101680B2 (en) * 2007-05-15 2015-08-11 The Procter & Gamble Company Absorbent article with lotion
US10517982B2 (en) 2007-05-15 2019-12-31 The Procter & Gamble Company Absorbent article comprising a lotion composition for reducing adherence of feces or menses to the skin
US8936798B2 (en) 2008-02-25 2015-01-20 The Procter & Gamble Company Hair care compositions comprising sucrose polyesters
US8936796B2 (en) 2008-02-25 2015-01-20 The Procter & Gamble Company Hair care compositions comprising sucrose polyesters
US20110045039A1 (en) * 2009-08-20 2011-02-24 Jorge Max Sunkel Hair Care Compositions Comprising First and Second Sucrose Polyesters
CN107753352A (zh) * 2017-12-06 2018-03-06 苏州兰灵医药科技有限公司 一种洗面奶及其研磨加工装置

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