EP1032355A1 - Compositions containing combinations of liquid polyol fatty acid polyesters and a liquid oil - Google Patents

Compositions containing combinations of liquid polyol fatty acid polyesters and a liquid oil

Info

Publication number
EP1032355A1
EP1032355A1 EP98950246A EP98950246A EP1032355A1 EP 1032355 A1 EP1032355 A1 EP 1032355A1 EP 98950246 A EP98950246 A EP 98950246A EP 98950246 A EP98950246 A EP 98950246A EP 1032355 A1 EP1032355 A1 EP 1032355A1
Authority
EP
European Patent Office
Prior art keywords
fatty acid
liquid
composition
oil
polyol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP98950246A
Other languages
German (de)
French (fr)
Inventor
Paul Joseph Drzewiecki
Joseph Anthony Listro
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP1032355A1 publication Critical patent/EP1032355A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

Definitions

  • compositions suitable for topical application to human hair or skin which comprise a select combination of liquid polyol fatty acid polyesters having a melting point of from about -30°C to about 30°C and a select liquid oil having a melting point of from about -30°C to less than about 30°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 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 containing a blend of two or more polyol fatty acid polyesters which has the appearance and physical properties of petrolatum.
  • these compositions also have the disadvantage of being heavy and can clog the skin pores preventing the flow of oxygen. Therefore, the need exists for materials which can provide emolliency and acceptable aesthetic qualities without being heavy and occlusive.
  • compositions containing nonocclusive emollients can be formulated without being heavy, sticky, or greasy.
  • These compositions contain a select combination of liquid polyol fatty acid polyesters having a melting point of from about -30°C to about 30°C, and a liquid oil having a melting point of from about -30°C to less than about 30°C, wherein the liquid oil is substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, or blends of C13-C14 isoparrafins and polyacrylamide and laureth-7.
  • These 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) from about 0.1% to about 99.9% by weight of a liquid polyol fatty acid polyester having a melting point of from about -30°C to about 30°C, wherein the liquid 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; and (b) from about 0.1% to about 99.9% by weight of a liquid oil having a melting point of from about -30°C to less than about 30°C, wherein said liquid oil is substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, or blends of C13-C14 isoparrafins and polyacrylamide and la
  • 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 commingled 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 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.
  • liquid refers to materials which are flowable fluids under ambient conditions of one atmosphere of pressure, at about 50% relative humidity, and at from about 20°C to about 25°C, unless otherwise specified.
  • select liquid oils refers to liquid oil materials which have a melting point of less than about 30°C, and which are substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, or blends of C13-C14 isoparrafins and polyacrylamide and laureth-7.
  • substantially free means that the compositions preferably contain less than an effective amount of such excluded materials when used in combination with the liquid polyol fatty acid polyester to provide any emolliency or aesthetics benefits.
  • the compositions contain less than 1%, preferably less than 0.5%, more preferably less than 0.25%, even more preferably less than 0.1%, most preferably zero percent, of such excluded materials by weight of the composition.
  • the melting point of the liquid polyol fatty acid polyesters and liquid oils can be determined using conventional techniques. Such techniques are well defined in the art, and include theimometric 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 nonocclusive liquid 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 liquid polyol fatty acid polyesters have melting points below about 30°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 liquid polyol polyesters employed in this invention comprise certain polyols, especially sugars or sugar alcohols, esterified with one or more fatty acid groups. Accordingly, the polyol starting material must have at least four esterifiable hydroxyl groups.
  • preferred polyols are sugars, including monosaccharides and disaccharides, and sugar alcohols. Examples of monosaccharides containing four hydroxyl groups are xylose and arabinose and the sugar alcohol derived from xylose, which has five hydroxyl groups, i.e., xylitol.
  • the monosaccharide, erythrose is not suitable in the practice of this invention since it only contains three hydroxyl groups, but the sugar alcohol derived from erythrose, i.e., erythritol, contains four hydroxyl groups and accordingly can be used. Suitable five hydroxyl group- containing monosaccharides are galactose, fructose, and sorbose. Sugar alcohols containing six hydroxyl groups derived from the hydrolysis products of sucrose, as well as glucose and sorbose, e.g., sorbitol, are also suitable. Examples of disaccharide polyols which can be used include maltose, lactose, and sucrose, all of which contain eight hydroxyl groups.
  • the polyols used in the liquid polyol esters of the present invention have from about 4 to about 12, more preferably from about 4 to about 11, and most preferably from about 4 to about 8 hydroxyl groups.
  • Preferred polyols for preparing the polyesters for use in the present invention are selected from the group consisting of erythritol, xylitol, sorbitol, glucose, and sucrose. Sucrose is especially preferred.
  • the preferred polyol starting material having at least four hydroxyl groups must be esterified on at least 60% of the hydroxyl groups with a fatty acid containing from about 8 to about 22 carbon atoms, preferably from about 8 to about 18 carbon atoms.
  • a fatty acid containing from about 8 to about 22 carbon atoms, preferably from about 8 to about 18 carbon atoms.
  • fatty acids include caprylic, capric, lauric, myristic, myristoleic, palmitic, palmitoleic, stearic, oleic, ricinoleic, linoleic, linolenic, eleostearic, arachidic, arachidonic, behenic, and erucic acids.
  • the fatty acids can be derived from naturally occurring or synthetic fatty acids; they can be saturated or unsaturated, including positional and geometrical isomers. However, in order to provide liquid polyesters of the type used herein, at least about half of the fatty acid incorporated into the polyester molecule must be unsaturated. Oleic and linoleic acids, and mixtures thereof, are especially preferred.
  • the liquid polyol fatty acid polyesters useful in this invention must contain one or more fatty acid ester groups. It is not necessary that all of the hydroxyl groups of the polyol be esterified with fatty acids, but it is preferable that at least 60% of the hydroxyl groups are esterified with fatty acid ester groups. Most preferably, substantially all of the hydroxyl groups of the polyol are esterified with fatty acids, i.e., the polyol moiety is substantially completely esterified.
  • the fatty acids esterified to the polyol molecule can be the same or mixed, but as noted above, a substantial amount of the unsaturated acid ester groups must be present to provide liquidity.
  • sucrose di-fatty acid ester would be suitable for use herein, but is not preferred because it has more than two unesterified hydroxyl groups.
  • a sucrose tetra-fatty acid ester would be suitable, but is not preferred because it also has more than two unesterified hydroxyl groups.
  • Highly preferred compounds in which all the hydroxyl groups are esterified with fatty acids include the liquid sucrose octa-substituted fatty acid esters.
  • liquid polyol fatty acid polyesters containing one or more fatty acid ester groups suitable for use in the present invention: glucose oleate, the glucose ester of soybean oil fatty acids (unsaturated), the mannose ester of mixed soybean oil fatty acids, the galactose ester of oleic acid, the arabinose ester of linoleic acid, xylose linoleate, sorbitol oleate, sucrose oleate, glucose dioleate, the glucose diesters of soybean oil fatty acids (unsaturated), the mannose diesters of mixed soybean oil fatty acids, the galactose diesters of oleic acid, the arabinose diesters of linoleic acid, xylose dilinoleate, sorbitol dioleate, sucrose dioleate, glucose trioleate, the glucose triesters of soybean oil fatty acids (unsaturated), the mannose tries
  • liquid polyol esters selected from the group consisting of sucrose pentaoleate, sucrose hexaoleate, sucrose heptaoleate, sucrose octaoleate, and mixtures thereof. More preferred are sucrose hexaoleate, sucrose heptaoleate, sucrose octaoleate, and mixtures thereof.
  • the preferred liquid polyol fatty acid polyesters of the present invention have melting points of from about -30°C to about 30°C, preferably from about -30°C to about 27.5°C, and more preferably from about -30°C to about 25°C.
  • the melting points are measured using conventional techniques.
  • the polyol fatty acid polyesters suitable for use herein can be prepared by a variety of methods well known to those skilled in the art. These methods include: transesterification of the polyol with methyl, ethyl or glycerol fatty acid esters using a variety of catalysts; acylation of the polyol with a fatty acid chloride; acylation of the polyol with a fatty acid anhydride; and acylation of the polyol with a fatty acid, per se. See U.S. Patent No. 2,831,854;, U.S. Patent No. 4,005,196, to Jandacek, issued January 25, 1977; and U.S. Patent No. 4,005,196, to Jandacek, issued January 25, 1977, all of which are incorporated by reference herein in their entirety.
