DE29724348U1 - Keratous comedone remover - Google Patents
Keratous comedone removerInfo
- Publication number
- DE29724348U1 DE29724348U1 DE29724348U DE29724348U DE29724348U1 DE 29724348 U1 DE29724348 U1 DE 29724348U1 DE 29724348 U DE29724348 U DE 29724348U DE 29724348 U DE29724348 U DE 29724348U DE 29724348 U1 DE29724348 U1 DE 29724348U1
- Authority
- DE
- Germany
- Prior art keywords
- keratotic
- comedone
- acid
- remover
- comedones
- 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.)
- Expired - Lifetime
Links
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- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
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Description
Die vorliegende Erfindung betrifft einen Entferner für keratöse Komedonen, der ausgezeichnet in den Poren der Haut gebildete keratöse Komedonen entfernt, und ein Verfahren zur Entfernung von keratösen Komedonen aus der Haut, das diesen Entferner für keratöse Komedonen verwendet.The present invention relates to a keratous comedone remover which is excellent in removing keratous comedones formed in the pores of the skin, and a method for removing keratous comedones from the skin using this keratous comedone remover.
Deutlich sichtbare Poren in der Haut zu haben, ist besonders für Frauen ein ernsthaftes Hautproblem und wird hauptsächlich durch keratöse Komedonen verursacht, die in den Poren der Haut gebildet sind. Keratöse Komedonen sind tote Epidermiszellen, die zusammen mit talgigen Stoffen und Schmutz keratinisiert sind und die Poren der Haut verstopfen. Wenn keine geeignete Behandlung bereitgestellt wird, sind nicht nur deutlich sichtbare Poren, sondern auch verschiedene Hautprobleme das Ergebnis. Dementsprechend ist die Entfernung von keratösen Komedonen im Hinblick auf die« Gesundheit und die Schönheit der Haut empfehlenswert.Having clearly visible pores in the skin is a serious skin problem especially for women and is mainly caused by keratotic comedones that are formed in the pores of the skin. Keratotic comedones are dead epidermal cells that are keratinized along with sebaceous matter and dirt and clog the pores of the skin. If proper treatment is not provided, not only clearly visible pores but also various skin problems are the result. Accordingly, removal of keratotic comedones is recommended from the point of view of the health and beauty of the skin.
Gewöhnliche Gesichtsdetergentien, Make-up-Entferner, können jedoch die keratösen Komedonen nicht hinreichend entfernen.However, ordinary facial detergents and makeup removers cannot adequately remove keratotic comedones.
Packungspräparate, die auf die Haut aufgetragen werden und nachPack preparations that are applied to the skin and after
Trocknen abgeschält werden und die im allgemeinen ein anionisches oder nicht-ionisches Polymer, wie Polyvinylalkohol und Polyvinylpyrrolidon, als Hauptkomponente eines fumbildenden Mittels enthalten, sind immer noch nicht ausreichend wirksam für die Entfernung von Schmutz aus den Hautporen und besonders für die Entfernung von keratösen Komedonen.Drying peeling agents, which generally contain an anionic or non-ionic polymer such as polyvinyl alcohol and polyvinylpyrrolidone as the main component of a film-forming agent, are still not sufficiently effective for removing dirt from the skin pores and especially for removing keratotic comedones.
Deshalb verbleibt ein Bedarf an einem Entferner für keratöse Komedonen, der wirksam keratöse Komedonen entfernen kann, die in den Poren der Haut gebildet sind, und ein Verfahren zur Entfernung von keratösen Komedonen aus der Haut unter Verwendung dreartiger Komedonen-Entferner. Therefore, there remains a need for a keratotic comedone remover that can effectively remove keratotic comedones formed in the pores of the skin and a method for removing keratotic comedones from the skin using such comedone removers.
Demgemäß ist es ein Ziel der vorliegenden Erfindung, neue Entferner für keratöse Komedonen bereitzustellen, die wirksam keratöse Komedonen aus der Haut entfernen. Accordingly, it is an object of the present invention to provide novel keratotic comedone removers that effectively remove keratotic comedones from the skin.
Es ist ein anderes Ziel der vorliegenden Erfindung, ein Verfahren zur Entfernung von keratösen Komedonen aus der Haut bereitzustellen, das derartige Entferner für keratöse Komedonen verwendet. It is another object of the present invention to provide a method for removing keratotic comedones from the skin using such keratotic comedone removers .
Diese und andere Ziele, die bei der folgenden detaillierten Beschreibung deutlich werden werden, wurden durch die Entdeckung der Erfinder erreicht, dass ein Entferner von keratösen Komedonen, der ein synthetisches Polymer mit einer salzbildenden Gruppe umfasst, wirksam keratöse Komedone und Schmutz aus den Poren der Haut entfernen kann.These and other objects which will become apparent from the detailed description which follows have been accomplished by the inventors' discovery that a keratotic comedone remover comprising a synthetic polymer having a salt-forming group is effective in removing keratotic comedones and dirt from the pores of the skin.
Die salzbildende Gruppe des Polymers, das in der vorliegenden Erfindung nützlich ist, ist nicht besonders beschränkt, solange sie in Anwesenheit einer Säure oder einer Base ein Salz bilden kann, und anionische, kationische und amphotere Gruppen sind geeignet. Beispiele für die salzbildende Gruppe sind die Carboxyl-, die Sulfonsauregruppe, die Schwefelsäurerestgruppe (-OSO3H), die Phosphorsäurerestgruppe (-OPO3H2), die Salpetersäurerestgruppe (-NO2), die Aminogruppe, dieThe salt-forming group of the polymer useful in the present invention is not particularly limited as long as it can form a salt in the presence of an acid or a base, and anionic, cationic and amphoteric groups are suitable. Examples of the salt-forming group are carboxyl group, sulfonic acid group, sulfuric acid residue group (-OSO 3 H), phosphoric acid residue group (-OPO 3 H 2 ), nitric acid residue group (-NO 2 ), amino group,
Ammoniumgruppe und dergleichen. Zwei oder mehr dieser Gruppen können in einer Verbindung anwesend sein.ammonium group and the like. Two or more of these groups may be present in a compound.
