WO1992000724A1 - Lotion cosmetique - Google Patents

Lotion cosmetique Download PDF

Info

Publication number
WO1992000724A1
WO1992000724A1 PCT/US1991/004785 US9104785W WO9200724A1 WO 1992000724 A1 WO1992000724 A1 WO 1992000724A1 US 9104785 W US9104785 W US 9104785W WO 9200724 A1 WO9200724 A1 WO 9200724A1
Authority
WO
WIPO (PCT)
Prior art keywords
sebum
lotion
polymers
imbibing
weight
Prior art date
Application number
PCT/US1991/004785
Other languages
English (en)
Inventor
James Peters
Original Assignee
Dowbrands 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 Dowbrands Inc. filed Critical Dowbrands Inc.
Publication of WO1992000724A1 publication Critical patent/WO1992000724A1/fr

Links

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
    • A61Q19/008—Preparations for oily 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
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55—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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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

Definitions

  • This invention relates to skin care products, and particularly to such products in the form of
  • the present invention utilizes sebum-imbibing polymers of the type described in United States Patents No. 4,489,058 and 4,619,826 to Lay et al in a lotion for the suppression of oily shine on the skin of a user. These polymers have a significantly greater capacity for suppressing a shiny appearance of the skin than the materials previously employed for this purpose.
  • the lotion of the present invention can be described as forming a thin film on the face of a user, which through the sebum-imbibing
  • the lotion of the present invention is a moisturizer that is desired as by coloring the user's skin.
  • the lotion of the present invention is a moisturizer that is desired as by coloring the user's skin.
  • invention comprises an amount of one or more of these sebum-imbibing, sebum-retaining polymers which is effective for suppressing oily shine, in combination with an amount of one or more naturalizing agents which is effective for enabling the formation of a generally invisible shine-suppressing film of the one or more sebum-imbibing, sebum-retaining polymers on the face of a user.
  • naturalizing agent has been coined for broadly describing the class of materials which, when employed in combination with the one or more sebum-imbibing, sebum-retaining polymers in sufficient
  • the applied lotion will not feel sticky to the touch in the suppression of oily shine.
  • stickiness is undesirable in terms of the user's comfort in wearing a film of the material on his or her face, the possible transfer of material to the user's clothing, bed linens, etc. with which the user's face may come into contact, the potential to attract dirt to the face of the user, and the embarrassment and awkwardness occasioned by another ' s coming into contact with a sticky substance on the face of the user and finding such contact offensive or disagreeable.
  • Preferred embodiments of the lotion of the present invention are effective both in the sustained suppression of oily shine on the face of a user and in remaining substantially non-sticky throughout the suppression of such oily shine, and further do not materially alter or detract from the natural, non-shiny appearance that is desired as by coloring the user ' s skin.
  • an effective lotion will be such that a trained
  • An effective suppression of oily shine can also be considered as having occurred where a glass plate coated with the lotion of the present invention, and to which an excess of sebum or an apt sebum substitute such as olive oil has been applied, realizes at least a
  • sebum-imbibing, sebum-retaining polymers which are useful in the present invention are those materials which possess a solubility parameter
  • aliphatic diolefins i.e., alkadienes
