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WO2002003925A1 - Procede de preparation de compositions topiques contenant des agents protecteurs de la peau dotes de proprietes barriere ameliorees - Google Patents

Procede de preparation de compositions topiques contenant des agents protecteurs de la peau dotes de proprietes barriere ameliorees Download PDF

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Publication number
WO2002003925A1
WO2002003925A1 PCT/US2001/021578 US0121578W WO0203925A1 WO 2002003925 A1 WO2002003925 A1 WO 2002003925A1 US 0121578 W US0121578 W US 0121578W WO 0203925 A1 WO0203925 A1 WO 0203925A1
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WO
WIPO (PCT)
Prior art keywords
composition
acrylate
rheological modifying
agents
hydrophilic
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.)
Ceased
Application number
PCT/US2001/021578
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English (en)
Inventor
Duncan T. Aust
James M. Wilmott
James A. Hayward
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.)
Collaborative Technologies Inc
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Collaborative Technologies Inc
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 Collaborative Technologies Inc filed Critical Collaborative Technologies Inc
Priority to AU2001271922A priority Critical patent/AU2001271922A1/en
Priority to US10/332,394 priority patent/US20040013698A1/en
Publication of WO2002003925A1 publication Critical patent/WO2002003925A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55—Phosphorus compounds
    • A61K8/553—Phospholipids, e.g. lecithin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/69—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing fluorine
    • A61K8/70—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing fluorine containing perfluoro groups, e.g. perfluoroethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/965—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution of inanimate origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/21—Emulsions characterized by droplet sizes below 1 micron

Definitions

  • the present invention is a method for making a composition
  • a composition comprising an oil-in-water dispersion composed of one or more hydrophobic skin protective agents, a hydrophilic rheological modifying agent, and an aqueous phase.
  • compositions containing skin protective agents such as petrolatum or silicone are commonly used in formulations for topically applied pharmaceutical or cosmetic products.
  • Petrolatum and silicone are particularly desirable for use in formulations because of their relatively high water resistance, and their ability to form a barrier on the skin for skin protection.
  • skin protective agents are typically either solubilized in a suitable hydrophobic fluid, or are incorporated into water-in-oil (W/O) or oil-in-water (O/W) emulsions.
  • W/O water-in-oil
  • O/W oil-in-water
  • Emulsions are prepared by adding emulsifiers to the hydrophobic and hydrophilic phases of a composition.
  • Emulsifiers are a class of surface active ingredients, commonly called surfactants, which reduce the surface tension of water and the interfacial tension between the hydrophobic and hydrophilic phases.
  • surfactants commonly called surfactants
  • the current methods for preparing O/W emulsions form internal phase particles which are typically 1 to 5 microns or greater in size.
  • O/W emulsions are typically prepared by first separately creating the hydrophobic and hydrophilic phases. A hydrophilic phase, containing water and water compatible emulsifiers and components, is prepared and heated with mixing to a temperature in excess of 70° C.
  • the hydrophobic phase is added to the hydrophilic phase and mixed with suitable agitation to intimately intermingle the phases.
  • the total composition is then cooled to remove the excess heat until the composition reaches ambient temperature.
  • the particle size and stability of the hydrophobic phase depends upon the emulsifiers used.
  • the selection of emulsifiers is governed by the hydrophobic- hydrophilic balance (HLB). Failure to select a suitable combination of emulsifier, hydrophobic and hydrophilic materials will result in a magnified incompatibility between the phases resulting in increased particle size and physical instability. Further, emulsifiers tend to create large micellularized structures of the hydrophobic phase in the hydrophilic phase.
  • the particle size of an emulsion is also dependent on the processing conditions such as the rate and degree of heating and cooling, and on the type and duration of shear used during mixing. If any one of the processing conditions are not precisely duplicated, or if the ingredients used in the composition are not of the same nature and quality in each batch prepared, reproducibility of the properties and performance of the compositions is compromised. For example, if the particle size of the emulsion changes then the nature of the film left on the skin after application will also change. This compromises the beneficial properties of materials such as petrolatum and silicone which are used to enhance the barrier properties of the skin. When applied to the skin, emulsifiers can alter the structure of the indigenous lipids present between and within cell membranes that constitutes the natural barrier properties of the skin.
  • emulsifier as well as other substances from the composition, such as preservatives, fragrances, actives or chelating agents, can penetrate into and irritate the skin.