Die Polymerverbindung, die in der vorliegenden Erfindung nützlich ist, ist unter dem Gesichtspunkt des guten Aussehens vorzugsweise wasserlöslich, aber sie ist nicht notwendigerweise wasserlöslich für den Zweck der Erzielung der Wirkungen dieser Erfindung. Die Verbindungen, die nicht wasserlöslich sind, können die Form einer Dispersion und/oder Emulsion annehmen.The polymer compound useful in the present invention is preferably water-soluble from the viewpoint of good appearance, but it is not necessarily water-soluble for the purpose of achieving the effects of this invention. The compounds which are not water-soluble may take the form of a dispersion and/or emulsion.
Beispiele für die Polymere, die in der vorliegenden Erfindung nützlich sind, schließen ein: Hyaluronsäure, Natriumhyaluronat, Natriumchondroitinsulfat, die Mucopolysaccharide sind; Algininsäure, Natriumalginat, Ammoniuma1ginat, Natriumcarboxymethylcellulose und Carboxymethylamylose, die Hemicellulosen sind. Diese sind natürlichen Ursprungs oder halbsynthetisierte Polymere. In dieser Erfindung sind synthetisierte Polymere mehr vorzuziehen. Beispiele für die synthetisierten Polymere umfassen (A) Polymere von einem oder mehreren Monomeren, die in (1) bis (3) unten aufgeführt sind, (B) Copolymere der Monomere, wie in (1) bis (3) aufgeführt, und eines anderen Monomers, das keine salzbildende Gruppe aufweist, wie von Vinylester von aliphatischen Carbonsäuren, z.B. Vinylacetat; (Meth)acrylsäureestern, z.B. Methylmethacrylat, Alkylvinylethern, z.B. Methylvinylether, cyclischen N-Vinylamiden, wie N-Viny!pyrrolidon, Styrol und alkylsubstituiertem Styrol, und (C) Mischungen der oben erwähnten Polymere.Examples of the polymers useful in the present invention include hyaluronic acid, sodium hyaluronate, sodium chondroitin sulfate, which are mucopolysaccharides; alginic acid, sodium alginate, ammonium alginate, sodium carboxymethyl cellulose and carboxymethyl amylose, which are hemicelluloses. These are naturally-sourced or semi-synthesized polymers. In this invention, synthesized polymers are more preferable. Examples of the synthesized polymers include (A) polymers of one or more monomers listed in (1) to (3) below, (B) copolymers of the monomers listed in (1) to (3) and another monomer having no salt-forming group, such as vinyl esters of aliphatic carboxylic acids, e.g., vinyl acetate; (Meth)acrylic acid esters, e.g. methyl methacrylate, alkyl vinyl ethers, e.g. methyl vinyl ether, cyclic N-vinylamides, such as N-vinylpyrrolidone, styrene and alkyl-substituted styrene, and (C) mixtures of the above-mentioned polymers.
(1) Anionische Monomere:(1) Anionic monomers:
Acrylsäure (AA), Methacrylsäure (MA), Maleinsäure, Itaconsäure und dergleichen, bei denen es sich um ungesättigte Carbonsäure-Monomere oder deren Anhydride oder deren Salze handelt;Acrylic acid (AA), methacrylic acid (MA), maleic acid, itaconic acid and the like, which are unsaturated carboxylic acid monomers or their anhydrides or their salts;
Styrolsulfonsäure, 2-Acrylamid-2-methylpropansulfonsäure (AMPS) und dergleichen, bei denen es sich um ungesättigte Sulfonsäure-Monomere oder deren Salze handelt;Styrenesulfonic acid, 2-acrylamide-2-methylpropanesulfonic acid (AMPS) and the like, which are unsaturated sulfonic acid monomers or their salts;
Vinylphosphonsäure, saures Phosphooxyethyl(meth)acrylat und dergleichen, bei denen es sich um ungesättigte phosphorische Monomere handelt.Vinylphosphonic acid, acid phosphooxyethyl (meth)acrylate and the like, which are unsaturated phosphoric monomers.
(2) Kationische Monomere(2) Cationic monomers
Dimethylaminoethylacrylat (DMAEA), Dimethylaminoethylmethacrylat (DMAEMA), Dimethylaminopropylacrylamid (DMAPAAm)> Dimethylaminopropy!methacrylamid (DMAPMAAm) und dergleichen, die (Meth)acrylamide oder (Meth) acrylsäureester mit einer Dialkylaminogruppe sind;Dimethylaminoethyl acrylate (DMAEA), dimethylaminoethyl methacrylate (DMAEMA), dimethylaminopropylacrylamide (DMAPAAm)> dimethylaminopropylmethacrylamide (DMAPMAAm) and the like, which are (meth)acrylamides or (meth)acrylic acid esters having a dialkylamino group;
Dimethylaminostyrol (DMASt), Dimethylaminomethylstyrol (DMAMSt) und dergleichen, die Styrole mit einer Dialkylaminogruppe sind;Dimethylaminostyrene (DMASt), dimethylaminomethylstyrene (DMAMSt) and the like, which are styrenes having a dialkylamino group;
4-Vinylpyridin, 2-Vinylpyridin und dergleichen, die Vinylpyridine sind;4-vinylpyridine, 2-vinylpyridine and the like, which are vinylpyridines;
quaternisierte Produkte von diesen mit einem bekannten Quaternisierungsmittel, wie Alkylhalogenid, Benzylhalogenid, Alkyl- oder Arylsulfonsäure oder Dialkylsulfat.quaternized products of these with a known quaternizing agent such as alkyl halide, benzyl halide, alkyl or aryl sulfonic acid or dialkyl sulfate.
(3) Amphotere Monomere(3) Amphoteric monomers
N- (3-Sulf opropyl) -N-acryloyloxyethyl-^N-dimethylammoniumbetain, N-(3-Sulfopropyl)-N-methacroylamidpropyl-N,N-dimethylammoniumbetain, N-(3-Carboxymethyl)-N-methacroylamidpropyl-N^-dimethylamitioniumbetain, N-Carboxymethyl-N-methacroyloxyethyl-N^-dimethylammoniumbetain. N-(3-Sulfopropyl)-N-acryloyloxyethyl-^N-dimethylammonium betaine, N-(3-sulfopropyl)-N-methacroylamidpropyl-N,N-dimethylammonium betaine, N-(3-carboxymethyl)-N-methacroylamidpropyl-N^ -dimethylamitionium betaine, N-carboxymethyl-N-methacroyloxyethyl-N^-dimethylammonium betaine.
