WO2001062224A1 - Preparations en emulsion stabilisees - Google Patents

Preparations en emulsion stabilisees Download PDF

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Publication number
WO2001062224A1
WO2001062224A1 PCT/GB2000/003941 GB0003941W WO0162224A1 WO 2001062224 A1 WO2001062224 A1 WO 2001062224A1 GB 0003941 W GB0003941 W GB 0003941W WO 0162224 A1 WO0162224 A1 WO 0162224A1
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WO
WIPO (PCT)
Prior art keywords
emulsion
emulsion agent
group
mixtures
oil
Prior art date
Application number
PCT/GB2000/003941
Other languages
English (en)
Inventor
Adonis R. Buelo
Original Assignee
Block Drug Company, Inc.
Whalley, Kevin
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 Block Drug Company, Inc., Whalley, Kevin filed Critical Block Drug Company, Inc.
Priority to AU2000278051A priority Critical patent/AU2000278051A1/en
Publication of WO2001062224A1 publication Critical patent/WO2001062224A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25—Silicon; Compounds thereof
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26—Aluminium; Compounds thereof
    • 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
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • 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
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/927—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of insects, e.g. shellac
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/12—Face or body powders for grooming, adorning or absorbing
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14—Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair

Definitions

  • the present invention relates generally to external preparations for the skin, i.e., compositions for pharmaceutical and personal care applications such as skin care ointments and lotions, and in particular water-in-oil emulsion preparations for the skin.
  • viscous compositions in the form of ointments, salves, creams and pastes having petroleum, lanolin, beeswax and the like as their base are well known. Difficulties have been exhibited with such compositions in that active ingredients or other ingredients thereof tend to separate and segregate with time. In addition, their viscosity tends to change with temperature and with time, and the contained ingredients are not always readily released for absorption by the skin or other surface upon which they are used.
  • Borax has been typically used in the prior art to neutralize the viscous oily materials for increased emulsion stability control in the water-in-oil emulsion system employing lanolin, beeswax and the like.
  • US Patent 4,190,568 discloses a mineral stabilized resin emulsion system such as asphalt emulsions, which can be utilized as a decorative and / or protective surface coating for roofing papers and the like.
  • the emulsion system is a clay slurry emulsified by hydrocarbon resin, wax, or the like, and stabilized by a clay compound.
  • Polyvalent metal ion compounds are added to the emulsion system to adjust the resin-material stabilizer slurry and react with any excess clay stabilizer, making the resultant dried emulsified films more water resistant.
  • polyvalent metal ion compounds when added to external preparations for the skin having petroleum, lanolin, beeswax and the like as a base viscoelastic carrier, surprisingly provides a stable water-in-oil emulsion system that is comparable to the traditional borax water-in-oil emulsion systems of the prior art.
  • This invention relates to a stabilized emulsion system formed as a water-in-oil emulsion for use in external preparations for the skin comprising: a) a first emulsion agent selected from the group consisting of wax containing a fatty acid, higher fatty acid, glycerol fatty acid ester, sorbitan fatty acid ester; oil, fat, and mixtures thereof, and b) a second emulsion agent selected from the group consisting of polyvalent metal ion compounds and mixtures thereof having a neutral or basic pH (of about 7 or above), and wherein the ratio of the first emulsion agent to the second emulsion agent is about 10:1 to 50:1.
  • the second emulsion agent is selected from the group consisting of hydroxides, sulfates and alkali metal salts containing an anion containing said polyvalent metal ion.
  • the invention also relates to a process for preparing a stable water-in-oil emulsion for use in external preparations for the skin comprising, comprising the steps of: a) combining an effective amount of: i) a first emulsion agent selected from the group consisting of consisting of wax, higher fatty acid, glycerol fatty acid ester, sorbitan fatty acid ester, oil, fat, and mixtures thereof; with ii) a second emulsion agent selected from the group consisting of polyvalent metal ion compounds and mixtures thereof having a neutral or basic pH (of about 7 or above); and b) emulsifying said combination; and wherein the ratio of the first emulsion agent to the second emulsion agent is about 10:1 to 50:1.
  • a water-in-oil emulsion generally comprises tiny colloid particles suspended in solution.
  • the present invention provides a water-in-oil emulsion system which is reasonably stable, for use in preparations for the skin as viscoelastic vehicles for the delivery of the topically applied analgesics, skin moisteners, softeners and the like.