  • greater amounts of water will be released from the lower layers of the skin to the skin surface and to the surrounding atmosphere.
  • adverse skin conditions including erythema, edema, allergic responses such as rashes and itching, dryness, fissures, roughness, scaliness and irritant contact dermatitis develop .
  • the type and quantity of emulsifier used also dictates the type and nature of the film that is produced on the skin's surface.
  • the volatile components principally water
  • the residual hydrophobic materials and non-volatile hydrophilic materials are either absorbed into the skin or left behind at the surface to create a film. These materials often compromise the beneficial properties of materials such as petrolatum and silicone which are used to enhance the barrier properties of the skin.
  • a stable topical formulation comprising a surfactant-free oil-in-water dispersion of a skin protective agent such as petrolatum or silicone, having enhanced barrier properties for the skin or hair, more predictable film-forming properties, and aesthetically pleasing tactile properties.
  • a skin protective agent such as petrolatum or silicone
  • the present invention provides method for preparing a topical composition with enhanced barrier properties comprising mixing an oil-in-water dispersion comprising one or more hydrophobic skin protective agents, and a base composition comprising a hydrophilic rheological modifying agent and an aqueous phase.
  • the oil-in-water dispersion comprising one or more hydrophobic skin protective agents is prepared by high pressure/high shear mixing conditions to form a stable oil-in-water dispersion having a particle size of from about 50 to 1000 nm.
  • the base composition is prepared by mixing an aqueous phase, comprising water and water compatible components, and one or more hydrophilic rheological modifying agents.
  • the dispersion and base composition are them mixed to form the topical composition.
  • the dispersions of the present invention are produced by mixing from about 10 to 60 wt%, and preferably from about 25 to 55 wt % of one or more hydrophobic skin protective agents, with from about 40 to 90 wt% aqueous phase, and processing the mixture under high pressure, high shear, or high pressure/high shear conditions until a particle size of from about 50 to 1000 nm, preferably from about 100 to 800 nm is obtained.
  • the method of the invention produces a dispersion having a specific gravity of from about 0.8 to 1.1 , preferably from about 0.85 to 0.95.
  • the method of the invention produces a dispersion having a viscosity of less than about 10000 cps.
  • the pH of the dispersion is between about 4.5 and 7.5, and preferably between about 5.0 and 7.0.
  • the hydrophobic skin protective agent is a petrolatum or silicone or mixtures thereof.
  • the petrolatum, silicone or mixtures thereof are present in an amount of from about 10 to 60 wt %; and preferably from about 25 to 55 wt% based on total weight of the dispersion.
  • the aqueous phase of the dispersion is present in an amount of from about 40 to 90 wt % based on total weight of the dispersion.
  • compositions of the present invention are produced by mixing from about 1 to 95 wt% of the dispersion comprising a hydrophobic skin protective agent such as petrolatum, silicone or combination thereof, with a base composition comprising from about 0.01 to 10 wt% of one or more hydrophilic rheological modifying agents and from about 5 to about 99 wt% water, based on total weight of the final composition.
  • a base composition comprising from about 0.01 to 10 wt% of one or more hydrophilic rheological modifying agents and from about 5 to about 99 wt% water, based on total weight of the final composition.
  • the present invention also provides compositions comprising dispersions prepared by the method of the invention and a base composition as described above.
  • topical compositions of the present invention have enhanced moisture retention properties and provide protection to the skin from external irritants better than prior art compositions.
  • surface-active or “surface-active agent” refers to a substance capable of reducing the surface tension of a liquid in which it is dissolved and which modifies the interfacial tension between the hydrophilic and hydrophobic phases.
  • a “non-surface active agent” is a substance which does not effectively reduce the surface tension of a liquid in which it is dissolved or dispersed.
  • surfactant refers to a surface-active substance.
  • surfactant-free dispersion refers to a stable dispersion that is produced without the use of surface-active ingredients or surfactants.
  • dispenser or “oil-in-water dispersion” are used interchangeably herein, and refer to the suspension of an oil (or nonpolar substance) in a polar (for example, aqueous) composition.
  • a preferred method of processing the oil or hydrophobic phase with water is through the use of high pressure, high shear mixing or high pressure/high shear mixing.
  • the high pressure, high shear mixing or high pressure/high shear mixing may be performed using suitable equipment including homogenizers, microfluidizers and ultrasonic mixers.