  • composition of the present invention comprises a select liquid oil, as defined herein, used in combination with the liquid polyol fatty acid polyester described herein. Concentrations of the select liquid oil range 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.
  • Liquid oils useful herein are those materials which are substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, or blends of C13-C14 isoparrafins and polyacrylamide and laureth-7, and which have a melting point of less than about 30°C, preferably from about -30°C to less than about 30°C, more preferably from about -30°C to about 27.5°C, and even more preferably from about -30°C to about 25°C.
  • the liquids oils generally have a low solubility in water, generally less than about 1% by weight at 25°C.
  • liquid oils examples 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 oils, and mixtures thereof.
  • 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 oils, and mixtures thereof.
  • suitable 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 is a mixture of liquid hydrocarbons obtained from petroleum. See The Merck Index, Tenth Edition, Entry 7048, p. 1033 (1983) and International Cosmetic Ingredient Dictionary, Fifth Edition, vol. 1, p.415-417 (1993), which are incorporated by reference herein in their entirety.
  • suitable select hydrocarbon liquid oils for use herein include straight and branched chain hydrocarbons having from about 5 to about 16 carbon atoms.
  • suitable hydrocarbon materials include dodecane, isododecane, hydrogenated polyisobutylene, and hexadecane.
  • C5-C16 isoparaffins excluding the C13-C14 isoparrafins when these compounds are used in combination with polyacrylamide and laureth-7. These C5-C16 isoparaffins are also referred to as C5-C16 branched hydrocarbons.
  • Fatty alcohol esters suitable for use as a select liquid oil defined herein include esters and diesters of fatty alcohols which have from about 3 to about 22 carbon atoms. Also useful are fatty acid esters having from about 3 to about 28 carbon atoms. Nonlimiting examples of these ester materials include isopropyl myristate, isopropyl stearate, diisopropyl adipate, and dioctyl sebacate (dioctyl ester of decanedioic acid).
  • suitable select liquid oils for use herein include vegetable oils which are liquid at ambient temperatures of from about 20°C to about 25°C.
  • suitable vegetable oils include cod-liver oil, dolphin oil, lard oil, neat's-foot oil, porpoise oil, seal oil, sperm oil, whale oil, acom 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-seed oil, Tung oil, white-mustard-seed oil, pine oil, wheat germ oil, derivatives thereof and mixtures thereof.
  • 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 liquid polyol fatty acid polyester and liquid oil combination, and for any other optional components of the present invention.
  • liquid polyol fatty acid polyester and liquid 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 alcohols, and silicones (e.g., 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 alcohols, and silicones (e.g., ethanol, isopropanol, dimethicone, cyclomethicone, and the like)
  • aqueous-based single phase liquid solvents e.g., hydro-alcoholic solvent systems
  • thickened versions of these anhydrous and aqueous-based single phase solvents e.g., where the viscosity of
  • 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 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.
  • compositions herein A wide variety of additional components can be incorporated into the compositions herein.
  • Non- limiting examples 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, erythromycin, 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, pyr
  • 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 are also useful herein.
  • a wide variety of sunscreening 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.
  • 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 dibenzoylmethane, 3-benzylidene camphor, 3-(4- methylbenzylidene) camphor, titanium dioxide, zinc oxide, silica, iron oxide, and mixtures thereof.
  • 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-ethylhexyl)-methylaminobenzoic acid ester of 4-(2- hydroxyethoxy)dibenzoylmethane, and mixtures 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 metabisulfite.
  • skin bleaching or lightening agents including but not limited to hydroquinone, ascorbic acid, kojic acid and sodium metabisulfite.
  • Humectants and Moisturizers include skin bleaching (or lightening) agents including but not limited to hydroquinone, ascorbic acid, kojic acid and sodium metabisulfite.
  • 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; 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
  • sugars and starches sugar and starch derivatives (e.g., alkoxylated glucose); hyaluronic acid; lactamide monoethanolamine; acetamide monoethanolamine; and mixtures thereof.
  • 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, 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 j . 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 an acrylic acid monomer or derivative thereof (as just described in the previous sentence), a short chain alcohol (i.e. a C ⁇ _4) 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 ] _4 alkyl, -CN, - COOH, and mixtures thereof), and mixtures thereof; and a second monomer which is a long chain alcohol (i.e.
  • C .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 Cj_4 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 1.4 alcohol acrylate esters, C j _4 alcohol methacrylate esters, C j .4 alcohol ethacrylate esters, and mixtures thereof, with the C ⁇ _4 alcohol acrylate esters, C j .4 alcohol methacrylate esters, and mixtures thereof, being most preferred.
  • the long chain alcohol acrylate ester monomer is selected from Cg_4o alkyl acrylate esters, with CJQ.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 19.30 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 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.
  • 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 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 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 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; polyethyleneglycols; 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 cationic polyacrylamides [e.g., Salcare SC92 which has the CTFA designation polyquaternium 32 (and) mineral oil, and Salcare SC95 which has the CTFA designation polyquaternium 37 (and) mineral oil (and) PPG-1 trideceth-6]; and aesthetic components such as fragrance
  • 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.
  • Example 1 Ingredients are identified by chemical or CTFA name.
  • 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 nonocclusive liquid polyol fatty acid polyester ( liquid sucrose polyester) and a liquid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy.
  • Liquid sucrose polyester is a mixture of hexa-, hepta-, and octa-sucrose esters, predominately the octa- ester esterified with mixed soybean oil fatty acids.
  • 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 liquid sucrose polyester is combined with the liquid oil, heated with mixing until uniform, and then added to the mixture heated at 70-80°C. The mixture is allowed to cool to
  • 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 nonocclusive liquid polyol fatty acid polyester (liquid sucrose polyester) and a liquid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy.
  • Liquid sucrose polyester is a mixture of hexa-, hepta-, and octa-sucrose esters, predominately the octa- ester esterified with mixed soybean oil fatty acids.
  • 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°C.
  • the liquid sucrose polyester is combined with the liquid oil and lauryl alcohol, heated with mixing until uniform, and then added to the mixture 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 moisturizer is prepared by combining the following ingredients using conventional mixing techniques.
  • This composition utilizes a mixture of a nonocclusive liquid polyol fatty acid polyester ( liquid sucrose polyester) and a liquid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy.
  • Liquid sucrose polyester is a mixture of hexa-, hepta-, and octa-sucrose esters, predominately the octa- ester esterified with mixed soybean oil fatty acids.
  • Dow Corning® Q-2 1403 from Dow Corning which is a mixture of 85% by weight dimethicone and 15% by weight dimethiconal.
  • a first premix of the liquid 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 mixture is cooled. The silicones are then added to the resulting oil-in-water emulsion and the mixture is cooled before adding minor ingredients.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Emergency Medicine (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Disclosed are compositions suitable for topical application to human hair or skin, which comprise (a) from about 0.1 % to about 99.9 % by weight of a liquid polyol fatty acid polyester having a melting point of from about -30 °C to about 30 °C, wherein the liquid 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; and (b) from about 0.1 % to about 99.9 % by weight of a liquid oil having a melting point of from about -30 °C to less than about 30 °C, wherein the liquid oil is subtantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, or blends of C13-C14 isoparrafins and polyacrylamide and laureth-7. The composition preferably further comprises a topical carrier for the liquid polyol fatty acid polyester and liquid oil combination. The composition provides effective emolliency and aesthetic benefits.