  • the first emulsion ingredient for use in the preparations of the present invention is in a liquid or solid form at ambient temperatures. It is viscous when it is in a liquid state, and has inflammability characteristics.
  • oily ingredients include waxes containing fatty acids such as carnauba wax, spermacetti, beeswax and the like; higher fatty acids including lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linolic acid, linolenic acid, lanolinic acid, isostearic acid and the like; glycerol fatty acid esters such as mono- and di-gylcerdies-stearates; sorbitan fatty acid esters such as sorbitan momolaurate and oleate; and oils and fats such as soy bean oil, rice barn oil, jojoba oil, avocado oil, almond oil, olive oil, cacao butter, sesam
  • a preferred thickening agent for us as the first emulsifying agent is beeswax.
  • Beeswax as its name implies, is typically obtained from bee honey combs and consists of esters of straight-chain monohydric alcohols with even numbered C12 - C26 carbon chains esterified with straight chain acids.
  • Specific examples of the esters comprising beeswax are triacontanol hexadecanoate and hexacosonal hexacosanoate.
  • the first emulsion / thickening agent is employed in an amount from about 2 to
  • Second Emulsifying Agent Polyvalent Metal Ion Compounds: It has been surprisingly and unexpectedly discovered that polyvalent metal ion compounds having a neutral or basic pH (of about 7 or above) can be combined or blended with the first emulsion agent, an oil or a wax, to provide a very stable emulsion system. Suitable polyvalent metal ion compounds for use as the second necessary emulsifying agent in the present invention include aluminum hydroxide, magnesium hydroxide, barium hydroxide, strontium hydroxide, calcium hydroxide, magnesium sulfate, sodium aluminate, sodium silicate, or mixtures thereof.
  • a preferred second emulsifying agent is sodium aluminate (aluminum sodium oxide: AlNaO2), which is extremely soluble in water and produces a strongly alkaline aqueous solution.
  • sodium aluminate aluminum sodium oxide: AlNaO2
  • the second emulsifying agent should be present in a sufficient amount to provide a stable water-in-oil emulsion system, i.e., a mixed film quality to the emulsion, for which is the theoretical amount is the quantity needed to neutralize the free acids in the first emulsifying agent.
  • a preferred amount is about 2 to 10 wt. % of the first emulsifying agent, i.e., 0.04 to 2.5 wt. % of the finished preparation product of the present invention.
  • the combined first and second emulsifying agents form a novel water-in-oil type emulsion useful as a delivery vehicle for pharmaceutically, cosmetically, or dermatologically active substances for various applications.
  • the oily phase of the water-in-oil emulsion system of the present invention may further comprise one or more oily / oleaginous materials of wide ranging viscosities as a base to control the viscosity and hydrophobicity of the preparations of the present invention.
  • Such base may include one or more members selected from the group consisting of mineral oils; vegetable oils; medium chain triglyceride (MCT) oil; various fatty acids; isopropyl myristate; fatty alcohols; esters of sorbitol and fatty acids; oily sucrose esters; and in general any oily substance which is physiologically tolerated.
  • MCT medium chain triglyceride
  • the base is the major component of the finished preparation product and comprises from about 25.0 wt. % to 70 wt % of the total weight of the preparation.
  • the oleaginous base is typically supplemented with gel forming polymers, which are known per se, in order to increase the viscosity of the formulation.
  • Optional additives it is optional to further include a dispersant or emulsifier in addition to the above essential ingredients so that the oily ingredients forming the unmodified base can be dispersed or emulsified uniformly.
  • humectants such as glycerin may also be added.
  • Anti-foaming agents to minimize foaming of the preparations upon application to the skin such as high molecular weight silicones and other materials known in the art may also be added.
  • topical actives useful may include anti-infiammatories such as ibuprofen and piroxicam; antibiotics such as chloramphenicol; antifungal compounds such as nystatin and miconazole; anti-allergies such as pheniramide derivatives; antipuretics, topical analgesics, topical anesthetics; wound protectants, topical antiseptics and mixtures thereof.
  • anti-infiammatories such as ibuprofen and piroxicam
  • antibiotics such as chloramphenicol
  • antifungal compounds such as nystatin and miconazole
  • anti-allergies such as pheniramide derivatives
  • antipuretics topical analgesics, topical anesthetics
  • wound protectants topical antiseptics and mixtures thereof.
  • topical actives useful may include anti-infiammatories such as ibuprofen and piroxicam; antibiotics such as chlorampheni
  • optional active ingredients may include anti-oxidants and free radical scavengers such as -tocopherol; essential acids such as Complex Omega 6TM (manufactured by Seporga, Nice, France); sunscreen agents such as Parsol MCX TM or Parsol 1789 TM (Givaudan, Switzerland).
  • anti-oxidants and free radical scavengers such as -tocopherol
  • essential acids such as Complex Omega 6TM (manufactured by Seporga, Nice, France)
  • sunscreen agents such as Parsol MCX TM or Parsol 1789 TM (Givaudan, Switzerland).
  • additional emollients such as dimethicone may be incorporated in the ointment to further soften and moisturize the skin.