  • the preferred pressure for preparing the dispersion is between about 11,000 psi to about 25,000 psi with a desired shear that creates an average particle size of between about 50nm to about lOOOnm.
  • the dispersions of the current invention can be either non-ionic or cationic in nature.
  • Non-ionic dispersions are formed by mixing the hydrophobic skin protecting agent with a non-surface active phospholipid and water, homogenizing the mixture and subjecting the homogenized mixture to high pressure/high shear mixing at pressures of from about 9,000 to about 25,000 psi.
  • Preferred phospholipids include Phospholipon 80, 80H (American Lecithin Co., Oxford, CT), Basis LP2OH (Ikeda Corp., Japan), and Catemol, a synthetic lipid-like compound (Phoenix Chemicals Inc., Somerville, NJ).
  • Cationic dispersions are formed by mixing the hydrophobic skin protecting agent with a combination of a do -C 50 amido amine with a C 10 to C 50 carboxyllic acid and water, then homogenizing the mixture to improve its homogeneity and subjecting the mixture to high pressure/high shear mixing at pressures of about 9,000 to about 25,000 psi.
  • a preferred cationic material is the combination of stearic acid and stearamidopropyldimethylamine (Phoenix Chemical, Inc., Somerville NJ).
  • homogenization may be replaced by heating.
  • Heating is preferred for viscous hydrophobic skin protecting agents such as petrolatum. Heating reduces the viscosity of the material, thereby facilitating the subsequent high pressure/high shear mixing.
  • Hydrophobic skin protective agents are included in the composition of the current invention. These materials are designed to improve the barrier properties of the skin as manifested by greater water retention or enhanced protection from external irritants or sensitizers. Suitable skin protective agents include petrolatum, water- insoluble silicones and fluorocarbons.
  • Suitable water-insoluble silicone materials include, but are not limited to, cyclomethicone, polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, polysiloxane gums and polyethersiloxane copolymers. Examples of suitable silicone materials are disclosed in U.S. Patent Nos. 4,788,006; 4,341,799; 4,152,416; 3,964,500; 3,208,911; 4,364,837 and 4,465,619, all of which are incorporated herein by reference.
  • Exemplary silicone and silicone derivatives include branched or linear cyclical silicone or silicone derivatives, cyclomethicone, dimethicone polysiloxane, dimethiconol, polysiloxanes, polysiloxane copolymers, polyalkyl aryl silanes, polyaryl siloxanes, polyalkyl siloxanes, polyalkyl aryl silanes, polysiloxane copolymers.
  • Preferred examples of silicone solvents or co-solvents include: low viscosity dimethicone, phenyl trimethicone (Dow Corning) and silicone fluid DC 345 (Dow Corning).
  • Suitable fluorocarbons include, but are not limited to, linear, saturated, unsaturated, cyclic or branched compounds containing one or more mono-, di-, or tri- fluoro substituted methylene units.
  • An exemplary f ⁇ uorocarbon is perfluoropolymethylisopropyl ether sold under the trade name of FomblinTM HC/ 25 by
  • Hydrophilic rheological modifying agents within the scope of the invention include any substance which increases or decreases the viscosity of the composition of the invention.
  • Suitable rheological modifying agents include, but are not limited to, phosphorylated starch derivative, carbohydrate based rheological modifying agents, polymeric and copolymeric rheological modifying agents, inorganic rheological modifying agents, protein rheological modifying agents, polypeptide rheological modifying agents, and any combination of any of the foregoing.
  • phosphorylated starch derivative includes, but is not limited to, starches containing a phosphate group. Suitable phosphorylated starch derivatives include, but are not limited to, hydroxyalkyl starch phosphates, hydroxyalkyl distarch phosphates, and any combination of any of the foregoing. Non-limiting examples of hydroxyalkyl starch phosphates and hydroxyalkyl distarch phosphates include hydroxyethyl starch phosphate, hydroxypropyl starch phosphate, hydroxypropyl distarch phosphate (including sodium hydroxypropyl starch phosphate), and any combination of any of the foregoing.