  • preferred polymers are formed from at least four monomer units selected from the group consisting of styrene, styrene ring-substituted with a straight or branched chain alkyl moiety of from 1 to 12 carbon atoms, an alkyl ester derived from an alcohol containing from 8 to 20 carbon atoms and acrylic ormethacrylic acid, a vinyl ester of an aliphatic carboxylic acid containing from 8 to 20 carbon atoms, and an aliphatic diolefin of from 4 to 6 carbon atoms.
  • polymers comprised of at least four monomer units include, for example, a polymer having polymerized therein tert-butylstyrene, 2-ethylhexyl acrylate, lauryl methacrylate and vinyl toluene, or a polymer having polymerized therein styrene, lauryl methacrylate, isobornyl methacrylate, vinyl stearate and lauryl acrylate.
  • alkenyl aromatic compounds which may be utilized in the preparation of the polymers useful herein contain a straight or branched chain alkenyl residue of from 2 to 10 carbon atoms and may optionally be ring-substituted with halogen or a straight or branched chain alkyl moiety of from 1 to 20 carbon atoms.
  • Such compounds include, for example, various halostyrenes such as 2-chlorostyrene, 3-fluorostyrene, 4-fluorostyrene and the like, vinyl naphthalenes, alkylbenzene, 2-phenyl-2-butene, styrene and various substituted styrenes such as alkylstyrenes.
  • various halostyrenes such as 2-chlorostyrene, 3-fluorostyrene, 4-fluorostyrene and the like, vinyl naphthalenes, alkylbenzene, 2-phenyl-2-butene, styrene and various
  • alkylstyrenes include, for example: n-alkylstyrenes such as methylstyrene or vinyl toluene, n-butylstyrene, n-amylstyrene, n-octylstyrene, n-octadecylstyrene,and the like; isoalkylstyrenes such as isobutylstyrene,
  • sec-alkylstyrenes such as sec-butylstyrene
  • tertiary-alkylstyrenes such as tert-butylstyrene,tert-amylstyrene, tert-octylstyrene, tert-eicosylstyrene and the like.
  • the alkyl esters derived from an aliphatic alcohol and acrylic or methacrylic acid are acrylate or methacrylate esters derived from an alcohol moiety containing from 1 to 20 carbon atoms.
  • Such esters include, for example, butyl methacrylate, butyl acrylate, hexyl acrylate, isobornyl methacrylate, cetyl methacrylate, eicosyl acrylate, the mixed ester cetyleicosyl methacrylate, lauryl methacrylate, stearyl methacrylate, isobornyl acrylate, and lauryl acrylate.
  • the vinyl esters of aliphatic carboxylic acids useful for the sebum-imbibing polymers of the lotion of the present invention are esters prepared from
  • carboxylic acids containing from 2 to 20 carbon atoms such as vinyl acetate, vinyl butyrate, vinyl stearate, vinyl 2-ethylhexoate and the like.
  • the aliphatic diolefins useful as monomer units in the sebum-imbibing polymers of the lotion are
  • alkadienes containing from 4 to 12 carbon atoms such as butadiene, pentadiene, 2-methyl-1,3-butadiene and the like.
  • alkenyl aromatic compounds those which are preferred for use as monomer units are styrene and ring-substituted styrene wherein the substituent is a straight- or branched-chain alkyl moiety of from one to twelve carbon atoms (alternatively referred to as an alkylstyrene) such as vinyl toluene, n-hexylstyrene, sec-octylstyrene, tert-butylstyrene, n-dodecylstyrene and the like.
  • alkylstyrene such as vinyl toluene, n-hexylstyrene, sec-octylstyrene, tert-butylstyrene, n-dodecylstyrene and the like.
  • alkyl esters derived from a C 1 -C 20 alcohol and acrylic or methacrylic acid those which are preferred as constituent monomer units are acrylate or methacrylate esters derived from an alcohol moiety containing from 8 to 20 carbon atoms, and may be a linear fatty alcohol residue such as cetyl, lauryl, stearyl, or eicosyl, or a secondary alcohol residue.
  • the vinyl esters of aliphatic carboxylic acids preferred as monomer units are those wherein the
  • aliphatic carboxylic acid contains from 8 to 20 carbon atoms such as vinyl stearate. Of the aliphatic
  • diolefins those diolefins containing from 4 to 6 carbon atoms are preferred.
  • the one or more sebum-imbibing polymers used in the lotion are preferably able to imbibe at least a volume of sebum on the face of a user equal to one-half the volume of such polymers in the lotion, and most preferably at least a volume equal to the volume of such polymers.