  • the emollient may be incorporated in the preparations in an amount of from about 0.5 wt. % to 2.0 wt. % and preferably about 1.0 wt. %
  • pigments may be present in the preparations in amounts of 0 to 20% by weight, with respect to the total weight of the emulsion, and preferably in amounts of 0.5 to 10%.
  • They can be white or colored, inorganic and/or organic.
  • Inorganic pigments and nanopigments include titanium, zirconium or cerium dioxides, as well as ef zinc, iron or chromium oxides, nanometer-grade titanium oxides, ferric blue, pearlescent agents, such as mica covered with titanium oxide, with iron oxide, with natural pigment or with bismuth oxychloride, and colored titanium oxide-coated mica.
  • Organic pigments include carbon black and barium, strontium, calcium and aluminum lakes.
  • Optional fillers may be present in the preparations in amounts of 0-20% by weight, and preferably 2-10% by weight.
  • Fillers can be inorganic or synthetic, lamellar or non-lamellar such as talc, mica, silica, kaolin, nylon and polyethylene powders, teflon, starch, titanium oxide-coated mica, natural mother-of-pearl, boron nitride or microspheres, and silicone resin microbeads.
  • the emulsion may, depending on the applications, additionally comprise any additive commonly used such as dyes, fragrances, essential oils, preservatives, moisturizers, vitamins, essential fatty acids, sphingolipids, artificial tanning compounds such as DHA, fat-soluble polymers, in particular hydrocarbons, such as polybutene or polyalkylenes, polyacrylates and silicone polymers which are compatible with fatty substances.
  • the optional additives can be present in the preparations in the proportion of 0-10% by weight.
  • the emulsion systems according to the invention can constitute all or part of a preparation for the skin as a cosmetic, pharmaceutical, dermatological or hygienic composition.
  • the preparations can be in the following forms: a care product for the body, face, scalp, and/or the hair, such as a cream, a paste, a lotion, or a gel; a cosmetic or dermatological product such as a sunscreen lotion.
  • the invention also relates to a process for the treatment of the skin, scalp and/or hair, characterized in that an emulsion or a composition as defined above is applied on the skin, scalp, and/or hair.
  • the components forming the preparations of the present invention are combined and dispersed by methods well known in the art, using any suitable means such as a motor-driven propeller or other suitable homogenizer-mixer.
  • the dispersion is heated to a temperature above the melting point or pour point of the solid agents preferably while being agitated. It is preferred to heat the dispersion to a temperature of at least 10°C above the melting or pour point, and most preferably to about 15°C above the melting point or pour point of the solid agents.
  • the dispersion is removed from heat and cooled to a temperature at a rate effective to attain a desired vehicle viscosity for packaging in tubes, bottles or other forms known in the art.
  • the preparations employing the water-in-oil emulsion system of the present invention show surprising stability without showing any visible separation with long stable shelf life as commercial products, and are highly effective in topical applications.
  • Preparations employing the water-in-oil emulsion system of the present invention are comparable to the prior art water-in-oil emulsion system using borax as a stabilizing agent.
  • compositions employing the water-in-oil emulsion system of the present invention are characterized as being "cosmetically elegant" in panel tests, i.e., being uniformly smooth in feel, texture, and appearance.
  • Embodiments of the compositions of the present invention are illustrated by the following representative examples.
  • Example 1 A cream skin care composition is prepared by adding into a suitable container 36.74 g. mineral oil, 5.5 g. anhydrous lanolin, 8.0 g. white wax, 4.57 g. paraffin hard wax, 7.0 g. synthetic beeswax, 1.0 g. glyceryl monostearate, 6.85 g. ceresine wax, and 15.0 zinc oxide. The mixture is heated to 70°C and stirred until uniform and then added with vigorous stirring to a mixture of 0.9 g sodium aluminate, 0.25 g. miconazole nitrate, 0.16 g. fragrance, 0.1 g. propylparaben and 13.93 g. deionized water at 70°C.
  • Example 2 An exemplary lotion cream formulation with a chapped skin ameliorating effect is as follows:
  • the ingredients are mixed and held at 70°C so as to induce reaction of the oil phase and sodium aluminate. After the end of the reaction, the product was uniformly emulsified by a homomixer and thereafter the emulsion was cooled to 30°C under adequate stirring.
  • Example 3 A second exemplary lotion cream formulation with a chapped skin ameliorating effect prepared using the same method of Example 2 is as follows:
  • Example 4 An exemplary make-up removal cleaning cream formulation follows:
  • Beewax, lanolin, mineral oil, glyceryl monostearate, polawax and sodium aluminate are added into a container and heated while stirring to approximately 70°C.
  • Deionized water, methylparaben and oat flour are then added to the oil phase mixture while stirring. The mixture is cooled to about 30°C, and then perfume and color are added.
  • Example 5 An exemplary liquid dandruff shampoo formulation is prepared from the following ingredients using conventional mixing techniques:

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dispersion Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Insects & Arthropods (AREA)
  • Zoology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne un système d'émulsion huileuse pour l'application locale d'un agent actif efficace au plan thérapeutique. Ledit système comprend un premier agent en émulsion choisi dans le groupe constitué d'acides gras contenant de la cire, d'acide gras supérieur, d'ester d'acide gras de glycérol, d'ester d'acide gras de sorbitane, d'huile, de graisse et de mélanges de ceux-ci ; et un second agent en émulsion choisi dans le groupe formé de composés d'ions et de mélanges de ceux-ci, le rapport entre le premier agent en émulsion et le deuxième agent en émulsion étant d'environ 10 :1 à 50 :1.
PCT/GB2000/003941 2000-02-21 2000-10-13 Preparations en emulsion stabilisees WO2001062224A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2000278051A AU2000278051A1 (en) 2000-02-21 2000-10-13 Stabilized emulsion compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US50705100A 2000-02-21 2000-02-21
US09/507,051 2000-02-21

Publications (1)

Publication Number Publication Date
WO2001062224A1 true WO2001062224A1 (fr) 2001-08-30

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PCT/GB2000/003941 WO2001062224A1 (fr) 2000-02-21 2000-10-13 Preparations en emulsion stabilisees

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AU (1) AU2000278051A1 (fr)
WO (1) WO2001062224A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2828805A1 (fr) * 2001-08-24 2003-02-28 Unilever Nv Composition
DE10147820A1 (de) * 2001-09-27 2003-04-10 Beiersdorf Ag Selbstschäumende, schaumförmige, nachschäumende oder schäumbare kosmetische oder dermatologische Zubereitungen mit einem Gehalt an Wachsen bzw. bei Raumtemperatur festen und/oder halbfesten Lipiden
WO2005044212A1 (fr) * 2003-11-06 2005-05-19 Unilever Plc Composition detergente amelioree comprenant des agents benefiques
WO2006057756A2 (fr) 2004-10-27 2006-06-01 Colgate-Palmolive Company Nouvelle preparation de soin pour la peau
CN102703164A (zh) * 2012-05-25 2012-10-03 衡阳市金化科技有限公司 一种硼砂抗氧化剂及其制备方法
US9393197B2 (en) 2012-06-29 2016-07-19 Kimberly-Clark Worldwide, Inc. Stable emulsion for prevention of skin irritation and articles using same
US9511006B2 (en) 2012-06-29 2016-12-06 Kimberly-Clark Worldwide, Inc. Dispersible moist wipe with emulsion for prevention of skin irritation
US9949902B2 (en) 2012-06-29 2018-04-24 Kimberly-Clark Worldwide, Inc. Stable emulsion for prevention of skin irritation and items using same