Wenn die salzbildende Gruppe dieser Polymere nicht ionisiert ist, wird es bevorzugt, sie über Neutralisation mit bekannten Säuren, wie Chlorwasserstoffsäure oder Schwefelsäure, die anorganische Säuren sind; Essigsäure, Propionsäure, Milchsäure,When the salt-forming group of these polymers is not ionized, it is preferred to neutralize them with known acids such as hydrochloric acid or sulfuric acid, which are inorganic acids; acetic acid, propionic acid, lactic acid,
Bernsteinsäure, Glycolsäure, die organische Säuren sind, oder mit bekannten Basen, wie Triethylamin, Trimethylamin, die tertiäre Amine sind, Ammoniak; oder Natriumhydroxid zu ionisieren.succinic acid, glycolic acid, which are organic acids, or with known bases such as triethylamine, trimethylamine, which are tertiary amines, ammonia; or sodium hydroxide.
Unter den erwähnten Polymerverbindungen sind bevorzugte im Hinblick auf die Milde für die Haut und die hohe Wirksamkeit zur Entfernung von keratösen Komedonen Polymere von einem oder mehreren kationischen Monomeren, Copolymere zwischen einem dieser Polymere und einem amphoteren Monomer oder einem Monomer ohne salzbildende Gruppen und Mischungen dieser Polymere.Among the polymer compounds mentioned, preferred ones in view of the mildness for the skin and the high effectiveness for removing keratotic comedones are polymers of one or more cationic monomers, copolymers between one of these polymers and an amphoteric monomer or a monomer without salt-forming groups and mixtures of these polymers.
Bevorzugte Beispiele dieser kationischen Monomere umfassen Dimethylaminoethylacrylat (DMAEA), Dimethylaminoethylmethacrylat (DMAEMA), Dimethylaminopropylacrylamid (DMAPAAm), Dimethylaminopropylmethacrylamid (DMAPMAAm) und dergleichen, die (Meth)acrylester oder (Meth)acrylamide mit einer Dialkylaminogruppe sind; und quaternäre Verbindungen derselben, die mit einem bekannten Quaternisierungsmittel quaternisiert sind, wie Alkylhalogenid, Benzylhalogenid, Alkyl- oder Arylsulfonsaure oder Dialkylsulf at. Unter diesen werden besonders Dimethylaminoethylmethacrylat (DMAEMA) und dessen quaternisierte Produkte; quaternisierte Produkte von Dimethylaminopropy!methacrylamid (DMAPMAAm); Polymere eines oder mehrerer dieser Monomere; Copolymere zwischen einem oder mehreren dieser Monomere und den oben erwähnten Monomeren; und Mischungen derselben bevorzugt.Preferred examples of these cationic monomers include dimethylaminoethyl acrylate (DMAEA), dimethylaminoethyl methacrylate (DMAEMA), dimethylaminopropylacrylamide (DMAPAAm), dimethylaminopropylmethacrylamide (DMAPMAAm) and the like, which are (meth)acrylic esters or (meth)acrylamides having a dialkylamino group; and quaternary compounds thereof quaternized with a known quaternizing agent such as alkyl halide, benzyl halide, alkyl or aryl sulfonic acid or dialkyl sulfate. Among these, particularly preferred are dimethylaminoethyl methacrylate (DMAEMA) and its quaternized products; quaternized products of dimethylaminopropylmethacrylamide (DMAPMAAm); polymers of one or more of these monomers; copolymers between one or more of these monomers and the above-mentioned monomers; and mixtures thereof.
Das Molekulargewicht (Gewichtsmittel) dieser Polymere liegt vorzugsweise im Bereich von 10000 bis 1500000 und insbesondere von 100000 bis 1000000. Molekulargewichte von weniger als 10000 haben eine unzureichende Filmfestigkeit und leicht reißende Filme beim Abschälen zur Folge. Polymere mit einem Molekulargewicht von über 1500000 sind schwierig herzustellen.The molecular weight (weight average) of these polymers is preferably in the range of 10,000 to 1,500,000, and more preferably 100,000 to 1,000,000. Molecular weights of less than 10,000 result in insufficient film strength and films that tear easily when peeled off. Polymers with a molecular weight of more than 1,500,000 are difficult to produce.
Die bevorzugte Menge des Polymers, die dem Entfernerpräparat für keratöse Komedonen gemäß der Erfindung einzuverleiben ist, beträgt 0,01 bis 70 Gewichts-%, vorzugsweise 5 bis 40 Gewichts-%, bezogen auf das Gesamtgewicht des Präparats.The preferred amount of the polymer to be incorporated into the keratotic comedone remover preparation according to the invention is 0.01 to 70% by weight, preferably 5 to 40% by weight, based on the total weight of the preparation.
Die oben erwähnten synthetisierten Polymere werden in einem Lösungsmittel gelöst verwendet. Das in dieser Erfindung nützlicheThe above-mentioned synthesized polymers are used dissolved in a solvent. The polymer useful in this invention
Lösungsmittel ist flüchtig und ist nicht besonders beschränkt, solange es stabil die Polymere lösen kann und für die Haut sicher ist. Beispiele für solche Lösungsmittel schließen Wasser, Ethanol, Isopropylalkohol (IPA) und dergleichen ein. Sie werden einzeln oder in Kombination verwendet. Die Menge des Lösungsmittels wird abhängig von den Eigenschaften der Polymerverbindungen, den fakultativen Bestandteilen und Formen des Präparats modifiziert und beträgt gewöhnlich 3 0 bis 9 9,99 Gewichts-% und vorzugsweise 60 bis 95 Gewichts-%, bezogen auf das Gesamtgewicht der Zusammensetzung.Solvent is volatile and is not particularly limited as long as it can stably dissolve the polymers and is safe for the skin. Examples of such solvents include water, ethanol, isopropyl alcohol (IPA) and the like. They are used singly or in combination. The amount of the solvent is modified depending on the properties of the polymer compounds, the optional ingredients and forms of the preparation, and is usually 30 to 99.99% by weight, and preferably 60 to 95% by weight, based on the total weight of the composition.