Description

COMPOSITIONS CONTAINING COMBINATIONS OF LIQUID POLYOL FATTY ACID
POLYESTERS AND A LIQUID OIL
TECHNICAL FIELD
The present invention relates to compositions suitable for topical application to human hair or skin, which comprise a select combination of liquid polyol fatty acid polyesters having a melting point of from about -30°C to about 30°C and a select liquid oil having a melting point of from about -30°C to less than about 30°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 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 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 Bl, published March 2, 1994, 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 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. Therefore, the need exists for materials which can provide emolliency and acceptable aesthetic qualities without being heavy and occlusive.
It has now been found that compositions containing nonocclusive emollients can be formulated without being heavy, sticky, or greasy. These compositions contain a select combination of liquid polyol fatty acid polyesters having a melting point of from about -30°C to about 30°C, and a liquid oil having a melting point of from about -30°C to less than about 30°C, wherein the liquid oil is substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, or blends of C13-C14 isoparrafins and polyacrylamide and laureth-7. These compositions are applicable in a variety of products to provide both emolliency 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 contain a nonocclusive emollient used in combination with a select 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 The present invention relates to a composition suitable for topical application to the human hair or skin, which comprises (a) from about 0.1% to about 99.9% by weight of a liquid polyol fatty acid polyester having a melting point of from about -30°C to about 30°C, wherein the liquid 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; and (b) from about 0.1% to about 99.9% by weight of a liquid oil having a melting point of from about -30°C to less than about 30°C, wherein said liquid oil is substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, or blends of C13-C14 isoparrafins and polyacrylamide and laureth-7. The composition preferably further comprises a topical carrier for the liquid polyol fatty acid polyester and liquid oil combination.
All percentages and ratios used herein are by weight and all measurements made are at 25°C, 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
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 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 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 commingled 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 "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 term "liquid", as used herein, refers to materials which are flowable fluids under ambient conditions of one atmosphere of pressure, at about 50% relative humidity, and at from about 20°C to about 25°C, unless otherwise specified.
The term "select liquid oils", as used herein, refers to liquid oil materials which have a melting point of less than about 30°C, and which are substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, or blends of C13-C14 isoparrafins and polyacrylamide and laureth-7. In this context, the term "substantially free" means that the compositions preferably contain less than an effective amount of such excluded materials when used in combination with the liquid polyol fatty acid polyester to provide any emolliency or aesthetics benefits. Generally, the compositions contain less than 1%, preferably less than 0.5%, more preferably less than 0.25%, even more preferably less than 0.1%, most preferably zero percent, of such excluded materials by weight of the composition.
The melting point of the liquid polyol fatty acid polyesters and liquid oils can be determined using conventional techniques. Such techniques are well defined in the art, and include theimometric 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.
Liquid Polyol Fatty Acid Polyester
The composition of the present invention comprises a nonocclusive liquid 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 liquid polyol fatty acid polyesters have melting points below about 30°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 liquid polyol polyesters employed in this invention comprise certain polyols, especially sugars or sugar alcohols, esterified with one or more fatty acid groups. Accordingly, the polyol starting material must have at least four esterifiable hydroxyl groups. Examples of preferred polyols are sugars, including monosaccharides and disaccharides, and sugar alcohols. Examples of monosaccharides containing four hydroxyl groups are xylose and arabinose and the sugar alcohol derived from xylose, which has five hydroxyl groups, i.e., xylitol. The monosaccharide, erythrose, is not suitable in the practice of this invention since it only contains three hydroxyl groups, but the sugar alcohol derived from erythrose, i.e., erythritol, contains four hydroxyl groups and accordingly can be used. Suitable five hydroxyl group- containing monosaccharides are galactose, fructose, and sorbose. Sugar alcohols containing six hydroxyl groups derived from the hydrolysis products of sucrose, as well as glucose and sorbose, e.g., sorbitol, are also suitable. Examples of disaccharide polyols which can be used include maltose, lactose, and sucrose, all of which contain eight hydroxyl groups.
The polyols used in the liquid polyol esters of the present invention have from about 4 to about 12, more preferably from about 4 to about 11, and most preferably from about 4 to about 8 hydroxyl groups. Preferred polyols for preparing the polyesters for use in the present invention are selected from the group consisting of erythritol, xylitol, sorbitol, glucose, and sucrose. Sucrose is especially preferred.
The preferred polyol starting material having at least four hydroxyl groups must be esterified on at least 60% of the hydroxyl groups with a fatty acid containing from about 8 to about 22 carbon atoms, preferably from about 8 to about 18 carbon atoms. Examples of such fatty acids include caprylic, capric, lauric, myristic, myristoleic, palmitic, palmitoleic, stearic, oleic, ricinoleic, linoleic, linolenic, eleostearic, arachidic, arachidonic, behenic, and erucic acids. The fatty acids can be derived from naturally occurring or synthetic fatty acids; they can be saturated or unsaturated, including positional and geometrical isomers. However, in order to provide liquid polyesters of the type used herein, at least about half of the fatty acid incorporated into the polyester molecule must be unsaturated. Oleic and linoleic acids, and mixtures thereof, are especially preferred.
