Drug – bio-affecting and body treating compositions – Topical sun or radiation screening – or tanning preparations
Reexamination Certificate
2002-12-09
2004-03-02
Dodson, Shelley A. (Department: 1616)
Drug, bio-affecting and body treating compositions
Topical sun or radiation screening, or tanning preparations
C424S060000, C424S400000, C424S401000
Reexamination Certificate
active
06699460
ABSTRACT:
CROSS-REFERENCE TO PRIORITY APPLICATION
This application claims priority under 35 U.S.C. §119 of FR-01/15859, filed Dec. 7, 2001, hereby expressly incorporated by reference.
BACKGROUND OF THE INVENTION
1. Technical Field of the Invention
The invention relates to a cosmetic or dermatological composition for topical use, in particular for the photoprotection of the skin and hair, characterized in that it comprises, in a cosmetically acceptable vehicle:
(a) at least one dibenzoylmethane derivative and
(b) at least one 1,3,5-triazine derivative which is photosensitive in the presence of a dibenzoylmethane derivative and
(c) at least one specific amino-substituted 2-hydroxy-benzophenone derivative; the said composition not comprising p-methyl-benzylidenecamphor.
The invention also relates to a process for improving the photostability of a 1,3,5-triazine derivative which is photosensitive in the presence of a UV screening agent of the dibenzoylmethane derivative type, which process consists in adding, to the triazine derivative/dibenzoylmethane derivative combination, an effective amount of at least one specific amino-substituted 2-hydroxybenzophenone derivative.
2. Description of the Prior Art
It is known that light radiation with wavelengths of between 280 nm and 400 nm makes possible browning of the human epidermis and that rays with wavelengths more particularly of between 280 and 320 nm, known under the name of UV-B, cause erythemas and skin burns which may be harmful to the development of natural tanning. For these reasons, as well as for aesthetic reasons, there is a constant demand for means for controlling this natural tanning for the purpose of thus controlling the color of the skin; it is therefore advisable to screen out this UV-B radiation.
It is also known that UV-A rays, with wavelengths of between 320 and 400 nm, which cause browning of the skin, are capable of bringing about a detrimental change in the latter, in particular in the case of sensitive skin or of skin continually exposed to solar radiation. UV-A rays cause in particular a loss in the elasticity of the skin and the appearance of wrinkles, resulting in premature aging of the skin. They promote the triggering of the erythemal reaction or accentuate this reaction in some subjects and can even be the cause of phototoxic or photoallergic reactions. Thus, for aesthetic and cosmetic reasons, such as the preservation of the natural elasticity of the skin, for example, more and more people wish to control the effect of UV-A rays on the skin. It is therefore desirable also to screen out UV-A radiation.
In this respect, a particularly advantageous family of UV-A screening agents currently consists of dibenzoylmethane derivatives and in particular 4-tert-butyl-4′-methoxydibenzoylmethane, as they exhibit a high intrinsic absorbance. These dibenzoylmethane derivatives, which are now products well known per se as screening agents active in the UV-A region, are disclosed in particular in French Patent Applications FR-A-2,326,405 and FR-A-2,440,933 and in European Patent Application EP-A-0,114,607; furthermore, 4-tert-5 butyl-4′-methoxydibenzoylmethane is currently offered for sale under the trademark “Parsol 1789” by Hoffmann-LaRoche.