Die Wirksamkeit des Entferners für keratöse Komedonen dieser Erfindung wird verstärkt, wenn weiter ein Pigment zusammen mit den erwähnten Polymeren einverleibt wird. Das Pigment ist nicht besonders beschränkt, und sowohl organische als auch anorganische Pigmente können verwendet werden. Beispiele für anorganische Pigmente sind Zinkoxid, Titanoxid, Siliciumdioxid, Aluminiumoxid, Bariumsulfat, Zirkoniumoxid, Calciumcarbonat, Calciumsilicat, Keramiken, Hydroxyapatit, Bornitrid, Sericit, Glimmer, Talk, Kaolin, Montmorillonit, Hectorit, Saponit, schwarzes Eisenoxid, gelbes Eisenoxid, rotes Eisenoxid, Eerliner Elau, Ultramarin, Ruß, perlmuttfarbige Pigmente usw. Beispiele für organische Pigmente sind Seidenpulver, Ce1Iu1 &ogr;sepu1 ver, Poly(meth)acrylsäureesterharze, Polyamidharze, Polyolefinharze, Polyimidharze, Polyurethanharze, Polyesterharze, Polyetherharze, Polyvinylchloridharze, Harnstoffharze, Polyformaldehydharze, Polycarbonatharze, Polyvinylacetatharze, Polyvinylidenchloridharze, Polyacrylnitrilharze, Polysulfonharze, Polystyrolharze, Polyharnstoffharze, Siliconharze, Melaminharze, Polytetrafluorethylenharze, Kratz-Pigmente und Azofarbstoffe.The effectiveness of the keratotic comedone remover of this invention is enhanced when a pigment is further incorporated together with the above-mentioned polymers. The pigment is not particularly limited, and both organic and inorganic pigments can be used. Examples of inorganic pigments are zinc oxide, titanium oxide, silicon dioxide, aluminum oxide, barium sulfate, zirconium oxide, calcium carbonate, calcium silicate, ceramics, hydroxyapatite, boron nitride, sericite, mica, talc, kaolin, montmorillonite, hectorite, saponite, black iron oxide, yellow iron oxide, red iron oxide, Eerliner Elau, ultramarine, carbon black, pearlescent pigments, etc. Examples of organic pigments are silk powder, Ce1Iu1 ωsepu1 ver, poly(meth)acrylic acid ester resins, polyamide resins, polyolefin resins, polyimide resins, polyurethane resins, polyester resins, polyether resins, polyvinyl chloride resins, urea resins, polyformaldehyde resins, polycarbonate resins, polyvinyl acetate resins, polyvinylidene chloride resins, polyacrylonitrile resins, polysulfone resins, polystyrene resins, polyurea resins, silicone resins, Melamine resins, polytetrafluoroethylene resins, scratch pigments and azo dyes.
Die Teilchengröße der Pigmente beträgt 0,001 bis 1000 Mikrometer und vorzugsweise 0,01 bis 500 Mikrometer. Eine Teilchengröße von weniger als 0,001 Mikrometer wird nicht bevorzugt, weil keine gute Dispergierbarkeit erhalten werden kann. Eine Teilchengröße von über 1000 Mikrometer wird wegen einer ungünstigen Empfindung für die Haut ebenfalls nicht bevorzugt. Die erwähnten PigmenteThe particle size of the pigments is 0.001 to 1000 micrometers, and preferably 0.01 to 500 micrometers. A particle size of less than 0.001 micrometer is not preferred because good dispersibility cannot be obtained. A particle size of more than 1000 micrometers is also not preferred because of an unfavorable sensation to the skin. The mentioned pigments
können als Komplex oder als Mischung von einem oder mehreren verwendet werden, falls gewünscht. Die Menge des Pigments beträgt 0,1 bis 70 Gewichts-%, vorzugsweise 1 bis 4 0 Gewichts-%, bezogen auf das Gesamtgewicht des Präparats.may be used as a complex or as a mixture of one or more, if desired. The amount of pigment is 0.1 to 70% by weight, preferably 1 to 40% by weight, based on the total weight of the preparation.
Wenn weiter eine Ölkomponente zusammen mit den Polymeren einverleibt wird, kann der Entferner für keratöse Komedonen dieser Erfindung eine ausgezeichnete Entfernung von keratösen Komedonen erreichen, ohne der Haut eine Reizung zu vermitteln. Dies ist so, weil die Festigkeit des Films, bei der dieser beim Abschälen reißt, durch die Ölkomponente gesteuert werden kann.Further, when an oil component is incorporated together with the polymers, the keratotic comedone remover of this invention can achieve excellent removal of keratotic comedones without imparting irritation to the skin. This is because the strength of the film at which it breaks when peeling can be controlled by the oil component.
Die Ölkomponente, die in dieser Erfindung nützlich ist, ist ein Glycerin-Derivat, das durch die Formel (I) dargestellt wird:The oil component useful in this invention is a glycerin derivative represented by the formula (I):
PJ-X-CH2-CK-CK2 (DPJ-X-CH 2 -CK-CK 2 (D
in der eines von ZL und von Z2 R2-Y- darstellt und das andere eine Hydroxylgruppe oder R3-Y- darstellt und R1, R2 und R3 unabhängig eine Kohlenwasserstoffgruppe darstellen, deren Gesamtkohlenstoffzahl im Bereich von 13 bis 40 liegt und in der die Kohlenwasserstoffgruppe durch eine Silicon-Restgruppe substituiert sein kann oder nicht, X und Y unabhängig ein Sauerstoffatom oder eine Gruppe -COO- darstellen (eine Carboxylgruppe, in der das C-Atom an R1, R2 oder R3 gebunden ist) . Andere ölige Bestandteile, die im allgemeinen in kosmetische Präparate einverleibt werden, können ebenfalls verwendet werden. Beispiele für die Ölkomponente, die in dieser Erfindung nützlich ist, schließen Pflanzenöle wie Avocadoöl, Tsubakiöl, Macadamianußöl, Olivenöl und Jojobaöl; tierische Öle und Fette wie Rindertalg, Schweineschmalz und Eigelbfett; aliphatische Säuren wie Ölsäure und Isostearinsäure; Alkohole wie Hexadecylalkohol und Oleylalkohol; Ester wie Cetyl-2-ethylhexanoat, 2-Ethylhexylpalmitat, 2-Octyldodecylmyristat, Neopentylglycoldi-2-ethylhexanoat, 2-Octyldodecyloleat, Isopropylmyristat, Glycerintriisostearat, Mono-2-in which one of Z represents L and Z represents R represents -Y- and the other represents a hydroxyl group or R represents -Y- , and R represents 1 , R represents and R represents independently a hydrocarbon group whose total carbon number is in the range of 13 to 40 and in which the hydrocarbon group may or may not be substituted by a silicone residue group, X and Y independently represent an oxygen atom or a -COO- group (a carboxyl group in which the C atom is bonded to R represents , R represents or R represents independently an oxygen atom or a -COO- group (a carboxyl group in which the C atom is bonded to R represents, R represents or R represents independently an oxygen atom or a -COO- group (a carboxyl group in which the C atom is bonded to R represents, R represents independently an oxygen atom or a -COO- group) ... Alcohols such as hexadecyl alcohol and oleyl alcohol; esters such as cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, 2-octyldodecyl myristate, neopentyl glycol di-2-ethylhexanoate, 2-octyldodecyl oleate, isopropyl myristate, glycerin triisostearate, mono-2-
ethylhexanoloylglyceryldiparamethoxycinnamat; und Kohlenwasserstoffe wie DimethylpoIysiIo &khgr;a&eegr; , Dimethylcyclopolysiloxan, Methylphenylpolysiloxan, Methylhydrogenpolysiloxan, OctamethyIcyclotetrasiloxan, Octamethylcyclopentasiloxan, DecamethyIcyclopentasiloxan, flüssiges Paraffin, Squalan, Vaseline und festes Paraffin ein.ethylhexanoloylglyceryl diparamethoxycinnamate; and hydrocarbons such as dimethylpolysiloxane, dimethylcyclopolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, octamethylcyclopentasiloxane, decamethylcyclopentasiloxane, liquid paraffin, squalane, petrolatum and solid paraffin.