The liquid polyol fatty acid polyesters useful in this invention must contain one or more fatty acid ester groups. It is not necessary that all of the hydroxyl groups of the polyol be esterified with fatty acids, but it is preferable that at least 60% of the hydroxyl groups are esterified with fatty acid ester groups. Most preferably, substantially all of the hydroxyl groups of the polyol are esterified with fatty acids, i.e., the polyol moiety is substantially completely esterified. The fatty acids esterified to the polyol molecule can be the same or mixed, but as noted above, a substantial amount of the unsaturated acid ester groups must be present to provide liquidity.
To illustrate the above points, a sucrose di-fatty acid ester would be suitable for use herein, but is not preferred because it has more than two unesterified hydroxyl groups. Likewise, a sucrose tetra-fatty acid ester would be suitable, but is not preferred because it also has more than two unesterified hydroxyl groups. Highly preferred compounds in which all the hydroxyl groups are esterified with fatty acids include the liquid sucrose octa-substituted fatty acid esters.
The following are non-limiting examples of specific liquid polyol fatty acid polyesters containing one or more fatty acid ester groups suitable for use in the present invention: glucose oleate, the glucose ester of soybean oil fatty acids (unsaturated), the mannose ester of mixed soybean oil fatty acids, the galactose ester of oleic acid, the arabinose ester of linoleic acid, xylose linoleate, sorbitol oleate, sucrose oleate, glucose dioleate, the glucose diesters of soybean oil fatty acids (unsaturated), the mannose diesters of mixed soybean oil fatty acids, the galactose diesters of oleic acid, the arabinose diesters of linoleic acid, xylose dilinoleate, sorbitol dioleate, sucrose dioleate, glucose trioleate, the glucose triesters of soybean oil fatty acids (unsaturated), the mannose triesters of mixed soybean oil fatty acids, the galactose triesters of oleic acid, the arabinose triesters of linoleic acid, xylose trilinoleate, sorbitol trioleate, sucrose trioleate, the glucose tetraesters of soybean oil fatty acids (unsaturated), the mannose tetraesters of mixed soybean oil fatty acids, the galactose tetraesters of oleic acid, the arabinose tetraesters of linoleic acid, xylose tetralinoleate, sorbitol tetraoleate, galactose pentaoleate, the sorbitol hexaesters of unsaturated soybean oil fatty acids, xylitol pentaoleate, sucrose tetraoleate, sucrose pentaoletate, sucrose hexaoleate, sucrose hepatoleate, sucrose octaoleate, and mixtures thereof. Preferred are liquid polyol esters selected from the group consisting of sucrose pentaoleate, sucrose hexaoleate, sucrose heptaoleate, sucrose octaoleate, and mixtures thereof. More preferred are sucrose hexaoleate, sucrose heptaoleate, sucrose octaoleate, and mixtures thereof.
The preferred liquid polyol fatty acid polyesters of the present invention have melting points of from about -30°C to about 30°C, preferably from about -30°C to about 27.5°C, and more preferably from about -30°C to about 25°C. The melting points are measured using conventional techniques.
The polyol fatty acid polyesters suitable for use herein can be prepared by a variety of methods well known to those skilled in the art. These methods include: transesterification of the polyol with methyl, ethyl or glycerol fatty acid esters using a variety of catalysts; acylation of the polyol with a fatty acid chloride; acylation of the polyol with a fatty acid anhydride; and acylation of the polyol with a fatty acid, per se. See U.S. Patent No. 2,831,854;, U.S. Patent No. 4,005,196, to Jandacek, issued January 25, 1977; and U.S. Patent No. 4,005,196, to Jandacek, issued January 25, 1977, all of which are incorporated by reference herein in their entirety.
Liquid Oil
The composition of the present invention comprises a select liquid oil, as defined herein, used in combination with the liquid polyol fatty acid polyester described herein. Concentrations of the select liquid oil range 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.
Liquid oils useful herein are those materials which are substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, or blends of C13-C14 isoparrafins and polyacrylamide and laureth-7, and which have a melting point of less than about 30°C, preferably from about -30°C to less than about 30°C, more preferably from about -30°C to about 27.5°C, and even more preferably from about -30°C to about 25°C. The liquids oils generally have a low solubility in water, generally less than about 1% by weight at 25°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 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 is a mixture of liquid hydrocarbons obtained from petroleum. See The Merck Index, Tenth Edition, Entry 7048, p. 1033 (1983) and International Cosmetic Ingredient Dictionary, Fifth Edition, vol. 1, p.415-417 (1993), which are incorporated by reference herein in their entirety.
Examples of suitable select hydrocarbon liquid oils for use herein include straight and branched chain hydrocarbons having from about 5 to about 16 carbon atoms. Nonlimiting examples of these hydrocarbon materials include dodecane, isododecane, hydrogenated polyisobutylene, and hexadecane. Also useful are the C5-C16 isoparaffins, excluding the C13-C14 isoparrafins when these compounds are used in combination with polyacrylamide and laureth-7. These C5-C16 isoparaffins are also referred to as C5-C16 branched hydrocarbons.
Fatty alcohol esters suitable for use as a select liquid oil defined herein include esters and diesters of fatty alcohols which have from about 3 to about 22 carbon atoms. Also useful are fatty acid esters having from about 3 to about 28 carbon atoms. Nonlimiting examples of these ester materials include isopropyl myristate, isopropyl stearate, diisopropyl adipate, and dioctyl sebacate (dioctyl ester of decanedioic acid).
Other suitable select liquid oils for use herein include vegetable oils which are liquid at ambient temperatures of from about 20°C to about 25°C. Examples of suitable vegetable oils include cod-liver oil, dolphin oil, lard oil, neat's-foot oil, porpoise oil, seal oil, sperm oil, whale oil, acom 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-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 60% to about 95% by weight of a topical carrier for the liquid polyol fatty acid polyester and liquid oil combination, and for any other optional components of the present invention.
The liquid polyol fatty acid polyester and liquid 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. 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. 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); 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 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. 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., 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 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.
Additional Components
A wide variety of additional components can be incorporated into the compositions herein. Non- limiting examples include the following: Pharmaceutical Actives
The compositions of the present invention can comprise a safe and effective 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, 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.