  • Non-limiting examples of suitable carbohydrate based rheological modifying agents include algin and derivatives and salts thereof, such as algin, calcium alginate, propylene glycol alginate, and ammonium alginate; carrageenan (Chondrus crispus) and derivatives and salts thereof, such as calcium carrageenan and sodium carrageenan; agar; cellulose and derivatives thereof, such as carboxymethyl hydroxyethylcellulose, cellulose gum, cetyl hydroxyethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropyl methylcellulose, methylcellulose, ethylcellulose, and cellulose gum; chitosan and derivatives and salts thereof, such as hydroxypropyl chitosan, carboxymethyl chitosan, and chitin; gellan gum; guar (Cyanopsis tetragonolobd) and derivatives thereof, such as guar hydroxypropyltrimonium chloride
  • Non-limiting examples of suitable polymeric and copolymeric rheological modifying agents include acrylates, methacrylates, polyethylene and derivatives thereof, and any combination of any of the foregoing.
  • Suitable acrylates and methacrylates include, but are not limited to, carbomer and derivatives and salts thereof, acrylate/do- C 30 alkyl acrylate crosspolymer, acrylate/ceteth-20 itaconate copolymer, acrylate/ceteth- 20 methacrylate copolymers, acrylate/steareth-20 methacrylate copolymers, acrylate/steareth-20 itaconate copolymers, acrylate/steareth-50 acrylate copolymers, acrylate/VA crosspolymers, acrylate/vinyl isodecanoate crosspolymers, acrylic acid/acrylonitrogen copolymers, ammonium acrylate/acrylonitrogen copolymers, glyceryl polymethacrylate, polyacrylic
  • Non-limiting examples of suitable inorganic thickening agents include clays and derivatives thereof, silicates, silicas and derivatives thereof, and any combination of any of the foregoing.
  • Suitable clays and derivatives thereof include, but are not limited to, bentonite and derivatives thereof, such as quaternium-18 bentonite; hectorite and derivatives thereof, such as quaternium-18 dectorite; montmorillonite; and any combination of any of the foregoing.
  • Suitable silicates include, but are not limited to, magnesium aluminum silicate, sodium magnesium silicate, lithium magnesium silicate, tromethamine magnesium aluminum silicate, and any combination of any of the foregoing.
  • Suitable silicas and derivatives thereof include, but are not limited to, hydrated silica, hydrophobic silica, and any combination of any of the foregoing.
  • Suitable protein and polypeptide rheological modifying agents include, but are not limited to, proteins and derivatives and salts thereof, polypeptides and derivatives and salts thereof, and any combination of any of the foregoing.
  • Non- limiting examples of protein and polypeptide rheological modifying agents include albumin, gelatin, keratin and derivatives thereof, fish protein and derivatives thereof, milk protein and derivatives thereof, wheat protein and derivatives thereof, soy protein and derivatives thereof, elastin and derivatives thereof, silk protein and derivatives thereof, and any combination of any of the foregoing.
  • Preferred rheological modifying agents include, but are not limited to, carbomer, acrylate/alkyl acrylate crosspolymers, acrylate/vinyl isododecanoate crosspolymer, xantham gum, locust bean gum, guar gum, and any combination of any of the foregoing.
  • a more preferred combination of rheological modifying agents comprises carbomer and an acrylate/alkyl acrylate copolymer, such as an acrylate/C ⁇ o-C 3 o alkyl acrylate crosspolymer.
  • carbomer is a homopolymer of acrylic acid crosslinked with an allyl ether of pentaerythritol, an allyl ether of sucrose, or an allyl ether of propylene.
  • acrylate/alkyl acrylate crosspolymer includes, but is not limited to, copolymers of alkyl acrylates with one or more monomers of acrylic acid, methacrylic acid, or one of their short chain (i.e. C. 1-4 alcohol) esters, wherein the crosslinking agent is, for example, an allyl ether of sucrose or pentaerytritol.
  • the alkyl acrylates are C ⁇ o-C 30 alkyl acrylates.
  • Examples of such copolymers include, but are not limited to, those commercially available as CarbopolTM 1342, CarbopolTM 1382, PemulenTM TR-1, and PemulenTM TR-2, from Goodrich Specialty Chemicals of Cleveland, OH.
  • Preferred rheological modifying agents include, but are not limited to hydrophilic gelling agents, such as carboxyvinyl polymers (carbomer), acrylic copolymers (e.g. acrylate/alkyl acrylate copolymers), polyacrylamides, polysaccharides (e.g. hydroxypropylcellulose), natural gums, clays, and any combination of any of the foregoing.
