FR2458280A2 - Compsn. for removing make-up from the eyes - contg. ethoxylated glycerol fatty acid ester, specified preservative and water - Google Patents

Compsn. for removing make-up from the eyes - contg. ethoxylated glycerol fatty acid ester, specified preservative and water Download PDF

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Publication number
FR2458280A2
FR2458280A2 FR7914693A FR7914693A FR2458280A2 FR 2458280 A2 FR2458280 A2 FR 2458280A2 FR 7914693 A FR7914693 A FR 7914693A FR 7914693 A FR7914693 A FR 7914693A FR 2458280 A2 FR2458280 A2 FR 2458280A2
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Prior art keywords
composition according
surfactant
salt
phosphate buffer
composition
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Granted
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FR7914693A
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FR2458280B2 (en
Inventor
Constantin Koulbanis
Arlette Zabotto
Jean-Claude Contamin
Jean-Paul Boelle
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LOreal SA
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LOreal SA
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/43Guanidines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/24Phosphorous; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14Preparations for removing make-up
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52Stabilizers

Abstract

The compsn. contains in aq. soln. (1) at least one surfactant selected from polyethoxylated esters of 12-18C fatty acids and glycerol, the esters having an HLB of 15-18; at least one preservative selected from sodium ethylmercuri-thiosalicylate, a chlorhexidine salt, a phenylmercury salt, a mixture of 30% sodium benzoate and 70% monochloroacetamide, and a dimethyl benzyl alkyl ammonium chloride in which alkyl is 12-18C or mixed alkyl radicals pref. 12-14C and 14-16C radicals and (3) a phosphate buffer, the compsn. having a pH of 6.5-7.5. The compsns. do not sting or irritate and have excellent storage stability using another class of surfactant to that of the principal patent.

Description

L'invention à laquelle se rattache le présent certificat d'addition a pour objet une composition pour le démaquillage des yeux, ayant la propriété d'etre non irritante et de ne pas provoquer de gene oculaire, cette composition contenant en solution aqueuse
(i) un agent tensioactif choisi dans le groupe constitué par le monolaurate ou le monoléate de sorbitan oxyéthyléné à l'aide de 20 moles d'oxyde d'éthylène ou un mélange de ces composés,
(ii) un agent conservateur choisi dans le groupe constitué par : l'éthylmercurithiosalicylate de sodium, un sel de chlorhexidine tel que le digluconate, le diacétate, et le chlorhydrate, un sel de phénylmercure tel que le nitrate de phénylmercure, un mélange constitué de 30% de benzoate de sodium et de 70% de monochloracétamide, un composé correspondant à la formule suivante

Figure img00010001

dans laquelle
R représente un radical alkyle ayant de 12 à 18 atomes de carbone ou un mélange de tels radicaux alkyles comme par exemple les mélanges C12-C14 et C14-C16 et les mélanges desdits agents conservateurs,
et (iii) un tampon phosphate, le pH de ladite composition étant compris entre 6,5 et 7,5.The invention to which this certificate of addition relates relates to a composition for removing make-up from the eyes, having the property of being non-irritant and of not causing eye discomfort, this composition containing in aqueous solution
(i) a surfactant chosen from the group consisting of monolaurate or sorbitan monoleate oxyethylenated using 20 moles of ethylene oxide or a mixture of these compounds,
(ii) a preservative chosen from the group consisting of: sodium ethylmercurithiosalicylate, a chlorhexidine salt such as digluconate, diacetate, and the hydrochloride, a phenylmercury salt such as phenylmercury nitrate, a mixture consisting of 30% sodium benzoate and 70% monochloroacetamide, a compound corresponding to the following formula
Figure img00010001

in which
R represents an alkyl radical having from 12 to 18 carbon atoms or a mixture of such alkyl radicals such as, for example, mixtures C12-C14 and C14-C16 and mixtures of said preservatives,
and (iii) a phosphate buffer, the pH of said composition being between 6.5 and 7.5.