Unter diesen Ölkomponenten werden Glycerin-Derivate der Formel (1), die bei 2O0C flüssig sind, bevorzugt, und insbesondere werden Tri-2-ethylhexanoylglycerin, l-Isostearoyl-3-myristoylglycerin, 2-Ethylhexanoyldiglycerid, l-Hexyl-3-undecamethylhexasiloxypropinylglycerin am meisten bevorzugt.Among these oil components, glycerin derivatives of the formula (1) which are liquid at 2O 0 C are preferred, and in particular, tri-2-ethylhexanoylglycerin, l-isostearoyl-3-myristoylglycerin, 2-ethylhexanoyldiglyceride, l-hexyl-3-undecamethylhexasiloxypropynylglycerin are most preferred.
Die Menge der Ölkomponenten, die in den Entferner für keratöse Komedonen dieser Erfindung einzuverleiben ist, beträgt 0,5 bis 30 Gewichts-%, vorzugsweise 1 bis 15 Gewichts-%, bezogen auf das Gesamtgewicht der Zusammensetzung.The amount of the oil components to be incorporated in the keratotic comedone remover of this invention is 0.5 to 30% by weight, preferably 1 to 15% by weight, based on the total weight of the composition.
Das Entfernerpräparat für keratöse Komedonen dieser Erfindung kann weiter fakultative Bestandteile enthalten, die allgemein kosmetischen Präparaten einverleibt werden. Beispiele für derartige fakultative Bestandteile schließen Ethylenglycol, Diethylenglycol, Triethylenglycol und höhere Polyethylenglycole; Propylenglycol, Dipropylenglycol und höhere Polypropylenglycole; 1,3-Butylenglycol, 1,4-Butylenglycol und andere Butylenglycole; Glycerin, Diglycerin und höhere Poly glycerine; Zuckeralkohole wie Sorbit, Mannit, Xylit und Maltit; Ethylenoxide (nachstehend als EO bezeichnet) wie Glycerine; Additionsprodukte von Propylenoxid (nachstehend als PO bezeichnet); EO- oder P0-Addukte von Zuckeralkoholen; Monosaccharide wie Galactose, Glucose und Fructose und ihre EO- oder P0-Addukte; Polysaccharide wie Maltose und Lactose und ihre EO- oder PO-Addukte (Polyole); Tenside wie POE-Alkylether (POE ist Polyoxyethylen), verzweigte POE-Alkylether, POE-Sorbitanester, POE-Glycerinfettsäureester, hydrierte POE-Castoröle, Sorbitanester, Glycerinfettsäureester und Polyglycerinfettsäureester; Arzneistoffe wie Vitamine, Antiphlogistika, Aktivatoren, UV-Absorptionsmittel undThe keratotic comedone remover preparation of this invention may further contain optional ingredients generally incorporated in cosmetic preparations. Examples of such optional ingredients include ethylene glycol, diethylene glycol, triethylene glycol and higher polyethylene glycols; propylene glycol, dipropylene glycol and higher polypropylene glycols; 1,3-butylene glycol, 1,4-butylene glycol and other butylene glycols; glycerin, diglycerin and higher polyglycerols; sugar alcohols such as sorbitol, mannitol, xylitol and maltitol; ethylene oxides (hereinafter referred to as EO) such as glycerols; addition products of propylene oxide (hereinafter referred to as PO); EO or P0 adducts of sugar alcohols; monosaccharides such as galactose, glucose and fructose and their EO or P0 adducts; Polysaccharides such as maltose and lactose and their EO or PO adducts (polyols); surfactants such as POE alkyl ethers (POE is polyoxyethylene), branched POE alkyl ethers, POE sorbitan esters, POE glycerol fatty acid esters, hydrogenated POE castor oils, sorbitan esters, glycerol fatty acid esters and polyglycerol fatty acid esters; medicinal substances such as vitamins, anti-inflammatory agents, activators, UV absorbers and
• ··
dergleichen; mit Wasser quellbare Tonmineralien wie Montmorillonit, Saponit und Hectorit; Polysaccharide wie Carageenan, Xanthangummi, Natriumalginat, Pullulan, Methylcellulose, Carboxymethylcellulose, Hydroxyethylcellulose und Hydroxypropylcellulose; synthetische Polymere wie Carboxyvinylpolymere, Polyvinylpyrrolidone und Polyvinylalkohole ein. Sie werden dem Präparat der vorliegenden Erfindung in solchen Mengen einverleibt, daß sie die Wirkungen der Erfindung nicht behindern. Insbesondere werden, wenn Polyole verwendet werden, diese vorzugsweise zu 0,01 bis 50 Gewichts-%, bezogen auf das Gesamtpräparat, einverleibt.the like; water-swellable clay minerals such as montmorillonite, saponite and hectorite; polysaccharides such as carrageenan, xanthan gum, sodium alginate, pullulan, methylcellulose, carboxymethylcellulose, hydroxyethylcellulose and hydroxypropylcellulose; synthetic polymers such as carboxyvinyl polymers, polyvinylpyrrolidones and polyvinyl alcohols. They are incorporated into the preparation of the present invention in such amounts that they do not hinder the effects of the invention. In particular, when polyols are used, they are preferably incorporated at 0.01 to 50% by weight based on the total preparation.