  • the base composition typically comprises from about 0.001 to about 50%) and preferably from about 0.01 to about 10%, and more preferably from about 0.1 to about 5% by weight of hydrophilic rheological modifying agents.
  • the base composition typically comprises from about 0.001 to about 99.99%, preferably from about 1 to about 99.99%, and more preferably from about 20 to about 99.99% by weight of water.
  • Phospholipids which may comprise from 0.01% to 8% by weight (preferably 0.01 to 5% by weight) of the dispersion may include Phospholipon 80, 80H (American Lecithin Co., Oxford, CT), Basis LP2OH (Ikeda Corp., Japan), and Catemol, a synthetic lipid-like compound (Phoenix Chemicals Inc., Somerville, NJ).
  • compositions of the present invention may also contain other physiologically active ingredients.
  • suitable active agents for the compositions prepared by the method of the invention include, but are not limited to, anti-acne agents, antimicrobial agents, anti-inflammatory agents, analgesics, antierythemal agents, antipruritic agents, antiedemal agents, antipsoriatic agents, antifungal agents, skin protectants, sunscreen agents, vitamins, antioxidants, scavengers, antiirritants, antibacterial agents, antiviral agents, antiaging agents, protoprotection agents, hair growth enhancers, hair growth inhibitors, hair removal agents, antidandruff agents, anti-seborrheic agents, exfoliating agents, wound healing agents, anti-ectoparacitic agents, sebum modulators, immunomodulators, hormones, botanicals, moisturizers, astringents, cleansers, sensates, antibiotics, anesthetics, steroids, tissue healing substances, tissue regenerating substances, amino acids, peptides, minerals, ceramide
  • Preferred anti-acne agents include, but are not limited to, salicylic acid, retinoic acid, alpha hydroxy acid, benzyl peroxide, sodium sulfacetamide, clindamycin, and any combination of any of the foregoing.
  • Preferred combinations of anti-acne agents to be incorporated in the composition include salicylic acid, retinoic acid, and hydrocortisone; sodium sulfacetamide and clindamycin; salicylic acid and clindamycin; salicylic acid, alpha hydroxy acid, and tetrahydrozoline.
  • Suitable antimicrobial agents include, but are not limited to, benzalkonium chloride, benzethonium chloride, chlorhexidine gluconate, chloroxylenol, cloflucarban, f ⁇ uorosalan, hexachlorophene, hexylresorcinol, iodine complex, iodine tincture, para-chloromercuriphenol, phenylmercuric nitrate, thimerosal, vitromersol, zyloxin, triclocarban, triclosan, methyl-benzethonium chloride, nonyl phenoxypoly(ethyleneoxy) ethanol-iodine, para-chloro-meta-xylenol, providone-iodine complex, poloxamer-iodine complex, triclorcarban, undecoylium chloride-iodine complex, and any combination of any of the foregoing.
  • Suitable anti-inflammatory agents include, but are not limited to, alidoxa, allantoin, aloe vera, aluminum acetate, aluminum hydroxide, bismuth subnitrate, boric acid, calamine, casein, cellulose, microporous, cholecatciferol, cocoa butter, cod liver oil, colloidal oatmeal, cystein hydrochloride, dexpanthenol, dimethicone, glycerin, kaolin, lanolin, live yeast cell derivative, mineral oil, peruvian balsam, petrolatum, protein hydrolysate, racemethionine, shark liver oil, sodium bicarbonate, sulfur, talc, tannic acid, topical starch, vitamin A, vitamin E, white petrolatum, zinc acetate, zinc carbonate, zinc oxide, hydrocortisone, betamethasone, ibuprofen, indomethicin, acetyl salicylic acid, tacrolimus, flucoinolone aceton
  • Suitable analgesics include, but are not limited to, diphenhydramine, tripeiennamine, benzocaine, dibucaine, lidocaine, tetracaine, camphor, menthol, phenol, resorcinol, matacresol, juniper tar, methylsahcylate, turpentine oil, capsicum, methyl nicotinate, b-glucan, and any combination of any of the foregoing.
  • Suitable antietythermal agents include, but is not limited to, tetrahydrozoline and hydracortisone.
  • Suitable antipruritic agents include, but are not limited to, diphenhydramine, pramoxine, antihistamines, and any combination of any of the foregoing.
  • Suitable antiedemal agents include, but are not limited to, pregnenalone acetate, tannin glycosides, and any combination of any of the foregoing.