Après de nouvelles recherches la société déposante a constaté qu'il est également possible d'obtenir d'excellentes compositions pour le démaquillage des yeux ne provoquant aucune sensation de picotement, et présentant par ailleurs une excellente conservation dans le temps, en utilisant une autre classe d'agents tensioactifs. After further research, the applicant company has found that it is also possible to obtain excellent compositions for removing makeup from the eyes which do not cause any tingling sensation, and which moreover have excellent conservation over time, using another class. surfactants.

Le présent certificat d'addition a pour objet à titre de produit industriel nouveau, une composition selon le brevet principal dans laquelle l'agent tensioactif est choisi dans le groupe des esters d'acides gras et de glycérol polyoxyéthylénés lesdits acides, saturés ou insaturés, ayant de 12 à 18 atomes de carbone.  The subject of this addition certificate is, as a new industrial product, a composition according to the main patent in which the surfactant is chosen from the group of polyoxyethylenated fatty acid and glycerol esters, said acids, saturated or unsaturated, having 12 to 18 carbon atoms.

Les compositions pour le démaquillage des yeux selon le présent certificat d'addition contiennent en solution aqueuse
(i) au moins un agent tensioactif choisi dans le groupe constitué par les esters d'acides gras et de glycérol polyoxy éthylénés, lesdits acides gras, saturés ou insaturés, ayant de 12 à 18 atomes de carbone, et lesdits esters ayant une HLB (Balance
Hydrophile/Lipophile) comprise entre 15 et 18,
(ii) au moins un agent conservateur choisi dans le groupe constitué par : l'éthylmercurithiosalicylate de sodium, un sel de chlorhexidine tel que le digluconate, le diacétate, et le chlorhydrate, un sel de phénylmercure tel que le nitrate de phénylmercure, un mélange constitué de 30% de benzoate de sodium et de 70% de monochloracétamide, un composé correspondant à la formule suivante

Figure img00020001
The compositions for removing makeup from the eyes according to this addition certificate contain in aqueous solution
(i) at least one surfactant chosen from the group consisting of esters of polyoxyethylenated fatty acids and glycerol, said fatty acids, saturated or unsaturated, having from 12 to 18 carbon atoms, and said esters having an HLB ( Balance
Hydrophilic / Lipophilic) between 15 and 18,
(ii) at least one preservative chosen from the group consisting of: sodium ethylmercurithiosalicylate, a chlorhexidine salt such as digluconate, diacetate, and the hydrochloride, a phenylmercury salt such as phenylmercury nitrate, a mixture consisting of 30% sodium benzoate and 70% monochloroacetamide, a compound corresponding to the following formula
Figure img00020001

dans laquelle
R représente un radical alkyle ayant de 12 à 18 atomes de carbone ou un mélange de tels radicaux alkyles comme par exemple les mélanges C12-C14 et C14 C16
et (iii) un tampon phosphate, le pH de ladite composition étant compris entre 6,5 et 7,5.
in which
R represents an alkyl radical having from 12 to 18 carbon atoms or a mixture of such alkyl radicals such as, for example, mixtures C12-C14 and C14 C16
and (iii) a phosphate buffer, the pH of said composition being between 6.5 and 7.5.

Comme agent tensioactif correspondant à la définition donnée ci-dessus, on peut en particulier citer le monolaurate ou le monooléate de glycérol polyoxyéthyléné et en particulier, le monolaurate de glycérol polyoxyéthyléné à l'aide de 20 moles d'oxyde d'éthylène, vendu sous la dénomination de "TAGAT L.2", par la société GOLDSCHMIDT. As surfactant corresponding to the definition given above, mention may in particular be made of polyoxyethylenated glycerol monolaurate or monooleate and in particular, polyoxyethylenated glycerol monolaurate using 20 moles of ethylene oxide, sold under the name of "TAGAT L.2", by the company GOLDSCHMIDT.

L'agent tensioactif tel que défini ci-dessus est généralement présent dans la composition à une concentration comprise entre environ 2 et 5% en poids, mais elle dépend du pouvoir moussant que l'on désire conférer à la composition. The surfactant as defined above is generally present in the composition at a concentration of between approximately 2 and 5% by weight, but it depends on the foaming power which it is desired to impart to the composition.

