Drug – bio-affecting and body treating compositions – Topical sun or radiation screening – or tanning preparations – Aromatic acid or derivative containing
Reexamination Certificate
1999-12-22
2002-02-05
Page, Thurman K. (Department: 1615)
Drug, bio-affecting and body treating compositions
Topical sun or radiation screening, or tanning preparations
Aromatic acid or derivative containing
C424S070100, C424S070110, C424S070120, C424S070310, C514S938000, C514S941000
Reexamination Certificate
active
06344186
ABSTRACT:
The present invention relates to novel oil-in-water emulsions comprising i) at least one specific 1,3,5-triazine derivative and ii) at least one polyalkylpolyethersiloxane carrying polyoxyalkylenated groups grafted onto the main silicone chain, and to their cosmetic uses in the photoprotection of the skin and/or hair and/or other keratinous substances against ultraviolet radiation, in particular solar radiation.
It is known that light radiation with wavelengths of between 280 nm and 400 nm makes it possible to tan the human epidermis and that radiation with wavelengths of between 280 nm and 220 nm, known under the name of UV-B radiation, causes erythemas and cutaneous burns which can be harmful to the development of a natural tan; this UV-B radiation must therefore be screened out.
It is also known that UV-A radiation with wavelengths of between 320 nm and 400 nm, which causes tanning of the skin, can induce a detrimental change in the latter, in particular in the case of sensitive skin or of skin continually exposed to solar radiation. UV-A radiation causes in particular a loss in elasticity of the skin and the appearance of wrinkles, resulting in premature ageing. It promotes the triggering of the erythemal reaction or accentuates this reaction in some subjects and can even be the source of phototoxic or photoallergic reactions. It is therefore desirable also to screen out UV-A radiation.
Numerous cosmetic and/or dermatological compositions intended for the photoprotection (UV-A and/or UV-B) of the skin have been provided to date.
These anti-sun compositions are fairly often provided in the form of an emulsion, of oil-in-water type (that is to say, a cosmetically and/or dermatologically acceptable vehicle composed of a continuous aqueous dispersing phase and of a non-continuous oily dispersed phase) or water-in-oil type (aqueous phase dispersed in a continuous oily phase), which comprises, at various concentrations, one or more conventional lipophilic and/or hydrophilic organic screening agents capable of selectively absorbing harmful UV radiation, these screening agents (and their amounts) being selected according to the desired sun protection factor (the sun protection factor (SPF) being expressed mathematically by the ratio of the irradiation time necessary to reach the erythemal threshold with the UV screening agent to the time necessary to reach the erythemal threshold without the UV screening agent. In such emulsions, the hydrophilic screening agents are present in the aqueous phase and the lipophilic screening agents are present in the fatty phase.
Oil-in-water emulsions are generally more appreciated by the consumer than water-in-oil emulsions, in particular because of their pleasant feel (similar to water) and their presentation in the form of a non-greasy cream or milk, whereas water-in-oil emulsions leave, after application, a feeling of greasiness which is particularly unpleasant to the user.
However, the oil-in-water emulsions commonly used in anti-sun applications require the use of oil-in-water emulsifying surface-active agents, such as polyalkoxylated fatty acids, polyalkoxylated fatty alcohols or certain anionic surfactants, which can exhibit an irritant potential for sensitive skin. The conventional emulsifying surfactants used, as is recalled in the article entitled “Universal Oil-in-water Polyelectrolyte Emulsifiers for Advanced Cosmetic Product Formulation”, Parfumerie und Kosmetik, 72, Jahrgang, No. 11/91, emulsify by significantly reducing the oil/water interfacial energies.