Der Entferner für keratöse Komedonen gemäß dieser Erfindung kann neben Packungspräparaten die Form eines Umschlags unter Verwendung eines Baumwolltuches, Kunstseidentuches, Tetrontuches, Nylontuches, entweder gewoben oder nicht gewoben, oder unter Verwendung einer Kunststoffilmfolie annehmen.The keratotic comedone remover according to this invention may take the form of a poultice using a cotton cloth, rayon cloth, tetron cloth, nylon cloth, either woven or non-woven, or using a plastic film sheet, in addition to packing preparations.
Der Entferner für keratöse Komedonen dieser Erfindung kann g herkömmlichen Verfahren zur Herstellung von gewöhnlicher. Packungen und Umschlägen hergestellt werden.The keratotic comedone remover of this invention can be prepared by conventional methods for preparing ordinary packs and poultices.
Die Art der Entfernung von keratösen Komedonen durch die Verwendung des Entferners für keratöse Komedonen der Erfindung ist die gleiche wie die Art der Verwendung gewöhnlicher Packungen und Umschläge. Das heißt, wenn ein Packungspräparat verwendet wird, wird es zuerst auf dem Teil der Haut, der keratöse Komedonen aufweist, insbesondere wahrscheinlich auf der Nase, dem Kinn und der Stirn, aufgetragen, und nachdem es getrocknet ist, wird es abgeschält.The manner of removing keratous comedones by using the keratous comedone remover of the invention is the same as the manner of using ordinary packs and poultices. That is, when a pack preparation is used, it is first applied to the part of the skin that has keratous comedones, especially likely to be on the nose, chin and forehead, and after it is dried, it is peeled off.
Da der Entferner für keratöse Komedonen dieser Erfindung keratöse Komedonen wirksam entfernt, wird die deutliche Sichtbarkeit von Hautporen gemildert, die Hautporen werden sauber gehalten, und eine gesunde Haut kann erhalten werden. Weiter verletzt der Entferner dieser Erfindung die Haut nicht.Since the keratotic comedone remover of this invention effectively removes keratotic comedones, the obvious visibility of skin pores is alleviated, the skin pores are kept clean, and healthy skin can be maintained. Furthermore, the remover of this invention does not injure the skin.
1010
Andere Merkmale der Erfindung werden im Verlauf der folgenden Beschreibungen von beispielhaften Ausführungsformen ersichtlich, die zur Erläuterung der Erfindung gegeben werden und diese nicht beschränken sollen.Other features of the invention will become apparent in the course of the following descriptions of exemplary embodiments which are given for illustration of the invention and are not intended to be limiting thereof.
Wenn nicht anders angegeben, sind alle Mengen in den Beispielen als Gewichts-%, bezogen auf das Gesamtgewicht der Zusammensetzung, ausgedrückt.Unless otherwise stated, all amounts in the examples are expressed as % by weight based on the total weight of the composition.
Entferner für keratöse Komedonen wurden gemäß dem unten erwähnten Packungspräparat-Verfahren unter Verwendung der in Tabelle 1 aufgeführten Polymere hergestellt. Eine Testgruppe wusch ihr Gesicht und verwendete das Präparat mit einer Anwendungsrate von 0,1 ml/cm2 auf ihrem Gesicht. Die Bedingungen der Verwendung waren eine Temperatur von 250C, 50% Feuchtigkeit über 3 0 Minuten. Als 3 0 Minuten verstrichen waren, wurde die Packung abgeschält. Das Verhältnis der Entfernung von keratösen Komedonen wurde gemäß der folgenden Gleichung zur Auswertung berechnet.Keratotic comedone removers were prepared according to the pack preparation method mentioned below using the polymers listed in Table 1. A test group washed their face and used the preparation at an application rate of 0.1 ml/cm 2 on their face. The conditions of use were a temperature of 25 0 C, 50% humidity for 3 0 minutes. When 3 0 minutes had elapsed, the pack was peeled off. The ratio of removal of keratotic comedones was calculated according to the following equation for evaluation.
Entfernungsverhältnis von keratösen Komedonen Anzahl von keratösen Komedonen, die an 1 cm2-Packung anhaftetenRemoval ratio of keratous comedones Number of keratous comedones attached to 1 cm 2 packing
Anzahl von keratösen Komedonen, die in 1 cm2 Flügelhaut der Nase existiertenNumber of keratotic comedones that existed in 1 cm 2 of nasal wing skin
Die Ergebnisse sind ebenfalls in Tabelle 1 aufgeführt. Bewertung:The results are also shown in Table 1. Evaluation:
A: über 20%-iges Entfernungsverhältnis von keratösenA: over 20% removal ratio of keratotic
Komedonen
B: 5 bis 20%-iges Entfernungsverhältnis von keratösenComedones
B: 5 to 20% removal ratio of keratotic
Komedonen
C: weniger als 5%-iges Entfernungsverhältnis vonComedones
C: less than 5% removal ratio of
1111
keratösen Komedonenkeratotic comedones
Herstellung: Polymer Glycerin HCO60 (hydriertes Polyoxyethylen-castoröl 60EO-Addukt) Ethanol Parfüm Antiseptikum Gereiniqtes Wasser InsgesamtManufacturing: Polymer Glycerin HCO60 (hydrogenated polyoxyethylene castor oil 60EO adduct) Ethanol Perfume Antiseptic Purified water Total
(MG: 500000)Poly-2-acrylamide-2-methylpropanesulfonate (AMPS)
(MG: 500000)
KationischAnionic/
Cationic
(Entfernung
von
keratösen
Komedonen) Evaluation
(Distance
from
keratous
comedones )
ionischNot
Ionic
(MG: 400000)Polymethacryloyloxyethyltrimethylanunonium chloride (QDM)
(MG: 400000)
(DEAMA-DES) (MG: 300000)Polymethacryloyloxyethyltriethylammonium diethylsulfate
(DEAMA-DES) (MG: 300000)
Polyacrylamidpropyltrimethylammoniumchlorid (DMAPAAm-Q)-
Copolymer (8:2 Molverhältnis) (MG: 3 00000)Polymethacrylamidepropyltrimethylammonium chloride (MAPTAC)/
Polyacrylamidepropyltrimethylammonium chloride (DMAPAAm-Q)-
Copolymer (8:2 molar ratio) (MW: 3 00000)
• •«H*••«H*
11 l· &ngr; TM * t H 111 l· ν TM * t H 1
13 Beispiel 2:13 Example 2:
Entferner für keratöse Komedonen wurden unter Verwendung der in Tabelle 2 aufgeführten Polymere hergestellt, und das Entfernungsverhältnis von keratösen Komedonen und der Schmerz beim Abschälen wurden überprüft.Keratotic comedone removers were prepared using the polymers listed in Table 2, and the removal ratio of keratotic comedones and the pain of peeling were examined.