L'agent conservateur des lotions est de préférence compris entre 0,002 et 0,3%, et de préférence entre 0,02 et 0,2%. The preservative for lotions is preferably between 0.002 and 0.3%, and preferably between 0.02 and 0.2%.

Parmi les composés de formule (I) ci-dessus, on peut en particulier citer, le chlorure de myristyl-cétyl diméthyl-benzyl ammonium et le chlorure de lauryl-myristyl diméthyl-benzyl ammonium. Among the compounds of formula (I) above, there may be mentioned in particular, myristyl-cetyl dimethyl-benzyl ammonium chloride and lauryl-myristyl dimethyl-benzyl ammonium chloride.

Le tampon phosphate présent dans la composition permet de maintenir le pH de ladite composition entre 6,5 et 7,5 et de préférence entre 7 et 7,2. The phosphate buffer present in the composition makes it possible to maintain the pH of said composition between 6.5 and 7.5 and preferably between 7 and 7.2.

Comme tampon phosphate, on utilise de préférence le tampon hydrogénophosphate de dipotassium/dihydrogénophosphate de potassium, ce tampon ne provoquant en lui-même aucune irritation et aucun picotement et ayant le pouvoir de ne pas inhiber l'action de l'agent conservateur. As phosphate buffer, use is preferably made of dipotassium hydrogen phosphate / potassium dihydrogen phosphate buffer, this buffer itself causing no irritation and no tingling and having the power of not inhibiting the action of the preservative.

Les compositions selon l'invention sont de préférence sous forme de lotions, soit dans l'eau déminéralisée stérile soit dans une eau florale (eau de rose, eau de bleuet, eau de camomille, etc...). The compositions according to the invention are preferably in the form of lotions, either in sterile demineralized water or in floral water (rose water, blueberry water, chamomile water, etc.).

Bien entendu, les lotions démaquillantes selon l'invention peuvent également contenir d'autres adjuvants conventionnels tels que par exemple des agents humectants, des agents adoucissants, des parfums ou des colorants, ceux-ci devant bien entendu présenter la particularité de ne pas provoquer d'irritation ou de picotement de la muqueuse oculaire. Of course, the cleansing lotions according to the invention may also contain other conventional adjuvants such as for example humectants, softening agents, perfumes or dyes, these must of course have the particularity of not causing d irritation or tingling of the ocular mucosa.

Parmi les agents humectants on peut en particulier citer : l'héxylèneglycol, le polyéthylèneglycol 600, etc... Among the humectants, mention may in particular be made of: hexylene glycol, polyethylene glycol 600, etc.

Parmi les agents adoucissants, on peut en particulier citer : l'allantoine, l'azulène, etc.. Among the softening agents, mention may in particular be made of: allantoin, azulene, etc.

On va maintenant donner à titre d'illustration, et sans aucun caractère limitatif, plusieurs modes de réalisation selon l'invention. We will now give by way of illustration, and without any limiting character, several embodiments according to the invention.

EXEMPLE 1 - monolaurate de glycérol polyoxyéthyléné
à l'aide de 20 moles d'oxyde d'éthylène
(TAGAT L.2) ................................ 3 g - Hexylèneglycol 1 g - allantoine 0,05 g - dihydrogénophosphate de potassium 0,102 g - hydrogénophosphate de
dipotassium, 3 H2O 0,394 g - digluconate de chlorhexidine (solution
à 20%)........................... 20%) 0,75 g - eau déminéralisée stérile q.s.p 100 g
Cette solution présente un pH de 7,1.
EXAMPLE 1 Polyoxyethylenated glycerol monolaurate
using 20 moles of ethylene oxide
(TAGAT L.2) ................................ 3 g - Hexylèneglycol 1 g - allantoin 0.05 g - potassium dihydrogen phosphate 0.102 g - hydrogen phosphate
dipotassium, 3 H2O 0.394 g - chlorhexidine digluconate (solution
at 20%) ........................... 20%) 0.75 g - sterile demineralized water qs 100 g
This solution has a pH of 7.1.