  • Polymers with these capacities for sebum imbibition can result from the combination of units of styrene or alkylstyrene with one or two or three or more comonomers selected from the group consisting of (a) an alkyl ester of a C 1 -C 20 alcohol (especially a C 8 to C 20 alcohol) and acrylic or methacrylic acid; (b) a vinyl ester of a C 8 -C 20 carboxylic acid; or (c) an aliphatic diolefin of from 4 to 6 carbon atoms.
  • the alkylstyrene can be, for example, vinyl toluene or preferably a tertiary-alkylstyrene such as 4-tert-butylstyrene, 4-tert-amylstyrene, 3,5-ditert-butylstyrene, 4-tert-hexylstyrene, 4-tert-octylstyrene and the like.
  • the alkyl ester monomer preferably includes one or both of a methacrylate or acrylate ester of one or more C 8 -C 20 fatty alcohols, or a C 10 to C 20 fatty alcohol
  • the vinyl ester may be an ester of a C 8 to C 20 carboxylic acid such as vinyl stearate, vinyl palmitate, vinyl laurate and the like.
  • the aliphatic diolefin is preferably butadiene.
  • the polymers from these preferred combinations may contain from 5 to 95 percent styrene or alkylstyrene monomer by weight. Preferably, the polymer may contain from 30 to 60 to 85 to 90 percent by weight of styrene or alkylstyrene.
  • polymers are prepared from alkyl ester monomers derived from a C 8 to C 20 alcohol and one or both of acrylic or methacrylic acid, or from an alkyl ester monomer derived from a C 8 to C 20 alcohol and acrylic or methacrylic acid as a comonomer with a vinyl ester of an aliphatic carboxylic acid containing from 8 to 20 carbon atoms, wherein the latter polymer contains from 20 to 70 percent by weight of the vinyl ester.
  • homopolymers of aliphatic diolefins containing from 4 to 6 carbon atoms such as polybutadiene.
  • polymers of the preferred polymers those which are particularly preferred are: polymers of styrene and lauryl methacrylate; vinyl toluene and lauryl
  • tert-butylstyrene 2-ethylhexylacrylate and lauryl methacrylate
  • terpolymers of tert-butylstyrene 2-ethylhexylacrylate and lauryl methacrylate
  • polymers of vinyl stearate and lauryl methacrylate or isobornyl methacrylate polymers of tert-butylstyrene, 2-ethylhexylacrylate, lauryl methacrylate and vinyl toluene or stearyl methacrylate; and a homopolymer of butadiene.
  • copolymers of lauryl methacrylate and isobornyl methacrylate and most preferably the one or more sebum-imbibing, sebum-retaining polymers in the lotion consist substantially entirely of a copolymer of lauryl methacrylate and isobornyl methacrylate.
  • the copolymer is preferably from 40 to 60 parts by weight of isobornyl methacrylate per hundred parts by combined weight of the isobornyl methacrylate and lauryl methacrylate monomers, with from 60 to 40 parts by weight of lauryl methacrylate. More preferably, the monomer ratio by weight is from 50 to 60 parts of isobornyl methacrylate, to from 50 parts to 40 parts of lauryl methacrylate. Most preferably, the ratio by weight of the isobornyl methacrylate to lauryl methacrylate monomer units in the copolymer is 56 parts isobornyl methacrylate to 44 parts of lauryl
  • the one or more sebum-imbibing, sebum-retaining polymers are in one aspect of the invention cross-linked to an extent whereby the film of the lotion formed on the user's face is substantially nonsticky throughout the suppression of oily shine.
  • Each of the polymers is cross-linked
  • polyethylenically unsaturated cross-linking agents include, for example, divinylbenzene, diethylene glycol dimethacrylate, diisopropenylbenzene,
  • butadiene or isoprene polymers cyclooctadiene
  • the most preferred copolymer of lauryl methacrylate and isobornyl methacrylate monomer units is cross-linked with at least 0.5 percent by weight based on the polymer of divinylbenzene to avoid stickiness in an "imbibed" condition.
  • 0.5 percent by weight of divinylbenzene is employed.
  • the particle size of the sebum-imbibing polymers used herein can vary based on considerations such as the desired rate of imbibition, the particular composition of a lotion and the like. In general, however, the particles may be from 100 Angstrom units to 2 millimeters wide at their smallest diameter. These small particles can be made by a variety of known methods such as by grinding, milling, cutting or