  • Suitable antipsoriatic agents include, but are not limited to, caleipotriene, coal tar, anthralin, vitamin A, and any combination of any of the foregoing.
  • Preferred combinations of antipsoriatic agents include, but are not limited to, hydrocortisone, retinoic acid, and alpha hydroxy acid; dovonex, salicylic acid, and a sunscreen agent; indomethacin, salicylic acid, and urea; anthralin and salicylic acid; and anthralin and indomethacin.
  • Other suitable antipsoriatic agents include, but are not limited to, caleipotriene, coal tar, anthralin, vitamin A, and any combination of any of the foregoing.
  • Suitable antifungal agents include, but are not limited to, clioquinol, haloprogin, miconazole nitrate, clotrimazole, metronidazole, toinaftate, undecylenic acid, iodoquinol, and any combination of any of the foregoing.
  • Suitable skin protectants include, but are not limited to, cocoa butter, dimethicone, petrolatum, white petrolatum, glycerin, lipidure, shark liver oil, allantoin, and any combination of any of the foregoing.
  • Suitable sunscreen agents include, but are not limited to, ethylhexyl methoxycinnamate, avobenzone, benzophenone-3, octacrylene, titanium dioxide, zinc oxide, and any combination of any of the foregoing.
  • Suitable antioxidants include, but are not limited to, scavengers for lipid free radicals and peroxyl radicals, quenching agents, and any combination of any of the foregoing.
  • Suitable antioxidants include, but are not limited to, tocopherol, BHT, beta carotene, vitamin A, ascorbic acid, ubiquinol, ferulic acid, azelaic acid, thymol, catechin, sinapic acid, EDTA, lactoferrin, rosmariquinone, hydroxytyrosole, sesamol, 2-thioxanthine, nausin, malvin, carvacone, chalcones, glutathione isopropyl ester, xanthine, melanin, guanisone, lophorphyrins, 8-hydroxyxanthine, 2-thioxanthione, vitamin Bj2 > plant alkaloids, catalase, quercetin, tyrosine, SOD, cysteine, methionine, methylsulphonylmethane (MSM), genistein, NDG, procyanidin, hamamelitannin, ubiquinone, trolox, lic
  • Suitable vitamins include, but are not limited to, vitamin E, vitamin A palmitate, vitamin D, vitamin F, vitamin Bg, vitamin B3 vitamin Bj2 vitamin C, ascorbyl palmitate, vitamin E acetate, biotin, niacin, DL-panthenol, and any combination of any of the foregoing.
  • a preferred sunscreen agent is a mixture of ethylhexyl methoxycinnamate, butyl methoxydibenzoylmethane, cyclomethicone, phospholipids, and water, and is available as SolareaseTM from Collaborative Laboratories, Inc. of East Setauket, NY.
  • compositions of the invention may comprise a preservative such as chlorophenesin, sorbic acid, disodium ethylenedinitrilotetraacetate, phenoxyethanol, methylparaben, ethylparaben, propylparaben, phytic acid, imidazolidinyl urea, sodium dehydroacetate, benzyl alcohol and benzoic acid.
  • a preferred preservative is Phenonip (NIPA, Wilmington, DE); GermazideTM MPB, available from Collaborative Laboratories, Inc. of East Setauket, New York; and polyoxethylene ethers.
  • the dispersion may also comprise polyethylene glycol (for example PEG 4 or PEG 8) and/or butylene glycol (for example, 1,3-butylene glycol) to improve the freeze thaw stability of the preparations.
  • composition of the current invention may also contain other ingredients to enhance the aesthetic properties of the final preparation.
  • An aesthetic modifying agent is a material that imparts desirable tactile, olfactory, taste or visual properties to the surface to which the composition is applied.
  • the aesthetic modifying agent may be hydrophobic or hydrophilic.
  • the aesthetic modifying agent is preferably hydrophobic and is more preferably an oil, wax, solid or paste.
  • a dispersion of one or more hydrophobic aesthetic modifying agents is preferably prepared before the hydrophobic aesthetic modifying agents are incorporated into the composition.
  • the hydrophobic aesthetic modifying agents may be dispersed into an aqueous phase by methods known in the art, such as by ultra high shear mixing and microfluidization.
