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      COMPOSITION, PROCESS TO IMPROVE CHEMICAL STABILITY IN RELATION TO UV RADIATION AND MEROCIANIN COMPOUNDS.The present invention deals with a composition that contains a combination i) of at least one screening agent of the type derived from dibenzoylmethane and ii) of at least one particular hydrophilic or water soluble merocyanine UV screening agent, in particular that corresponds to a formulas (I) or (II) below:(I)(II)where at least one or two of the radicals contain:- or an alkylsulfonate radical in its acid or salified form- or one or two hydroxyl radicals.The present invention also deals with a process for the photostabilization of radiation with at least one screening agent of the type derived from dibenzoylmethane with an effective amount of at least one hydrophilic or water-soluble merocyanine UV screening agent, in particular that corresponds to one of the formulas ( I) or (II).
    公开号:BR112012023232A2
    申请号:R112012023232-0
    申请日:2011-03-07
    公开日:2020-10-27
    发明作者:Hervé Richard；Benoit Muller
    申请人:L'oreal；
    IPC主号:
    专利说明:

    ; “COMPOSITION, PROCESS TO IMPROVE STABILITY CHEMISTRY IN RELATION TO UV RADIATION AND MEROCIANIN COMPOUNDS ”
    FIELD OF THE INVENTION The present invention deals with a cosmetic composition comprising the combination i) of at least one screening agent of the type derived from dibenzoylmethane and ii) of at least one UV screening agent of hydrophilic or water-soluble merocyanine, the definition of which will be given Next.
    The present invention also deals with a process for photostabilization, in relation to radiation, of at least one screening agent of the type derived from dibenzoylmethane with an effective amount of at least one UV screening agent of hydrophilic or water soluble merocyanine, the definition of which will be given below.
    BACKGROUND OF THE INVENTION It is known that light radiation with wavelengths between 280 nm and 400 nm allows the darkening of the human epidermis and that rays with wavelengths more particularly between 280 and 320 nm, known as UV-B rays, cause erythema and skin burns that can hinder the development of a natural tan. For these reasons and also for aesthetic reasons, there is a constant demand for means of controlling this tanning in order to control the color of the skin: it is therefore advisable to screen this UV-B radiation.
    It is also known that UV-A rays, with wavelengths between 320 and 400 nm, which cause the skin to darken, are susceptible to cause a skin change, especially in the case of sensitive skin or skin continuously exposed to solar radiation. UV-A rays, in particular, cause a loss of skin elasticity and the appearance of wrinkles, leading to premature aging.
    They favor the triggering of the erythematous reaction or intensify this reaction in the case of some individuals, and they may even be the cause of phototoxic or photoallergic reactions.
    Thus, for aesthetic and cosmetic reasons such as the conservation of the skin's natural elasticity, for example, an increasing number of people want to control the effect of UV-A rays on the skin.
    It is therefore desirable to also screen UV-A rays.
    In order to ensure protection of the skin and keratin materials against UV radiation, sun protection compositions are generally used which comprise organic filters, active in relation to UV-A rays and active in relation to UV-B rays.
    Most of these screening agents are fat-soluble.
    In this sense, a particularly advantageous family of UV-A screening agents is currently composed of dibenzoylmethane derivatives and in particular 4- (tert-butyl) -4'-methoxydibenzoylmethane, because it has a high intrinsic absorption power.
    These dibenzoylmethane derivatives, which are now well-known products as screening agents active in the UV-A region, are described in particular French Patent Applications FR-A-2326405 and FR-A- 2440933, and in European Patent Application EP -A-0114607; in addition, 4- (tert-butyl) -4'-methoxydibenzoylmethane is currently supplied for sale under the trade name “Parsol 1789º * by DSM Nutritional Products.
    Unfortunately, it has been found that - dibenzoylmethane derivatives are products that are relatively sensitive to ultraviolet radiation (in particular UV-A radiation), which means, more particularly, that they have an untimely tendency to decompose more or less quickly under the action of these rays.
    Like this,
    this substantial lack of photochemical stability of dibenzoylmethane derivatives in the face of ultraviolet radiation to which they are intended to be naturally subjected does not allow to guarantee continuous protection during prolonged exposure to the sun, so that repeated applications at regular and close intervals need to be carried out by the user in order to obtain an effective protection of the skin against UV rays.