  • the particles are generally spherical particles with diameters of from 1 to 500 microns which are made by a known suspension polymerization technique.
  • polymerization initiator such as potassium persulfate or tert-butyl peroctoate is added either to the monomer mixture or to the aqueous portion of the polymeric microsuspension (consisting of water containing an emulsifying agent or suspending agent), depending on the initiator used and its relative solubility in the monomer mixture versus the aqueous portion with which the monomer mixture is to be combined.
  • the monomer mixture and aqueous portion are then mixed with stirring so that the particle size in the monomer mixture is reduced to the size desired for the polymerization and the monomer mixture is well-dispersed in the aqueous base, with the monomer mixture comprising from 20 to 60 percent by weight of the combined reaction mixture.
  • the resulting polymer can be recovered by passing the suspension through a screen.
  • the lotion of the present invention while effective to suppress oily shine without stickiness, does so without materially altering or detracting from the natural, non-shiny appearance sought for the user's face.
  • Preferred naturalizing agents include propylene glycol, lecithin and a mixture of cetyl and stearyl alcohol, with the mixture of cetyl and stearyl alcohols preferably being employed as a gelled dispersion in a dilute aqueous surfactant solution.
  • a naturalizing agent may work by either mechanism or by a combination of the two, and
  • combinations of naturalizing agents may similarly work by one mechanism exclusively or by a combination of the mechanisms.
  • the present invention is not intended to be limited in any way by the postulation of these
  • the naturalizing agent reduces light scattering by the sebum-imbibing polymers by having a refractive index which is between the refractive index or indices of the one or more sebum-imbibing polymers and that of the surrounding air.
  • the naturalizing agent filling the spaces around and between polymer particles.
  • Propylene glycol for example, is believed to perform as a naturalizing agent by this mechanism.
  • propylene glycol is particularly preferred for its lubricity.
  • the naturalizing agent plasticizes the polymers so that the polymers are deformable, allowing a reduction in the air-polymer interfacial area and thus reduced light scattering.
  • the plasticization of the one or more sebum-imbibing, sebum-retaining polymers has an additional beneficial effect also, in that the capacity for
  • Lecithin is also believed to have a
  • Naturalizing agents or combinations of naturalizing agents which include one or more
  • plasticizers or which operate at least in part by a plasticization mechanism are because of this added benefit generally preferred over agents or combinations of agents which operate solely as gap-fillers with a suitable refractive index.
  • plasticizing effect on the sebum-imbibing polymers of the present lotion can, however, lead to problems with the stability of the lotion because polymers of a certain glass transition temperature and lower can be softened to the point where the beads of the polymers begin to stick together in the lotion. Polymers with lower glass transition temperatures also generally imbibe more sebum faster than sebum-imbibing polymers with relatively higher glass transition temperatures, though.
  • the sebum-imbibing polymer or polymers should be selected from among those specified above to have a glass transition temperature just high enough to give the lotion acceptable stability characteristics.
  • the cetyl and stearyl alcohol mixture enables the formation of the invisible shine-suppressing film of the lotion with an acceptable stability, for example, when employed in a lotion with an IBMA/LMA/0.5 percent DVB cross-linked copolymer which is comprised of equal parts by weight of the IBMA and LMA monomers and which has a glass transition temperature of 38oC.