EXEMPLE 2 - monolaurate de glycerol polyoxyéthyléné
à l'aide de 20 moles d'oxyde d'éthylène (TAGAT L.2) , 3,5 g - Hexylèneglycol 1 g - allantolne ............................... 0,05 g - dihydrogénophosphate de potassium ......... 0,102 g - hydrogénophosphate de
dipotassium, 3 H20 0,394 g - chlorure de myristyl cétyl diméthyl
benzyl ammonium .......................... 0,100 g - eau déminéralisée stérile q.s.p 100 g
Cette solution présente un pH de 7,2.
EXAMPLE 2 polyoxyethylenated glycerol monolaurate
using 20 moles of ethylene oxide (TAGAT L.2), 3.5 g - Hexylene glycol 1 g - allantolne .................... ........... 0.05 g - potassium dihydrogen phosphate ......... 0.102 g - potassium hydrogen phosphate
dipotassium, 3 H20 0.394 g - myristyl cetyl dimethyl chloride
benzyl ammonium .......................... 0.100 g - sterile demineralized water qs 100 g
This solution has a pH of 7.2.

Claims (10)

REVENDICATIONS 1. Composition pour le démaquillage des yeux non irritante et non piquante pour la muqueuse oculaire, caractérisée par le fait qu'elle contient en solution aqueuse 1. Composition for removing make-up from the eyes non-irritating and non-pungent for the ocular mucosa, characterized in that it contains in aqueous solution (i) au moins un agent tensioactif choisi dans le groupe constitué par les esters d'acides gras et de glycérol polyoxyéthylénés, lesdits acides, saturés ou insaturés, ayant de 12 à 18 atomes de carbone, et lesdits esters ayant une HLB comprise entre 15 et 18, (i) at least one surfactant chosen from the group consisting of polyoxyethylene fatty acid and glycerol esters, said acids, saturated or unsaturated, having from 12 to 18 carbon atoms, and said esters having an HLB of between 15 and 18, (ii) au moins un agent conservateur choisi dans le groupe constitué par : l'éthylmercurithiosalicylate de sodium, un sel de chlorhexidine, un sel de phénylmercure, un mélange constitué de 30% de benzoate de sodium et de 70% de monochloracétamide, un composé correspondant à la formule suivante (ii) at least one preservative chosen from the group consisting of: sodium ethylmercurithiosalicylate, a chlorhexidine salt, a phenylmercury salt, a mixture consisting of 30% sodium benzoate and 70% monochloroacetamide, a compound corresponding to the following formula
Figure img00050001
Figure img00050001
dans laquelle in which R représente un radical alkyle ayant de 12 à 18 atomes de carbone ou un mélange de tels radicaux alkyles comme par exemple les mélanges C12-C14 et C14C16, R represents an alkyl radical having from 12 to 18 carbon atoms or a mixture of such alkyl radicals such as, for example, mixtures C12-C14 and C14C16, et (iii) un tampon phosphate, le pH de ladite composition étant compris entre 6,5 et 7,51 and (iii) a phosphate buffer, the pH of said composition being between 6.5 and 7.51
2. Composition selon la revendication 1, caractérisée par le fait que l'agent tensioactif est le monolaurate de glycérol polyoxyéthyléné à l'aide de 20 moles d'oxyde d'éthylène. 2. Composition according to claim 1, characterized in that the surfactant is polyoxyethylenated glycerol monolaurate using 20 moles of ethylene oxide. 3. Composition selon l'une quelconque des revendications 1 et 2, caractérisée par le fait que l'agent tensioactif est présent dans une proportion comprise entre 2 et 5%. 3. Composition according to any one of claims 1 and 2, characterized in that the surfactant is present in a proportion of between 2 and 5%. 4. Composition selon la revendication 1, caractérisée par le fait que le sel de chlorhexidine est le digluconate, le diacétate ou le dichlorhydrate. 4. Composition according to claim 1, characterized in that the chlorhexidine salt is digluconate, diacetate or dihydrochloride. 5. Composition selon la revendication 1, caractérisée par le fait que le sel de phénylmercure est le nitrate de phénylmercure. 5. Composition according to claim 1, characterized in that the phenylmercury salt is phenylmercury nitrate. 6. Composition selon la revendication 1, caractérisée par le fait que le composé de formule (I) est le chlorure de myristyl-cétyl diméthyl-benzyl ammonium ou le chlorure de lauryl-myristyl diméthyl-benzyl ammonium. 6. Composition according to claim 1, characterized in that the compound of formula (I) is myristyl-cetyl dimethyl-benzyl ammonium chloride or lauryl-myristyl dimethyl-benzyl ammonium chloride. 7. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait que l'agent conservateur est présent dans une proportion comprise entre 0,002 et 0,3% et de préférence entre 0,02 et 0,2%.  7. Composition according to any one of the preceding claims, characterized in that the preservative is present in a proportion of between 0.002 and 0.3% and preferably between 0.02 and 0.2%. 8. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait que le tampon phosphate est un tampon hydrogénophosphate de dipotassium/dihydrogénophosphate de potassium. 8. Composition according to any one of the preceding claims, characterized in that the phosphate buffer is a dipotassium hydrogen phosphate phosphate / potassium dihydrogen phosphate buffer. 9. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait que le pH est compris entre 7 et 7,2. 9. Composition according to any one of the preceding claims, characterized in that the pH is between 7 and 7.2. 10. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait qu'elle contient en outre des adjuvants tels que des agents humectants, des agents adoucissants, des parfums ou des colorants.  10. Composition according to any one of the preceding claims, characterized in that it also contains adjuvants such as humectants, softening agents, perfumes or dyes.
FR7914693A 1979-06-08 1979-06-08 Compsn. for removing make-up from the eyes - contg. ethoxylated glycerol fatty acid ester, specified preservative and water Granted FR2458280A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7914693A FR2458280A2 (en) 1979-06-08 1979-06-08 Compsn. for removing make-up from the eyes - contg. ethoxylated glycerol fatty acid ester, specified preservative and water