    Patent Application WO 0128732 discloses a process for the photostabilization of a dibenzoylmethane derivative with a phenyl sulfone merocyanine derivative. First, this photo-stabilization of the dibenzoylmethane derivative by the merocyanine phenyl sulfone derivative is not completely satisfactory. Second, these merocyanine phenyl sulfone derivatives have the disadvantage of decomposing in the presence of dibenzoylmethane under the influence of UV radiation.
    In patent application WO 2008090 066, it has already been recommended to photostabilize dibenzoylmethane derivatives with cyclic merocyanine cyanoacetate derivatives. Here again, the photostabilization of the dibenzoylmethane derivative remains inadequate and these merocyanine cyanoacetate derivatives also have the disadvantage of decomposing in the presence of dibenzoylmethane.
    The photostabilization of dibenzoylmethane derivatives with respect to UV radiation thus constitutes a problem that until today has not been completely solved in a completely satisfactory way.
    The Depositor has now revealed, surprisingly, that by combining the above dibenzoylmethane derivatives with a particular hydrophilic or water-soluble merocyanine UV screening agent, the definition of which will be given below, which are active in the UV-A range, it is possible, firstly, to substantially improve the photochemical stability (or photostability) of the dibenzoylmethane derivatives and, secondly, to extend the screening of the composition in the longest UV-A range and at the same time provide a cosmetically acceptable color. This disclosure forms the basis of the present invention.
    BRIEF DESCRIPTION OF THE INVENTION Thus, according to one of the objects of the present invention, a composition is now provided which comprises, in a cosmetically acceptable support, at least one UV screening system, characterized by the fact that it comprises: () at least one derived from dibenzoylmethane and (ii) at least one hydrophilic or water-soluble merocyanine UV screening agent, the definitions of which are given below. Another object of the present invention is also a process to improve the chemical stability with respect to UV radiation of at least one dibenzoylmethane derivative which consists of combining said dibenzoylmethane derivative with an effective amount of at least one hydrophilic merocyanine UV screening agent. or water-soluble, the definitions of which are given below.
    DETAILED DESCRIPTION OF THE INVENTION More features, aspects and advantages of the present invention will appear upon reading the description below. "Cosmetically acceptable" means compatible with the skin and / or its genera, which has a pleasant color, odor and touch, and which does not cause unacceptable discomfort (pain, constriction, redness) that may prevent the user from using this composition. In the following text, the term "hydrophilic UV screening agent" means any agent for screening UV radiation, which can be soluble in an aqueous phase at 1-5% by weight (transparent) or hydrodispersible in the form of a particle suspension. less than 100 microns.
    In addition, the term "water-soluble screening agent" means any agent for screening UV radiation, which can be soluble in its desalcosmetically acceptable form in an aqueous phase of more than 5% by weight.
    The term "effective amount" means an amount sufficient to produce a notable and significant improvement in the photostability of the dibenzoylmethane derivative or derivatives in the cosmetic composition.
    That minimum amount of merocyanine derivatives according to the present invention, which can vary according to the nature of the vehicle selected for composition, can be determined without any difficulty by means of a conventional test to measure photostability, as shown in the examples Next.
    Among the dibenzoylmethane derivatives, in particular, the non-limiting method can be mentioned: - 2-methyldibenzoylmethane, - 4-methyldibenzoylmethane, - 4-isopropyl dibenzoylmethane, - 4- (tert-butyl) dibenzoylmethane, - 2, 4-dimethyldibenzylmethane, - 2,5-dimethyldibenzoylmethane, - 4 A'-diisopropylbenzoylmethane, - 4, 4'-dimethoxydibenzoylmethane, - 4- (tert-butyl) -4'-methoxydibenzoylmethane, - 2-methyl-5-isopropyl-4'-methoxybenzylmethane, - 2-methyl-5- (tert-butyl) -4'-methoxydibenzoylmethane, - 2,4-dimethyl-4'-methoxydibenzoylmethane, - 2,6-dimethyl-4- (tert-butyl) -4'-methoxydibenzoylmethane.