  • Better stability can be achieved with an IBMA/LMA/0.5 percent DVB copolymer that is richer in the IBMA monomer and which thus has a higher glass transition temperature, for example the most preferred 56/44/0.5 copolymer
  • the lotion of the present invention can contain conventional cosmetic-type materials or ingredients in addition to the sebum-imbibing polymer(s) and
  • the materials which comprise the lotion with the one or more sebum-imbibing polymers and diluent are selected from the group consisting of:
  • the naturalizing agent(s) and other possible materials as described in the preceding paragraph are in any event preferably selected so that the lotion is substantially free of such other materials which:
  • (A) have a solubility parameter ⁇ of in the range of from 7 to 11 (cal/cm 3 )1 ⁇ 2; or (B) otherwise interfere with the polymers' imbibition of sebum so that the lotion containing the polymers imbibes less than one-half the polymers' volume in sebum; or (C) result in an unwanted degree of stickiness on the skin of a user.
  • Materials having solubility parameters in the range of from 7 to 11 ( cal/cm 3 )1 ⁇ 2 may be imbibed by the polymers in the lotion, and thereby reduce the capacity of the lotion to imbibe sebum. Imbibition of these materials can also result in agglomeration and stability problems with the polymer particles or beads in the lotion.
  • Still other materials may not have a solubility parameter in this range, but may interfere with the imbibing function of the sebum-imbibing polymers, for example, by coating the polymer beads to an extent whereby a physical barrier to the sebum forms around a bead.
  • An example of a material believed to present such difficulties is glycerine.
  • tests will preferably be conducted to assess the impact of such a material on the efficacy and stability of a lotion containing the material.
  • the one or more sebum-imbibing, sebum-retaining polymers are able to imbibe at least a volume of sebum on the face of a user equal to the volume of such polymers, and comprise from 1 to 40 percent by weight of the lotion.
  • the lotion contains for a sebum-imbibing polymeric portion only a cross-linked copolymer of from 40 to 60 parts by weight of isobornyl methacrylate
  • IBMA lauryl methacrylate
  • LMA lauryl methacrylate
  • DVB divinylbenzene
  • the sebum-imbibing polymeric portion or cross-linked IBMA/LMA copolymer will preferably comprise from 5 to 20 percent by weight of the lotion.
  • the cross-linked IBMA/LMA copolymer will comprise from 8 to 16 percent by weight of the lotion.
  • the one or more naturalizing agents will as noted previously preferably be propylene glycol, lecithin, or a cetyl/stearyl alcohol mixture.
  • propylene glycol When propylene glycol is used as the naturalizing agent individually, it will comprise at least 1 percent by weight of the lotion, preferably from 1 to 10 percent by weight of the lotion.
  • lecithin When lecithin is used as the sole naturalizing agent, it will comprise at least 0.5 percent by weight of the lotion up to 10 percent by weight of the lotion.
  • the cetyl/stearyl alcohol mixture when used individually will be used in amounts of 0.3 percent by weight of the lotion, and preferably will comprise from 0.6 to 6 percent by weight of the lotion.
  • perfumes such as the perfumes, adjuvants, etc. will preferably comprise no more than 25 percent and most preferably less than 10 percent by weight of the lotion, with the remainder being water or a similar diluent.
  • a series of cross-linked copolymers of 50 parts by weight isobornyl methacrylate (IBMA) (based on combined monomer, i.e., IBMA and LMA, weight) and 50 parts by weight of lauryl methacrylate (LMA) were prepared by a suspension polymerization technique described above, with different levels of the cross-linking agent divinylbenzene (DVB) being employed.
  • IBMA isobornyl methacrylate
  • LMA lauryl methacrylate
  • ethylvinylbenzene with 3.97 grams of t-butylperoctoate added as an initiator.