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 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 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 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 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 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, 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 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 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 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 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 dibenzoylmethane, 3-benzylidene camphor, 3-(4- methylbenzylidene) camphor, titanium dioxide, zinc oxide, silica, iron oxide, and mixtures thereof.
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, 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. 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)-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 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, 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. Humectants and Moisturizers
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 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 gel); polyhydroxy alcohols such as sorbitol, glycerol, hexanetriol, propylene glycol, butylene glycol, hexylene glycol and the like; sugars and starches; sugar and starch derivatives (e.g., alkoxylated glucose); hyaluronic acid; lactamide monoethanolamine; acetamide monoethanolamine; and mixtures thereof. 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 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, 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
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 Cj. 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 an acrylic acid monomer or derivative thereof (as just described in the previous sentence), a short chain alcohol (i.e. a Cι_4) 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]_4 alkyl, -CN, - COOH, and mixtures thereof), and mixtures thereof; and a second monomer which is a long chain alcohol (i.e. C .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 Cj_4 alkyl, -CN, -COOH, and mixtures thereof). Combinations of these two types of polymers are also useful herein. 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, 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, Cj_4 alcohol methacrylate esters, Cj.4 alcohol ethacrylate esters, and mixtures thereof, with the Cι_4 alcohol acrylate esters, Cj.4 alcohol methacrylate esters, and mixtures thereof, being most preferred. The long chain alcohol acrylate ester monomer is selected from Cg_4o alkyl acrylate esters, with CJQ.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. 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 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, 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 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 19.30 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 ether of sucrose or pentaerytritol. These 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. In other words, examples of 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.
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. 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 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 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 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; polyethyleneglycols; 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 cationic polyacrylamides [e.g., Salcare SC92 which has the CTFA designation polyquaternium 32 (and) mineral oil, and Salcare SC95 which has the CTFA designation polyquaternium 37 (and) mineral oil (and) PPG-1 trideceth-6]; and aesthetic components such as fragrances, pigments, colorings, essential 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
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 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, 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 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.
Ingredients are identified by chemical or CTFA name. Example 1
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 nonocclusive liquid polyol fatty acid polyester ( liquid sucrose polyester) and a liquid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy.
Ingredients Weight Percent
Sodium C12/14 Alkyl Ether Glycerol Sulfonate 12.0
Ammonium Laureth-3 Sulfate 3.00
Myristic Acid 1.00
Myristic Alcohol 1.00
Cocamidopropyl Betaine 3.00
Liquid Sucrose Polyester' 15.3
Tetrasodium EDTA 0.13
Glycerin 6.24
Perfume 0.80
Polyquat-10 (JR-30M) 0.30
Glydant 0.20
Maleated Soybean Oil 1.00
Water QS 100
* Liquid sucrose polyester is a mixture of hexa-, hepta-, and octa-sucrose esters, predominately the octa- ester esterified with mixed soybean oil fatty acids.
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°C. In a separate vessel, the liquid sucrose polyester is combined with the liquid oil, heated with mixing until uniform, and then added to the mixture 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.
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 nonocclusive liquid polyol fatty acid polyester (liquid sucrose polyester) and a liquid oil to provide emolliency and aesthetic benefits without 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
Polyquaternium- 10 0.30
Liquid Sucrose Polyester ' 15.3
Mineral Oil 3.00
Tetrasodium EDTA 0.13
Glycerin 3.00
Perfume 0.80
Citric Acid 0.76
Lauryl Alcohol 2.00
Water QS 100
1 Liquid sucrose polyester is a mixture of hexa-, hepta-, and octa-sucrose esters, predominately the octa- ester esterified with mixed soybean oil fatty acids.
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°C. In a separate vessel, the liquid sucrose polyester is combined with the liquid oil and lauryl alcohol, heated with mixing until uniform, and then added to the mixture 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.
Example 3
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 nonocclusive liquid polyol fatty acid polyester ( liquid sucrose polyester) and a liquid oil to provide emolliency and aesthetic benefits without leaving the skin feeling heavy, sticky or greasy.
Ingredients Weight Percent
Cetyl Alcohol 1.80
Stearic Acid 0.25
Stearyl Alcohol 1.20
Peg 100-stearate 0.25
Mineral Oil 2.00
Liquid Sucrose Polyester 1 4.00
Dimethicone 3502 0.50
Propyl Paraben 0.10
Arlatone (RTM) 21213 1.00
Glycerin 9.00
Urea 2.00
Octyl Methoxycinnamate 2.00
Phenoxyethanol 0.25
Carbomer 13824 0.05
Carbomer 9545 0.35
Tetrasodium EDTA 0.10 Titanium Dioxide 0.15
Methyl Paraben 0.20
NaOH 0.22 Dimethicone Q-214036 1.00
Water qslOO
1 Liquid sucrose polyester is a mixture of hexa-, hepta-, and octa-sucrose esters, predominately the octa- ester esterified with mixed soybean oil fatty acids.
2 Dow Corning® 200 Fluid (350 centistoke) from Dow Corning.
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.
" Dow Corning® Q-2 1403 from Dow Corning which is a mixture of 85% by weight dimethicone and 15% by weight dimethiconal.
A first premix of the liquid 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 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

