Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice
Reexamination Certificate
1999-09-02
2001-06-26
Dodson, Shelley A. (Department: 1616)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Cosmetic, antiperspirant, dentifrice
C424S078070, C424S078080, C424S400000, C424S703000, C424SDIG005
Reexamination Certificate
active
06251413
ABSTRACT:
The present invention relates to a novel water-resistant, transfer resistant, preferably transfer free, film-forming composition for topical application, comprising a specific hydrophilic gelling agent of sulfonated polyester type and a silicone compound, intended in particular for the cosmetics and/or dermatological fields. The invention also relates to the use of this composition for making up or cosmetically treating human keratinous substances, such as the skin, nails, eyelashes, eyebrows, hair or mucous membranes, such as the lips. This composition can be provided in the form of a gel, paste or cast product, in particular a stick.
Products for making up or caring for the skin or lips, such as foundations or lipsticks, generally comprise fatty phases, such as waxes and oils, pigments and/or fillers and, optionally, additives, such as cosmetic or dermatological active principles. They can comprise gelling agents which make it possible to obtain the consistency desired for the composition according to its application.
These compositions, when they are applied to the skin or lips, exhibit the disadvantage of transferring, that is to say of being at least partly deposited, while leaving traces on certain substrates with which they can be brought into contact, in particular a glass, a cup, a cigarette, an item of clothing or the skin. This results in mediocre persistence of the applied film, requiring the regular renewal of the application of the foundation or lipstick composition. In addition, the appearance of these unacceptable traces, in particular on blouse collars, can dissuade some women from using this type of make-up.
So-called transfer resistant make-up compositions comprising volatile oils, in particular volatile silicone oils and/or volatile hydrocarbon-comprising oils, are known from Applications EP-A-602,905 and JP-A-6165809. However, these compositions can be uncomfortable to wear (feeling of tautness and of drying out), in particular on the lips, and can result in a matt make-up.
Compositions for the lips comprising an aqueous polymer dispersion have also been provided in Application EP-A-775,483. Although these compositions result in films having good transfer resistant properties, these films unfortunately can have the disadvantage of being uncomfortable over time. Furthermore, these films can be difficult to remove with commonly used make-up removers.
The aim of the present invention is to provide an aqueous film-forming composition which does not exhibit the disadvantages mentioned above and which exhibits, in particular, properties of excellent resistance from transfer, if not total freedom from transfer, of gloss, of decreased if not absence of tautness during and after application to keratinous substances, and of ease of removal.
The inventors have discovered that such a composition can be obtained by using a specific hydrophilic gelling agent of sulfonated polyester type and at least one silicone compound in aqueous emulsion. A composition is then obtained which leaves, after application, a film which can exhibit good gloss and good hold and which can exhibit excellent resistance to, if not complete freedom from, transfer. The film can be nonsticky and comfortable (nontautening) during and after application of the composition to keratinous substances. The film can also produce a feeling of freshness and can be easy to remove with commonly used make-up removers. Furthermore, the composition can be easily applied to keratinous substances.
A film-forming composition comprising a sulfonated terephthalic copolyester oligomer and 2% by weight of an aminosilicone in aqueous emulsion is known in Application FR-A-2,760,642, published on Sep. 18, 1998.
The subject-matter of the present invention is therefore a novel film-forming composition for topical application comprising, in an aqueous phase, a hydrophilic gelling agent of sulfonated polyester type, characterized in that the hydrophilic gelling agent is a water-soluble or water-dispersible terephthalic copolyester oligomer and in that the composition also comprises at least one silicone compound as an emulsion in the aqueous phase.
The specific gelling agents used according to the invention are water-soluble or water-dispersible terephthalic copolyester oligomers comprising dicarboxylate repeat units of formula (I):
[—CO—A—CO—O—(CH
2
—CH
2
O)
n
—] (I)
wherein
A is chosen from 1,4-phenylene and sulfo-1,3-phenylene groups and optionally 1,3-phenylene groups,
n ranges from 1 to 4,
at least 35 mol % of the said units of formula (I) are units of formula (I), in which A represents a 1,4-phenylene group and n is equal to 1,
at least 7 mol % of the said units of formula (I) are units of formula (I), in which A represents a sulfo-1,3-phenylene group, and
the weight-average molecular mass of the said copolyester oligomers is preferably less than 20,000, and more preferably less than 15,000.
Preferably, at least 40 mol % and more preferably between 40 and 90 mol %, inclusive, of the units of formula (I) are units of formula (I), in which A represents a 1,4-phenylene group and n is equal to 1. Preferably, at least 10 mol %, and more preferably between 10 mol % and 25 mol %, inclusive, of the units of formula (I) are units of formula (I), wherein A is a sulfo-1,3-phenylene group.
The ends of the chains of the said copolyester oligomers can be alike or different and comprise groups of formula (I′):
—CO—A—CO—O—(CH
2
—CH
2
—O)
n
—H (I′)
in which A and n are defined above.
The said oligomers can also comprise at the chain ends, in a minor amount, groups of formulae
—A—CO—OH
—A—CO—OR
in which formulae A is defined above and R represents a C
1
-C
4
alkyl group.
When A represents a sulfo-1,3-phenylene group, it is preferably an alkali metal, in particular sodium or potassium, sulfonate or an ammonium or mono-, di-, tri- or tetra(lower alkyl)ammonium sulfonate. The term “(lower alkyl)ammonium” is preferably understood to mean an ammonium, the alkyl radical or radicals of which are lower alkyls, preferably C
1
-C
6
alkyls. Sodium sulfonate is preferred.
The copolyester oligomer can optionally comprise up to 20 mol %, preferably from 0.5 to 5 mol %, of units of formula (I) in which A represents a 1,3-phenylene group.
According to a preferred embodiment of the invention, the above copolyester oligomer has a weight-average molecular mass ranging from 5000 to 14,000 and more preferably from 8000 to 10,000. The weight-average molecular masses are measured by gel permeation chromatography in dimethylacetamide comprising 10
−2
N of LiBr at 100° C. The results are expressed in polystyrene equivalents.
The said copolyester oligomers can be obtained by standard processes for the preparation of polyesters by the molten route, solvent route or interfacial route, which processes comprise
esterification reactions of diacids and of diols and polycondensation reactions,
transesterification reactions of diesters and of diols and polycondensation reactions,
self-condensation reactions of hydroxy acids,
Schotten-Baumann reactions, by employing diols and acid chlorides, and polycondensation reactions, and
polymerization reactions of lactones.
The minimum content of units of formula (I) in which A represents a 1,4-phenylene group and n is equal to 1 is controlled, both by the initial stoichiometric ratios of the various monomers and by controlling the side reactions.
A particularly advantageous method of preparation comprises transesterification/polycondensation and/or esterification/polycondensation by the molten route using a transesterification and/or esterification catalyst.
The structure is controlled by controlling the minimum content of units of formula (I) in which A represents a 1,4-phenylene group and n is equal to 1, both by the initial stoichiometric ratios of the various diacid and/or diester and diol monomers and by employing an etherification-limiting agent, which limiting agent can be a basic compound, such as aliphatic or aromatic amines or an alkali metal or alkaline earth metal hyd
de la Poterie Valerie
Ferrari Véronique
Dodson Shelley A.
Finnegan Henderson Farabow Garrett & Dunner L.L.P.
L'Oreal
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