  • the monomer mixture was then combined with an aqueous portion for the polymeric microsuspension which contained 2356 grams of filtered, deionized water and 48.0 grams of a hydroxypropyl-methylcellulose, by mixing the monomer mixture and the aqueous portion in an Eppenbach mixer at 3000 rpm for 3 minutes and then at 5000 rpm for 15 minutes.
  • the combined aqueous phase and monomer mixture were then polymerized in a round bottom flask at 75oC overnight. After cooling, the microsuspension was filtered through a 200 mesh stainless steel screen.
  • a bead of the polymer with an initial bead diameter of 150 microns was placed in a microscope well slide.
  • the bead was covered with olive oil (as a model for sebum or sebum "substitute") and bead diameter measurements were taken microscopically over a period of time, until such time as an equilibrium was reached and the bead stopped swelling.
  • Example 2 This example illustrates the effect of the cetyl/stearyl alcohol mixture as a naturalizing agent in a lotion of the present invention, both in terms of the lotion's capacity for imbibition of olive oil as a sebum substitute/model and in terms of reduced reflectance from a surface due to oil thereon that has not been imbibed by the lotion.
  • control lotion reached its capacity for imbibing the oil
  • the lotion comprising the naturalizing agent could have been expected to imbibe still more of the olive oil.
  • Each of the slides was sticky after imbibing the oil, however.
  • This example illustrates the reduction of the stickiness of a film of the lotion of the present invention after imbibition of an oil such as sebum or an apt sebum substitute/model such as olive oil.
  • Example 2 Lotions were then made from each of these polymers by the method of Example 2, with 4.00 grams of a 45 percent solids microsuspension of each polymer being combined with 10.00 grams of one of two different gelled cetyl/stearyl alcohol dispersions.
  • One of the two dispersions termed dispersion "A” hereafter, duplicated the gelled cetyl/stearyl alcohol dispersion of Example 2.
  • Each of the lotions thus formed were applied in 5-mil-thick coatings on pre-weighed glass plates and allowed to air dry. 0.06000 Grams of olive oil were applied in 0.01 gram increments to each glass plate, after which the plates were weighed again.
  • the lotions with higher DVB levels (0.4 to 1 percent) showed good imbibition of the oil with low stickiness.
  • IBMA/LMA copolymers having different degrees of cross-linking were combined in various proportions with a gelled dispersion of cetyl and stearyl alcohols to form a lotion in the manner of previous Examples 2 and 3.
  • Table 5 suggests the degree of cross-linking required for a substantial absence of stickiness in the lotions of the present invention can be achieved through a single cross-linked polymer as in Example 3, or by a combination of polymers of different degrees of cross-linking.
  • lotions formed from combinations of polymers having an average cross-linking density of 0.36 percent or less were sticky to the touch, whereas lotions prepared from polymers having a higher average cross-linking density (0.47 and greater) were only slightly sticky.
  • a double-blind randomized clinical evaluation of the lotion was conducted on the foreheads of 19 subjects determined by a SebutapeTM indicator (CuDerm Corporation) to have oilier-than-normal skin (ratings of 3 or higher on a scale of 0-6), wherein 0.09 grams of the inventive lotion of Example 2 was applied to half of each person's forehead (the treated side) as an
  • Sebumeter readings were taken after arrival of the subject to the test area, immediately after washing with soap and water, and at intervals after application of the lotion, on the treated and untreated portions of each person's forehead. At the same time as the
  • the treated side on average was no more shiny after 6 hours than was the untreated side an hour after the soap and water washing, and was less shiny than the untreated side 2 hours after the washing.
  • the treated side was significantly less shiny overall than the untreated side, and was significantly slower in regaining a shiny appearance.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