What is claimed is:
1. A composition comprising:
(a) from 0.1% to 99.9% by weight of a liquid polyol fatty acid polyester having a melting point of from -30┬░C to 30┬░C, wherein the liquid 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 0.1% to 99.9% by weight of a liquid oil having a melting point of from -30┬░C to less than 30 ┬░C, wherein the liquid oil is substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, blends of C13-C14 isoparrafins and polyacrylamide' and laureth-7, or combinations thereof.
2. A topical composition comprising:
(a) from 0.1% to 99.9% by weight of a liquid polyol fatty acid polyester having a melting point of from -30┬░C to 30┬░C, wherein the liquid 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;
(b) from 0.1% to 99.9% by weight of a liquid oil having a melting point of from -30┬░C to less than 30 ┬░C, wherein the liquid oil is substantially free of liquid polyol fatty acid polyesters, isohexadecane, isopropyl palmitate, blends of C13-C14 isoparrafins and polyacrylamide and laureth-7, or combinations thereof; and
(c) from 0.1% to 99.9% by weight of a topical carrier.
3. The composition of Claim 1 or 2 wherein the fatty acid moiety contains from 8 to 18 carbon atoms.
4. The composition of any one of the preceding claims wherein the polyol moiety is selected from the group consisting of erythritol, xylitol, sorbitol, glucose, sucrose, and mixtures thereof.
5. The composition of any one of the preceding claims wherein the polyol moiety is sucrose.
6. 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 esters having from 3 to 30 carbon atoms, vegetable oils, and mixtures thereof.
7. The composition of any one of Claims 2-6 wherein the topical carrier is an oil-in-water emulsion.
8. The composition of any one of Claims 2-6 wherein the topical carrier is an anhydrous liquid solvent.
9. The composition of any one of Claims 2-8 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 lotion, moisturizer, facial moisturizer, make-up, foundation, lipstick, lip protectant, hand cleanser, facial cleanser, body cleanser, shower product, shampoo, and mixtures thereof.
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 the composition of any one of the preceding claims.
EP98950246A 1997-11-10 1998-11-06 Compositions containing combinations of liquid polyol fatty acid polyesters and a liquid oil Withdrawn EP1032355A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US96683497A 1997-11-10 1997-11-10
US966834 1997-11-10
PCT/IB1998/001771 WO1999024003A1 (en) 1997-11-10 1998-11-06 Compositions containing combinations of liquid polyol fatty acid polyesters and a liquid oil