  • the final composition may be prepared by mixing the dispersions containing the hydrophobic aesthetic modifying agents with the base composition and any other adjuvants. Since the hydrophobic aesthetic modifying agents are added to the base composition as dispersions, heating and other expensive processing steps are not required to obtain a homogenous final composition.
  • an aesthetic modifying agent is a mono, di, tri or poly alkyl ester or ether of a di, tri, or polyhydroxy compound, such as ethylene glycol, propylene glycol, glycerin, sorbitol or other polyol compound.
  • hydrophobic aesthetic modifying agent is a compound having the formula C n H( 2n+2-m ) wherein n is an integer greater than or equal to 6 and m is 0 or an even integer no greater than n.
  • Such compounds include, but are not limited to, saturated and unsaturated, linear, branched, and cyclic hydrocarbon chains.
  • Preferred examples of such compounds include, but are not limited to mineral oil, petrolatum, permethyl fluids, polybutylenes, and polyisobutylenes.
  • hydrophobic aesthetic modifying agent has the formula
  • R ⁇ is a saturated or unsaturated, linear, branched or cyclic C ⁇ -C 2 alkyl group
  • R 2 is hydrogen or a saturated or unsaturated, liner, branched or cyclic d-C 24 alkyl group
  • n is an integer from 0 to 20.
  • aesthetic modifying agents include, but are not limited to, isopropyl palmitate and diisopropyl adipate.
  • esters and ethers include but are not limited to, saturated and unsaturated, linear and branched vegetable oils, such as soybean oil, babassu oil, castor oil, cottonseed oil, Chinese tallow oil, crambe oil, perilla oil, danish rapeseed oil, rice bran oil, palm oil, palm kernel oil, olive oil, linseed oil, coconut oil, sunflower oil, safflower oil, peanut oil and corn oil.
  • Preferred saturated and unsaturated vegetable oils are those having fatty acid components with 6 to 24 carbon atoms.
  • a more preferred vegetable oil is soybean oil.
  • Silicone may provide lubrication and/or shine to the composition.
  • the silicone is insoluble in water.
  • Suitable water-insoluble silicone materials include, but are not limited to, polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, polysiloxane gums and polyethersiloxane copolymers. Examples of suitable silicone materials are disclosed in U.S. Patent Nos. 4,788,006; 4,341,799; 4,152,416; 3,964,500; 3,208,911; 4,364,837 and 4,465,619, all of which are incorporated herein by reference.
  • Another suitable hydrophobic material which can be suspended in the composition has the formula
  • R ⁇ is a saturated or unsaturated, linear, branched or cyclic alkyl having 2 to 24 carbon atoms
  • M (+) is N ⁇ R ⁇ P R S ; where R 2 , R 3 and R 4 are hydrogen or a saturated or unsaturated, linear or branched alkyl or hydroxyalkyl having from 1 to 10 carbon atoms; and R 5 is a saturated or unsaturated, linear, branched or cyclic alkyl or substituted alkyl having 2 to 24 carbon atoms.
  • An example of such a material is lauramine oleate.
  • the pH of the dispersion was between 5.00 and 7.00.
  • the specific gravity was between 0.92-0.95.
  • the particle size was below 500 nm.
  • the pH of the dispersion was between 5.00 and 7.00.
  • the specific gravity was between 0.92-0.95.
  • the particle size was below 500 nm.
  • the pH of the dispersion was between 5.00 and 8.00.
  • the specific gravity was between 0.9500-1.050.
  • the particle size was below 500 nm.
  • the pH of the dispersion was between 5.50 and 7.75.
  • the specific gravity was between 0.85-0.94.
  • the particle size was below 500 nm.
  • Phase E Added Phase E to Phase D and mixed until uniform.
  • Phase F Add Phase F to Phase DE and mixed until uniform.
  • the pH of the dispersion was between 4.50 and 7.00.
  • the specific gravity was between 0.9500-1.1000.
  • the particle size was below 500 nm.
  • Subjects providing informed consent and meeting inclusion/exclusion criteria underwent a seven-day home conditioning phase during which they discontinued moisturizer use and all skin care products on their lower legs and used Neutrogena Original cleansing bar for all general cleansing. Following the conditioning period, the lower outer legs of each subject were evaluated.