Die Polymere wurden einzeln in einer wäßrigen 20 - 30 gewichts-%T Igen Lösung hergestellt, und Mitglieder der Testgruppe 'erwendeten sie auf die gleiche Weise wie in Beispiel 1.The polymers were prepared individually in an aqueous 20-30 wt% T Igen solution and members of the test group used them in the same manner as in Example 1.
itfernungsverhaltnis von keratösen Komedonen: =he die Gleichung in BeispielRemoval ratio of keratotic comedones: =he equation in example
ertung:ension:
(Entfernungsverhältnis von keratösen Komedonen) A: 35% oder mehr B: 20 bis 34% C: 5 bis 19% D: weniger als 5% (Schmerz beim Abschälen)(Removal ratio of keratotic comedones) A: 35% or more B: 20 to 34% C: 5 to 19% D: less than 5% (pain when peeling)
leichter Schmerz: + beträchtlicher Schmerz: ++mild pain: + considerable pain: ++
KationischAnionic/
Cationic
keratösen Komedonendistance from
keratotic comedones
AbschälenPain during
peeling
(MG: 500000)Poly-2-acrylamide-2-methylpropanesulfonate (AMPS)
(MG: 500000)
(MG: 100000)Polymer of Na-styrenesulfonic acid (NaSS)
(MG: 100000)
chlorid (QDM) (MG: 400000)Polymethacryloyloxyethyltrimethylammonium
chloride (QDM) (MG: 400000)
(MAPTAC) (MG: 300000)Polymethacrylamidepropyltrimethylanunonium chloride
(MAPTAC) (MG: 300000)
chlorid (DMAPAAm-Q)-Copolymer (8:2)
(MG: 300000)MAPTAC/Polyacrylamidepropyltrimethylammoniumuni-
Chloride (DMAPAAm-Q) copolymer (8:2)
(MG: 300000)
15 Beispiel 3:15 Example 3:
Entferner für keratöse Komedonen mit den in Tabelle 3 aufgeführen Formulierungen wurden gemäß dem herkömmlichen Verfahren hergestellt, und die Entfernungsleistung für keratöse Komedonen wurde bewertet. Die Ergebnisse sind in Tabelle 4 aufgeführt.Keratotic comedone removers with the formulations shown in Table 3 were prepared according to the conventional method, and the keratotic comedone removal performance was evaluated. The results are shown in Table 4.
Bewertungsverfahren:Evaluation procedure:
Testmitglieder wuschen ihre Gesichter und trugen Entferner für keratöse Komedonen auf ihren Wangen auf (0,1 ml/cm2). Man ließ die Auftragungen bei 250C, Feuchtigkeit 50%, 30 Minuten absitzen, und anschließend wurde der Packungsfilm abgeschält. Die Zahl der Mitglieder, die das Erfindungsprodukt A auf ihrer linken Wange und ein Erfindungsprodukt B auf ihrer rechten Wange verwendeten, war die gleiche wie die Zahl der Mitglieder, die ein Erfindungsprodukt B auf ihrer linken Wange und ein Erfindungsprodukt A auf ihrer rechten Wange verwendeten.Test members washed their faces and applied keratotic comedone remover to their cheeks (0.1 ml/cm 2 ). The applications were allowed to stand at 25 0 C, humidity 50%, for 30 minutes, and then the packing film was peeled off. The number of members who used invention product A on their left cheek and invention product B on their right cheek was the same as the number of members who used invention product B on their left cheek and invention product A on their right cheek.
Die Testpersonen bewerteten die Entferner durch die Antworten "Erfindungsprodukt A entfernte besser", "Erfindungsprodukt A und Erfindungsprodukt B waren fast gleich, was die Entfernungs leistung betrifft" oder "Erfindungsprodukt B entfernte besser", und ihre Prozentsätze wurden erhalten.The panelists evaluated the removers by answering "Invention product A removed better", "Invention product A and invention product B were almost the same in terms of removal performance" or "Invention product B removed better", and their percentages were obtained.
(Gewichts-%)Components
(Weight %)
(AMPS) (MG: 500000)Poly-2-acrylamide-2-methylpropanesulfonate
(AMPS) (MG: 500000)
chlorid (QDM) (MG: 400000)Polymethacryloyloxyethyltrimethylammonium
chloride (QDM) (MG: 400000)
5 Mikrometer)Silicon dioxide (average particle size =
5 micrometers)
Mikrometer)Zinc oxide (average particle size: 0.04
micrometer)
40EO-Addukt)HCO4 0 (hydrogenated polyoxyethylene castor oil
40EO adduct)
• J ♦• J ♦
entfernte besserInvention Product A
removed better
A und B sind
ähnlichInvention products
A and B are
similar
entfernte besserInvention Product B
removed better
produkt Al produkt BlInvention - Invention
product Al product Bl
produkt A2 produkt BlInvention - Invention
product A2 product Bl
produkt A3 produkt B2Invention - Invention
product A3 product B2
18 Beispiel 4:18 Example 4:
Die wie in Tabelle 5 formulierten Entferner für keratöse Komedonen wurden auf die übliche Weise hergestellt.Keratotic comedone removers formulated as shown in Table 5 were prepared in the usual manner.
Die erhaltenen Entferner für keratöse Komedonen wurden von einer Testgruppe, die aus 20 Mitgliedern bestand, auf die gleiche Weise wie in Beispiel 1 beschrieben verwendet. Der Schmerz beim Abschälen wurde durch die nachstehenden Kriterien bewertet. Die Ergebnisse sind in Tabelle 5 aufgeführt. Was die Entfernung von keratösen Komedonen betraf, entfernten alle Präparate gut.The obtained keratotic comedone removers were used by a test group consisting of 20 members in the same manner as described in Example 1. The pain during peeling was evaluated by the following criteria. The results are shown in Table 5. As for the removal of keratotic comedones, all the preparations removed well.