Publications (1)

Publication Number Publication Date
EP1032355A1 true EP1032355A1 (en) 2000-09-06

Family

ID=25511923

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98950246A Withdrawn EP1032355A1 (en) 1997-11-10 1998-11-06 Compositions containing combinations of liquid polyol fatty acid polyesters and a liquid oil

Country Status (6)

Country Link
EP (1) EP1032355A1 (en)
JP (1) JP2001522787A (en)
CN (1) CN1282237A (en)
AU (1) AU9639898A (en)
CO (1) CO4970767A1 (en)
WO (1) WO1999024003A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8936798B2 (en) 2008-02-25 2015-01-20 The Procter & Gamble Company Hair care compositions comprising sucrose polyesters

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8106094B2 (en) 1998-07-06 2012-01-31 Johnson & Johnson Consumer Companies, Inc. Compositions and methods for treating skin conditions
US8093293B2 (en) 1998-07-06 2012-01-10 Johnson & Johnson Consumer Companies, Inc. Methods for treating skin conditions
US6855342B2 (en) 2000-06-30 2005-02-15 Medicis Pharmaceutical Corporation Compositions and methods for high sorption of skin materials and delivery of sulfur
US6514489B1 (en) * 2000-06-30 2003-02-04 Medicis Pharmaceutical Corp. Sulfur containing dermatological compositions and methods for reducing malodors in dermatological compositions
US8431550B2 (en) 2000-10-27 2013-04-30 Johnson & Johnson Consumer Companies, Inc. Topical anti-cancer compositions and methods of use thereof
US7192615B2 (en) 2001-02-28 2007-03-20 J&J Consumer Companies, Inc. Compositions containing legume products
DE10113054A1 (en) * 2001-03-15 2002-09-26 Beiersdorf Ag Self-foaming product used for skin care contains an emulsifier system, a lipid phase, gas, inorganic thickener, organic hydrocolloid and solid body
DE10113046A1 (en) * 2001-03-15 2002-09-26 Beiersdorf Ag Self-foaming product for dermatological and cosmetic products comprises an emulsifier system, a lipid phase, gas, organic hydrocolloid and a solid body
DE10113048A1 (en) * 2001-03-15 2002-09-19 Beiersdorf Ag Self-foaming or foamed cosmetic or dermatological composition comprises a specified emulsifier system, a lipid phase, a gas and a particulate hydrophobic and/or oil-absorbing solid
DE10113050A1 (en) * 2001-03-15 2002-09-19 Beiersdorf Ag Self-foaming or foamed cosmetic or dermatological composition comprises a specified emulsifier system, a lipid phase, a gas and an organic hydrocolloid
DE10113047A1 (en) * 2001-03-15 2002-09-26 Beiersdorf Ag Self-foaming or foam-producing cosmetic composition, useful for skin or hair care, comprises gas, lipid, thickener and three-component emulsifier system
DE10113051A1 (en) * 2001-03-15 2002-09-19 Beiersdorf Ag Self-foaming or foamed cosmetic or dermatological composition comprises a specified emulsifier system, a lipid phase, a gas, a gelling agent and a particulate hydrophobic and/or oil-absorbing solid
DE10113053A1 (en) * 2001-03-15 2002-09-19 Beiersdorf Ag Self-foaming or foamed cosmetic or dermatological composition comprises a specified emulsifier system, a lipid phase, a gas, a gelling agent and a hydrocolloid
US7655682B2 (en) 2004-07-02 2010-02-02 Medicis Pharmaceutical Corporation Triple anti-irritant composition
US7479289B2 (en) 2004-07-02 2009-01-20 Medicis Pharmaceutical Corporation Stable cleanser compositions containing sulfur
DE102006004353A1 (en) * 2006-01-30 2007-08-02 Goldschmidt Gmbh Cold-preparable, low-viscosity and long-term stable cosmetic emulsions
DE102006047247A1 (en) * 2006-10-06 2008-04-10 Evonik Goldschmidt Gmbh Oil-in-water emulsion e.g. useful for preparing cosmetic, dermatological or pharmaceutical compositions comprises a nonionic emulsifier, a cationic emulsifier, a cosurfactant and an oil
US9655821B2 (en) 2013-04-05 2017-05-23 The Procter & Gamble Company Personal care composition comprising a pre-emulsified formulation
CN105050570B (en) * 2013-04-05 2018-08-21 宝洁公司 Hair care compositions comprising pre-emulsified formulations
US10806688B2 (en) 2014-10-03 2020-10-20 The Procter And Gamble Company Method of achieving improved volume and combability using an anti-dandruff personal care composition comprising a pre-emulsified formulation
US9993404B2 (en) 2015-01-15 2018-06-12 The Procter & Gamble Company Translucent hair conditioning composition
WO2017127344A1 (en) 2016-01-20 2017-07-27 The Procter & Gamble Company Hair conditioning composition comprising monoalkyl glyceryl ether
US10660866B2 (en) * 2018-09-10 2020-05-26 Johnson & Johnson Consumer Inc. Retinol oil composition