  • each leg was divided into four test sites (3X4 cm 2 each.) A single application of 25 ul of assigned test product was applied to each test site. Using positive displacement pipettes, study personnel dispensed product directly onto each test site and rubbed it into the skin for approximately 10 seconds using a gloved finger. One test site per subject served as an untreated control. Bioinstrumentation
  • Figure 1 shows the change in TEWL.
  • Sites treated with 20% Silicone in cationic vehicle improved TEWL by 13.5 percent.
  • Sites treated with Example 2 improved TEWL by 17 percent.
  • Sites treated with Example 6 improved TEWL by 28 percent.
  • Sites treated with Example 1 improved TEWL by 23 percent.
  • Sites treated with White Protapet IS Petrolatum improved TEWL by 15 percent.
  • compositions of the invention When applied to the skin, the compositions of the invention reduced the loss of water vapor from the skin compared to petrolatum alone thereby creating an enhanced barrier film.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
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  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
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  • Emergency Medicine (AREA)
  • Dispersion Chemistry (AREA)
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  • Cosmetics (AREA)

Abstract

L'invention concerne des procédés de préparation de compositions topiques présentant des propriétés barrière améliorées et comprenant des dispersions d'agents hydrophobes protecteurs de la peau.
PCT/US2001/021578 2000-07-07 2001-07-09 Procede de preparation de compositions topiques contenant des agents protecteurs de la peau dotes de proprietes barriere ameliorees Ceased WO2002003925A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2001271922A AU2001271922A1 (en) 2000-07-07 2001-07-09 Method for preparing topical preparations containing skin protective agents withenhanced barrier properties
US10/332,394 US20040013698A1 (en) 2001-07-09 2001-07-09 Method for preparing topical preparations containing skin protective agents with enhanced barrier properties

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US21657200P 2000-07-07 2000-07-07
US60/216,572 2000-07-07

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WO2002003925A1 true WO2002003925A1 (fr) 2002-01-17

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003013246A1 (fr) * 2001-08-06 2003-02-20 Dow Corning Corporation Dispersion aqueuse de particules durcies de caoutchouc de silicone
US6783766B2 (en) 2002-03-06 2004-08-31 Dow Global Technologies Inc. Process for preparing a cosmetic formulation
AU2012203566B1 (en) * 2008-03-27 2013-09-12 Clji I.P. Company, Llc Topical formulations for the prevention of sexually transmitted disease and methods of producing the same
US8840911B2 (en) 2008-03-07 2014-09-23 Kimberly-Clark Worldwide, Inc. Moisturizing hand sanitizer
WO2018020003A1 (fr) * 2016-07-29 2018-02-01 Isdin, S.A. Perfluoropolyéther utilisé pour le traitement par photothérapie.
CN108126236A (zh) * 2017-12-20 2018-06-08 浙江科技学院 一种医药涂敷材料及其制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5885564A (en) * 1993-08-13 1999-03-23 Lancaster Group Gmbh Functional oxygenated composition containing phospholipids and fluorocarbon
US5885558A (en) * 1994-11-24 1999-03-23 Lancaster Group Gmbh Sun protection preparation with an increased sun protection factor

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5885564A (en) * 1993-08-13 1999-03-23 Lancaster Group Gmbh Functional oxygenated composition containing phospholipids and fluorocarbon
US5885558A (en) * 1994-11-24 1999-03-23 Lancaster Group Gmbh Sun protection preparation with an increased sun protection factor

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003013246A1 (fr) * 2001-08-06 2003-02-20 Dow Corning Corporation Dispersion aqueuse de particules durcies de caoutchouc de silicone
US6783766B2 (en) 2002-03-06 2004-08-31 Dow Global Technologies Inc. Process for preparing a cosmetic formulation
US7056496B2 (en) 2002-03-06 2006-06-06 Dow Global Technologies Inc. Sunscreen composition and a process for preparing it
US8840911B2 (en) 2008-03-07 2014-09-23 Kimberly-Clark Worldwide, Inc. Moisturizing hand sanitizer
AU2012203566B1 (en) * 2008-03-27 2013-09-12 Clji I.P. Company, Llc Topical formulations for the prevention of sexually transmitted disease and methods of producing the same
WO2018020003A1 (fr) * 2016-07-29 2018-02-01 Isdin, S.A. Perfluoropolyéther utilisé pour le traitement par photothérapie.
CN108126236A (zh) * 2017-12-20 2018-06-08 浙江科技学院 一种医药涂敷材料及其制备方法

Also Published As

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