Bewertung:Evaluation:
O: Kein Schmerz verspürt X: Schmerz verspürtO: No pain felt X: Pain felt
•• «
•
• *
··· * * ♦
• *
··· *
(AMPS) (MG: 500000)Poly-2-acrylamide-2-methylpropanesulfonate
(AMPS) (MG: 500000)
• · *l ·
·
chlorid (QDM) (MG: 400000)Polymethacryloyloxyethyltriammonium
chloride (QDM) (MG: 400000)
40EO-Addukt)HCO40 (hydrogenated polyoxyethylene castor oil
40EO adduct)
20 Beispiel 5:20 Example 5:
Die wie in Tabelle 6 formulierten Entferner für keratöse Komedonen wurden gemäß dem herkömmlichen Verfahren hergestellt.Keratotic comedone removers formulated as shown in Table 6 were prepared according to the conventional procedure.
Die erhaltenen Entferner für keratöse Komedonen entfernten keratöse Komedonen wirksam, ohne beim Abschälen Schmerzen zu ergeben.The obtained keratotic comedone removers effectively removed keratotic comedones without causing pain during peeling.
(Gewichts-%)Components
(Weight %)
chlorid (MAPTAC) (MG: 500000)Polymethacrylamidepropyltrimethylammonium
chloride (MAPTAC) (MG: 500000)
chlorid (QDM) (MG: 400000)Polymethacryloyloxyethyltrimethylammonium
chloride (QDM) (MG: 400000)
(MG: 400000)Na · Styrenesulfonic acid/methacrylic acid copolymer
(MG: 400000)
(AMPS) (MG: 500000)Poly-2-acrylamide-2-niethylpropanesulfonate
(AMPS) (MG: 500000)
chlorid (MAPTAC) (MG: 50000)Polymethacrylamidepropyltrimethylammonium
chloride (MAPTAC) (MG: 50000)
chlorid (QDM) (MG: 70000)Polymethacryloyloxyethyltrimethylammonium
chloride (QDM) (MG: 70000)
40 EO-Addukt)HCO 40 (hydrogenated polyoxyethylene castor oil
40 EO adduct)
glycerinl-Hexyl-3-undecamethylhexasiloxanepropynyl-
glycerine
50,
5
50,
5
50,
5
2222
Ein Entferner für keratöse Komedonen mit der folgenden Formulierung wurde hergestellt.A keratotic comedone remover with the following formulation was prepared.
Polymethacryloyloxytrimethylammonium-Polymethacryloyloxytrimethylammonium
chlorid (QDM) (MG: 400000) 27,0 Gew.-%Chloride (QDM) (MW: 400,000) 27.0% by weight
Sorbit 3,0Sorbitol 3.0
Sericit . 3,0Sericite . 3.0
Ethanol 5,0ethanol 5.0
Antiseptikum geeignete MengeAntiseptic appropriate amount
Wasser RestWater Rest
Ein Entferner für keratöse Komedonen mit der folgenden Formulierung wurde hergestellt.A keratotic comedone remover with the following formulation was prepared.
Polymethacryloyloxytrimethylammonium-Polymethacryloyloxytrimethylammonium
chlorid (QDM) (MG: 250000) 27,0 Gew.-%Chloride (QDM) (MW: 250,000) 27.0% by weight
hydriertes Polyoxyethylen-castorölhydrogenated polyoxyethylene castor oil
(E.O. 20) 2,0(E.O. 20) 2.0
Squalan 0,5Squalane 0.5
1-Isostearoy1-3-myristoylglycerin1-Isostearoy1-3-myristoylglycerol
(DGMI) 1,5(DGMI) 1.5
86%-iges Glycerin 2,086% Glycerin 2.0
Propylenglycol 1,0Propylene glycol 1.0
Sericit 3,0Sericite 3.0
Ethanol 5,0ethanol 5.0
Antiseptikum geeignete MengeAntiseptic appropriate amount
Wasser RestWater Rest
Ein Entferner für keratöse Komedonen mit der folgenden Formulierung wurde hergestellt.A keratotic comedone remover with the following formulation was prepared.
2323
Polymethacryloyloxytrimethylammonium-Polymethacryloyloxytrimethylammonium
chlorid (QDM) (MG: 200000)chloride (QDM) (MG: 200000)
Polymethacrylamidpropyltrimethyl-Polymethacrylamidepropyltrimethyl
ammoniumchlorid (MAPTAC) (MG: 300000)ammonium chloride (MAPTAC) (MG: 300000)
hydriertes Polyoxyethylen-castorölhydrogenated polyoxyethylene castor oil
15,0 Gew.-% 15,015.0 wt.% 15.0
Claims (3)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11034291 | 1991-05-15 | ||
| JP08703292A JP3342505B2 (en) | 1992-04-08 | 1992-04-08 | Keratin plug remover |
| EP97100138A EP0826364B1 (en) | 1991-05-15 | 1992-05-13 | Keratotic plug remover |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE29724348U1 true DE29724348U1 (en) | 2001-01-11 |
Family
ID=27238129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE29724348U Expired - Lifetime DE29724348U1 (en) | 1991-05-15 | 1992-05-13 | Keratous comedone remover |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE29724348U1 (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4126142A (en) | 1977-04-20 | 1978-11-21 | Saute Robert E | Face mask |
| WO2000002593A2 (en) | 1998-07-09 | 2000-01-20 | Transphyto S.A. | Cleansing and treating lotion for treating comedones |
| DE69231335T2 (en) | 1991-09-19 | 2001-02-01 | Smithkline Beecham Corp., Philadelphia | SKIN CLEANER |
-
1992
- 1992-05-13 DE DE29724348U patent/DE29724348U1/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4126142A (en) | 1977-04-20 | 1978-11-21 | Saute Robert E | Face mask |
| DE69231335T2 (en) | 1991-09-19 | 2001-02-01 | Smithkline Beecham Corp., Philadelphia | SKIN CLEANER |
| WO2000002593A2 (en) | 1998-07-09 | 2000-01-20 | Transphyto S.A. | Cleansing and treating lotion for treating comedones |
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