To overcome this disadvantage, provision has been made to use, in place of conventional emulsifying surfactants, certain thickening and/or gelling agents, because they make it possible to improve the stability of oil/water emulsions and because they are highly innocuous with regard to sensitive skin. Mention may be made, for example, of crosslinked poly(acrylic acid)s of the Carbopol type, crosslinked poly(acrylic acid)s possessing a fatty chain, such as Pemulen TR1, or modified or unmodified guar gums and celluloses, such as hydroxypropylated guar gum, methylhydroxy-ethylcellulose and hydroxypropylmethyl cellulose. However, the stability of these oil/water emulsions comprising these thickening and/or gelling agents is still not entirely satisfactory.
Certain 1,3,5-triazine derivatives are known in cosmetics for their properties of absorbing UV radiation and more particularly UV-B rays. They are disclosed in Patent Applications EP-A-0,517,104, EP-A-0,570,838 and EP-A-0,796,851. 2,4,6-Tris[p-(2′-ethyl-hexyl-1′-oxycarbonyl)anilino]-1,3,5-triazine, sold in particular under the trade name of “Uvinul T150” by the company BASF, is also known.
Hair compositions for the photoprotection of the hair against the harmful effects of UV rays comprising the combination of a 1,3,5-triazine derivative (i.e.: Uvinul T150) and of a water-insoluble non-volatile silicone, such as a polyalkylpolyethersiloxane (i.e.: KF6002), are also known from Japanese Patent Application JP 07 033 628. Example 7 describes in particular an aqueous conditioning composition comprising the triazine Uvinul T150, a polyalkylpolyethersiloxane (KF6002), cetyl alcohol and cetylstearyltrimethylammonium chloride.
It has been discovered, surprisingly, that, in contrast to other conventional organic UV screening agents commonly used in anti-sun applications, these same 1,3,5-triazine derivatives acted as stabilizing agents in oil-in-water emulsions comprising polyalkylpolyethersiloxanes carrying polyoxyalkylenated groups grafted onto the silicone chain.
The Applicant Company has discovered that the use of these 1,3,5-triazine derivatives, which will be defined in detail later, in combination with polyalkylpolyethersiloxanes carrying polyoxyalkylenated groups grafted onto the silicone chain, in oil-in-water emulsions as defined above comprising at least one water-soluble or hydrophilic gelling and/or thickening agent made it possible to substantially improve the stability of these formulations, without it being necessary to use conventional surface-active emulsifiers.
Furthermore, the Applicant Company has found that the oil-in-water emulsions thus obtained with this specific combination made it possible to prepare cosmetic or dermatological compositions for the photoprotection of the skin and/or hair and/or other keratinous substances which have good absorbing properties with regard to UV rays and which can comprise a broad range of hydrophilic and lipophilic sunscreen agents chosen so as to obtain high sun protection factors and to obtain photoprotection with regard to UV rays within a broad range of wavelengths (UV-A and/or UV-B).
Thus, in accordance with one of the subject-matters of the present invention, novel oil-in-water emulsions are now provided which are essentially characterized in that they comprise i) at least one specific 1,3,5-triazine derivative and ii) at least one polyalkylpolyethersiloxane carrying polyoxyalkylenated groups grafted onto the main silicone chain; with the proviso that the said emulsion does not comprise cetylstearyltrimethylammonium chloride.
Another subject-matter of the present invention is the use of such emulsions in the manufacture of cosmetic or dermatological compositions intended for the protection of the skin and/or hair and/or other human keratinous substances, such as the eyelashes, eyebrows or nails, against ultraviolet radiation, in particular solar radiation.
Yet another subject-matter of the present invention lies in a cosmetic treatment process for the protection of the skin and/or hair and/or other human keratinous substances against ultraviolet radiation, in particular solar radiation, which consists essentially in applying, to the latter, an effective amount of a composition in accordance with the invention.
Another subject-matter of the present invention is the use of the triazine derivatives of the invention as stabilizing agent in the preparation of an oil-in-water emulsion comprising at least one polyalkylpolyethersiloxane carrying polyoxyalkylenated gr
Hansenne Isabelle
Josso Martin
Nodari Laurent
Burns Doane Swecker & Mathis L.L.P.
Joynes Robert M.
Page Thurman K.
Societe L'Oreal S.A.
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