Lotion cosmétique permettant à un utilisateur de supprimer une apparence huileuse sur le visage pendant une durée prolongée sans effet visqueux, et sans effet physiquement altérant ou nocif pour la conservation ou l'obtention du teint naturel non luisant souhaité.
PCT/US1991/004785 1990-07-09 1991-07-08 Lotion cosmetique WO1992000724A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US55027090A 1990-07-09 1990-07-09
US550,270 1990-07-09

Publications (1)

Publication Number Publication Date
WO1992000724A1 true WO1992000724A1 (fr) 1992-01-23

Family

ID=24196448

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1991/004785 WO1992000724A1 (fr) 1990-07-09 1991-07-08 Lotion cosmetique

Country Status (2)

Country Link
EP (1) EP0516766A4 (fr)
WO (1) WO1992000724A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6066313A (en) * 1997-08-27 2000-05-23 Revlon Consumer Products Corporation Cosmetic compositions
WO2022093497A1 (fr) * 2020-10-28 2022-05-05 Dow Silicones Corporation Copolymère de (méth)acrylate de silicone et ses procédés de préparation et d'utilisation dans des compositions de soins personnels

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4619826A (en) * 1983-05-23 1986-10-28 The Dow Chemical Company Acne control method
US4857307A (en) * 1987-11-17 1989-08-15 Plough, Inc. Alcohol free-liquid makeup composition

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3697643A (en) * 1966-07-26 1972-10-10 Nat Patent Dev Corp Cosmetic preparations
GB1110240A (en) * 1967-07-27 1968-04-18 Pfizer & Co C Cosmetic preparation

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4619826A (en) * 1983-05-23 1986-10-28 The Dow Chemical Company Acne control method
US4857307A (en) * 1987-11-17 1989-08-15 Plough, Inc. Alcohol free-liquid makeup composition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP0516766A4 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6066313A (en) * 1997-08-27 2000-05-23 Revlon Consumer Products Corporation Cosmetic compositions
WO2022093497A1 (fr) * 2020-10-28 2022-05-05 Dow Silicones Corporation Copolymère de (méth)acrylate de silicone et ses procédés de préparation et d'utilisation dans des compositions de soins personnels

Also Published As

Publication number Publication date
EP0516766A1 (fr) 1992-12-09
EP0516766A4 (en) 1993-03-24

Similar Documents

Publication Publication Date Title
AU639069B2 (en) Tissue moisturizing composition and method
US5683706A (en) Cosmetic powder compositions having improved skin coverage
US9789033B2 (en) Polyacrylate oil gel and methods
CA2474708C (fr) Compositions cosmetiques aqueuses procurant coloration et brillance comportant des agents filmogenes
US6280750B1 (en) Solid cosmetic composition and uses thereof
JP3228511B2 (ja) 増粘剤として２種のコポリマーの組合せを含み、所望により両親媒性レオロジー補正剤を含んでいてもよい油性化粧組成物
JP2931703B2 (ja) 化粧料
EP0841890B1 (fr) Compositions cosmetiques en poudre ayant un plus grand pouvoir couvrant sur la peau
EP2776010B1 (fr) Polymères d'hygiène personnelle résistant à l'eau
CA2390952C (fr) Compositions et methode de retention d'ingredients actifs comprenant des polymeres structures en reseau
WO2000012053A2 (fr) Compositions cosmetiques et leurs procedes de fabrication
JPS6139923B2 (fr)
EP1897534A2 (fr) Compositions cosmétiques ou dermatologiques contenant des microsphères
JPH04359912A (ja) 新規共重合体及びこれを含有する化粧料
JPS6126764B2 (fr)
EP0348015B2 (fr) Composition pour les cheveux
US4489058A (en) Acne control method
JPH06157271A (ja) 化粧料
WO1992000724A1 (fr) Lotion cosmetique
WO1992000719A1 (fr) Composition de maquillage
JP2006008757A (ja) 膨潤型吸油ポリマー粒子
EP0526520B1 (fr) Additifs de douceur pour compositions de demaquillage
JP3160398B2 (ja) 固型粉末化粧料
JP2004124045A (ja) 複合ポリマー粒子及びその製法
US4619826A (en) Acne control method

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): CA JP

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IT LU NL SE

WWE Wipo information: entry into national phase

Ref document number: 1991912715

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 1991912715

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: CA

WWW Wipo information: withdrawn in national office

Ref document number: 1991912715

Country of ref document: EP