1,3,5-Triazine derivatives are particularly sought for in antisun cosmetics because they are highly active in the UV-B region and even in the UV-A region for some of these compounds, depending on the nature of the substituents involved. They are disclosed in particular in U.S. Pat. No. 4,367,390, EP-863,145, EP-517,104, EP-570,838, EP-507,691, EP-796,851, EP-775,698, EP-878,469 and EP-933,376, and the following are known in particular:
2,4,6-tris[p-(2′-ethylhexyl-1′-oxycarbonyl)-anilino]-1,3,5-triazine or “Ethylhexyl Triazone” (INCI name), sold under the trademark “Uvinul T 150” by BASF,
2-[p-(tert-butylamido)anilino]-4,6-bis[p-(2′-ethylhexyl-1′-oxycarbonyl)anilino]-1,3,5-triazine or “Diethylhexyl Butamido Triazone” (INCI name), sold under the trademark “Uvasorb HEB” by Sigma 3V. They have a high absorbance for UV-B radiation and it would therefore be highly advantageous to be able to use them in combination with the abovementioned 4-tert-butyl-4′-methoxydibenzoylmethane with the aim of obtaining products offering broad and effective protection in the entire UV radiation region.
Antisun compositions formed from amino-substituted 2-hydroxybenzophenone derivatives which can comprise other additional screening agents, such as dibenzoylmethane derivatives and triazine derivatives as mentioned above, in the presence of p-methylbenzylidenecamphor, are known in Patent Applications DE-100,12,408 and EP-1,046,391.
However, the Applicant Company has found that some of these 1,3,5-triazine derivatives, when they are in the presence of 4-tert-butyl-4′-methoxydibenzoylmethane, are photosensitive, namely: under UV irradiation, they exhibit the disadvantage of chemically decomposing to a significant extent. Under these conditions, the combination of the two screening agents no longer makes possible prolonged broad sun protection of the skin and hair.
SUMMARY OF THE INVENTION
In point of fact, following much research carried out in the abovementioned field of photoprotection, the Applicant Company has now discovered that the introduction of a specific amino-substituted 2-hydroxybenzophenone derivative into a composition comprising 4-tert-butyl-4′-methoxy-dibenzoylmethane in combination with at least one 1,3,5-triazine derivative which is photosensitive in the presence of the said dibenzoylmethane makes it possible to improve, in an entirely noteworthy fashion, the photostability of this 1,3,5-triazine derivative within such compositions and therefore the overall effectiveness of these compositions.
This discovery forms the basis of the invention.
A subject-matter of the present invention is thus a cosmetic or dermatological composition for topical use, in particular for the photoprotection of the skin and hair, characterized in that it comprises at least, in a cosmetically acceptable vehicle:
(a) one dibenzoylmethane derivative and
(b) one 1,3,5-triazine derivative which is photosensitive in the presence of a dibenzoylmethane derivative and
(c) one amino-substituted 2-hydroxybenzophenone derivative of formula (VIII) which will be defined later; the said composition not comprising p-methyl-benzylidenecamphor.
Thus, according to the present invention, cosmetic and/or dermatological compositions comprising 4-tert-butyl-4′-methoxydibenzoylmethane in combination with at least one photosensitive 1,3,5-triazine derivative can be prepared, in which compositions the concentration of 1,3,5-triazine derivative remains relatively constant even if these compositions are subjected to the action of light.
Another subject-matter of the present invention is the use of an amino-substituted 2-hydroxybenzophenone derivative of formula (VIII) as will be defined later in the manufacture of cosmetic or dermatological compositions comprising a dibenzoylmethane derivative in combination with at least one photosensitive 1,3,5-triazine derivative for the purpose of improving, in the said compositions, the stability to UV radiation (photostability) of the said 1,3,5-triazine derivative.
Another subject-matter of the present invention is a process for improving the stability to UV radiation (photostability) of a 1,3,5-triazine derivative which is photosensitive in the presence of a dibenzoylmethane derivative; the said process consisting in adding, to the said combination, an effective amount of a 2-hydroxybenzophenone derivative.
The term “effective amount of amino-substituted 2-hydroxybenzophenone derivative” in accordance with the invention is understood to mean an amount sufficient to produce a noteworthy and significant improvement in the photostability of the 1,3,5-triazine derivative in the photoprotective cosmetic composition. This minimum amount of photostabilizing agent to be employed, which can vary according to the nature of the cos
Burns Doane Swecker & Mathis L.L.P.
Dodson Shelley A.
Societe L'Oreal S.A.
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