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GB1051268A (en) * 1963-03-15 1966-12-14 Colgate Palmolive Co Hair treating compositions
US3755259A (en) * 1972-01-31 1973-08-28 Nalco Chemical Co Polymeric latices and sodium aluminate
GB1489133A (en) * 1975-03-11 1977-10-19 Beecham Group Ltd Cosmetic compositions
GB1518874A (en) * 1976-04-06 1978-07-26 Beecham Group Ltd Hair colourant
GB1579934A (en) * 1976-10-14 1980-11-26 Beecham Group Ltd Skin-care cosmetic products
US4252796A (en) * 1979-08-17 1981-02-24 Yu Ruey J Stable water-in-oil emulsions
US4284630A (en) * 1978-03-22 1981-08-18 Yu Ruey J Stabilized water-in-oil emulsions
US4380549A (en) * 1975-07-23 1983-04-19 Scott Eugene J Van Topical treatment of dry skin
EP0077630A1 (fr) * 1981-10-21 1983-04-27 Beecham Group Plc Compositions topiques anti-microbiennes
FR2575385A1 (fr) * 1984-12-27 1986-07-04 Sederma Sarl Utilisation en cosmetologie d'extraits contenant de l'acide arachidonique, et preparation de ces extraits

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1051268A (en) * 1963-03-15 1966-12-14 Colgate Palmolive Co Hair treating compositions
US3755259A (en) * 1972-01-31 1973-08-28 Nalco Chemical Co Polymeric latices and sodium aluminate
GB1489133A (en) * 1975-03-11 1977-10-19 Beecham Group Ltd Cosmetic compositions
US4380549A (en) * 1975-07-23 1983-04-19 Scott Eugene J Van Topical treatment of dry skin
GB1518874A (en) * 1976-04-06 1978-07-26 Beecham Group Ltd Hair colourant
GB1579934A (en) * 1976-10-14 1980-11-26 Beecham Group Ltd Skin-care cosmetic products
US4284630A (en) * 1978-03-22 1981-08-18 Yu Ruey J Stabilized water-in-oil emulsions
US4252796A (en) * 1979-08-17 1981-02-24 Yu Ruey J Stable water-in-oil emulsions
EP0077630A1 (fr) * 1981-10-21 1983-04-27 Beecham Group Plc Compositions topiques anti-microbiennes
FR2575385A1 (fr) * 1984-12-27 1986-07-04 Sederma Sarl Utilisation en cosmetologie d'extraits contenant de l'acide arachidonique, et preparation de ces extraits

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2828805A1 (fr) * 2001-08-24 2003-02-28 Unilever Nv Composition
WO2003017964A1 (fr) * 2001-08-24 2003-03-06 Unilever N.V. Composition orale comprenant un hydroxybenzoate d'alkyle
US6602491B2 (en) 2001-08-24 2003-08-05 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Composition containing alkylhydroxybenzoates
DE10147820A1 (de) * 2001-09-27 2003-04-10 Beiersdorf Ag Selbstschäumende, schaumförmige, nachschäumende oder schäumbare kosmetische oder dermatologische Zubereitungen mit einem Gehalt an Wachsen bzw. bei Raumtemperatur festen und/oder halbfesten Lipiden
WO2005044212A1 (fr) * 2003-11-06 2005-05-19 Unilever Plc Composition detergente amelioree comprenant des agents benefiques
WO2006057756A3 (fr) * 2004-10-27 2007-12-21 Colgate Palmolive Co Nouvelle preparation de soin pour la peau
WO2006057756A2 (fr) 2004-10-27 2006-06-01 Colgate-Palmolive Company Nouvelle preparation de soin pour la peau
US7807189B2 (en) 2004-10-27 2010-10-05 Colgate-Palmolive Company Skin care formulation
AU2005309938B2 (en) * 2004-10-27 2011-05-12 Colgate-Palmolive Company Novel skin care formulation
CN102703164A (zh) * 2012-05-25 2012-10-03 衡阳市金化科技有限公司 一种硼砂抗氧化剂及其制备方法
US9393197B2 (en) 2012-06-29 2016-07-19 Kimberly-Clark Worldwide, Inc. Stable emulsion for prevention of skin irritation and articles using same
US9511006B2 (en) 2012-06-29 2016-12-06 Kimberly-Clark Worldwide, Inc. Dispersible moist wipe with emulsion for prevention of skin irritation
US9949902B2 (en) 2012-06-29 2018-04-24 Kimberly-Clark Worldwide, Inc. Stable emulsion for prevention of skin irritation and items using same

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