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996016636A1 (en) * 1994-11-28 1996-06-06 The Procter & Gamble Company Topical skin care compositions containing thickened polyol carboxylic acid esters as skin conditioning agents
WO1996032092A2 (en) * 1995-04-12 1996-10-17 The Procter & Gamble Company Cleansing emulsions
WO1996037595A1 (en) * 1995-05-27 1996-11-28 The Procter & Gamble Company Aqueous personal cleansing compositions comprising specific nonocclusive liquid polyol fatty acid polyester

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9011696D0 (en) * 1990-05-24 1990-07-11 Unilever Plc Cosmetic composition
GB9113484D0 (en) * 1991-06-21 1991-08-07 Unilever Plc Cosmetic composition

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996016636A1 (en) * 1994-11-28 1996-06-06 The Procter & Gamble Company Topical skin care compositions containing thickened polyol carboxylic acid esters as skin conditioning agents
WO1996032092A2 (en) * 1995-04-12 1996-10-17 The Procter & Gamble Company Cleansing emulsions
WO1996037595A1 (en) * 1995-05-27 1996-11-28 The Procter & Gamble Company Aqueous personal cleansing compositions comprising specific nonocclusive liquid polyol fatty acid polyester

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO9924003A1 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Also Published As

Publication number Publication date
CO4970767A1 (en) 2000-11-07
CN1282237A (en) 2001-01-31
WO1999024003A1 (en) 1999-05-20
AU9639898A (en) 1999-05-31
JP2001522787A (en) 2001-11-20

Similar Documents

Publication Publication Date Title
EP1032355A1 (en) Compositions containing combinations of liquid polyol fatty acid polyesters and a liquid oil
CA2206048C (en) Topical skin care compositions containing thickened polyol carboxylic acid esters as skin conditioning agents
US5700452A (en) Compositions for imparting an artificial tan and protecting the skin from ultra-violet radiation
US6153176A (en) Low pH sunscreen compositions
MXPA97003895A (en) Topical compositions for care of the skin containing esters of carboxylic acid of poliol thickened as agents of conditioning of the p
US20010055599A1 (en) Compositions containing select liquid polyol fatty acid polyesters
EP1306075A1 (en) Leave-on compositions for personal care
US20020039561A1 (en) Topical skin care compositions containing thickened polyol carboxylic acid esters as skin conditioning agents
WO1998052531A1 (en) Compositions containing select solid polyol fatty acid polyesters
WO1999024010A1 (en) Compositions containing combinations of solid polyol fatty acid polyesters and a solid oil
EP0794765B1 (en) Topical skin care compositions containing nonocclusive liquid polyol carboxylic acid esters as skin conditioning agents
MXPA99010832A (en) Compositions containing select solid polyol fatty acid polyesters
MXPA97003896A (en) Topical compositions for care of the skin containing esters of carboxylic acid of non-oclusive liquid polyol as agents of conditioning of the p
MXPA00004530A (en) Compositions containing combinations of liquid polyol fatty acid polyesters and a liquid oil
MXPA99010840A (en) Compositions containing select liquid polyol fatty acid polyesters
CZ410299A3 (en) Mixtures containing combination of solid ester of polyhydroxylic fatty acid and liquid oil used for treating human hair and skin
CZ410399A3 (en) Preparations containing selected liquid polyhydroxyl polyesters of fatty acids

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20000613

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU NL PT SE

RIN1 Information on inventor provided before grant (corrected)

Inventor name: LISTRO, JOSEPH, ANTHONY

Inventor name: DRZEWIECKI, PAUL, JOSEPH

17Q First examination report despatched

Effective date: 20011112

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20020323