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7914693A FR2458280A2 (en) 1979-06-08 1979-06-08 Compsn. for removing make-up from the eyes - contg. ethoxylated glycerol fatty acid ester, specified preservative and water

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FR2458280B2 FR2458280B2 (en) 1982-12-31

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4804492A (en) * 1986-11-07 1989-02-14 Sterling Drug Inc. Liquid sanitizing and cleaning compositions with diminished skin irritancy
FR2984734A1 (en) * 2011-12-22 2013-06-28 Oreal COSMETIC METHOD FOR CLEANSING AND / OR CLEANING THE SKIN WITH A NUCLEOPHILIC AGENT AND A NITROGENIC OR PHOSPHORATED PKA AGENT ABOVE 11

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1396613A (en) * 1964-04-08 1965-04-23 Chemische Werke Witten Gmbh Use of superfatting agents in cosmetic and medicinal preparations
FR2044388A5 (en) * 1967-04-07 1971-02-19 Armour Dial Inc
FR2097333A5 (en) * 1970-07-02 1972-03-03 Exxon Chimie Non aqueous solvent/dispersant - esp for skin cleaning contg hydrocarbons and surfactant
FR2356410A1 (en) * 1976-07-01 1978-01-27 Oreal EYE MAKEUP REMOVER

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1396613A (en) * 1964-04-08 1965-04-23 Chemische Werke Witten Gmbh Use of superfatting agents in cosmetic and medicinal preparations
FR2044388A5 (en) * 1967-04-07 1971-02-19 Armour Dial Inc
FR2097333A5 (en) * 1970-07-02 1972-03-03 Exxon Chimie Non aqueous solvent/dispersant - esp for skin cleaning contg hydrocarbons and surfactant
FR2356410A1 (en) * 1976-07-01 1978-01-27 Oreal EYE MAKEUP REMOVER

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4804492A (en) * 1986-11-07 1989-02-14 Sterling Drug Inc. Liquid sanitizing and cleaning compositions with diminished skin irritancy
FR2984734A1 (en) * 2011-12-22 2013-06-28 Oreal COSMETIC METHOD FOR CLEANSING AND / OR CLEANING THE SKIN WITH A NUCLEOPHILIC AGENT AND A NITROGENIC OR PHOSPHORATED PKA AGENT ABOVE 11

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Publication number Publication date
FR2458280B2 (en) 1982-12-31

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