    Among the dibenzoylmethane derivatives mentioned above, in particular, 4-isopropyldibenzoylmethane, sold under the name "Eusolex 8020" by Merck, which corresponds to the present formula: The use of 4- (tert-butyl) is more particularly permitted. ) -4'-methoxy- - dibenzoylmethane or Butyl Methoxy Dibenzoylmethane or avobenzone, sold under the trade name “Parsol 1789" by DSM Nutritional Products Inc .; this sorting agent corresponds to the following formula: o VSTO OQ. or dibenzoylmethane derivatives can be present in the compositions according to the present invention in levels that preferably range from 0.1 to 20% by weight, more preferably from 0.1 to 10% by weight and most preferably from 0.1 to 6% by weight, based on the total weight of the composition The hydrophilic or water-soluble merocyanine compounds according to the present invention are selected from the group formed by: (1) those corresponding to one of formulas (1) and (11) Mon uir, and its salts: R, Ra | ATeHAFeH-CH = A | the R Ra R, D Ra N cH <ÃÕ - (0)
    SST where:
    - R; and Ro, which can be identical or different, represent H; a straight or branched C1-C22 alkyl radical possibly containing 1 to 3 oxygen atoms; a C3-Cg cycloalkyl radical, which is substituted or unsubstituted by Cy-C4 alkyl radicals; and said radicals R; and R> contain
    - possibly an alkylsulfonate radical in its acid or salified form or one or two hydroxyl radicals;
    - R; and R2 can form, together with nitrogen, a ring containing the group - (CH2) m-, which is interrupted or not interrupted with one or more -O-, -S- or -NH-,
    - R, may form, with alpha carbon with nitrogen, a ring containing the group - (CH2) m-, which is interrupted or not interrupted with one or more -O-, -S- or -NH-,
    - R3 represents a carboxyl group, -COORs, -CONHR; s, - CORs, -CONRsR1, SO2R5, or -CN,
    - R, 4 represents a carboxyl group, -COORs, -CONHRs, - COR, -CONRgR> 2 or SO2Re,
    - R; 5 is Rs, which can be identical or different, represent a straight or branched C1-C22 alkyl radical possibly containing 1 to 3 oxygen atoms; a C3-Cg cycloalkyl radical, which is substituted or unsubstituted by C; -Ca4 alkyl radicals; and said radicals R; and Re possibly contain an alkylsulfonate radical in its acidic or salified form or one or two hydroxyl radicals,
    - Z represents the group - (CH72) -, which is interrupted or not interrupted with -O-, -S- or -NR; -, and / or substituted or unsubstituted with common or two C alkyl radicals; -Cs,
    - R; is an alkyl, C, -Cs radical possibly containing an alkylsulfonate radical in its acidic or salified form or one or two hydroxyl radicals,
    - right 1-2; -month 1-7; - l is 1-4; at least one or two of the radicals R1, R2, R5, Re and R; contains - or an alkylsulfonate radical in its acid or salified form - or one or two hydroxyl radicals; with the proviso that: (i) when n = 2, one of the radicals R ,, R5 or Rg is an alkyl or R diradical; and R2 together with two nitrogen atoms form a cyclic divalent radical - (CH2) m-; (li) R; and R7 are not simultaneously a hydrogen atom; (iii) when R3 to -CN, in this case, at least one of the radicals Ri, R2 or Rg must contain an alkylsulfonate group in its acidic or salified form; (2) the merocyanine compounds selected from the group formed by the following molecules, and also their salts and their geometric isomeric forms E, E-, E, Z- or Z, Z-.
    G o o 0%% ne (O. ON IN Not UU Ss> (m)
    the ox AL DA LOS
    N Ls don (x)
    O ON Ad O Sd Oo (2)
    HO O O Ud (ag) o
    N HO |
    MO OO Oo (ai)
    OH v RN
    N (ai)
    OH N OH Y N Y O. Y Inda AA o (ak) (al) OH N oH S | NS o. NOODOS Id AAA o (am) (an) oH N OQ OO HAN ANS VINIS TX FÊ Ny
    The (ap)
    N N | W à o U Ú ANANZ Noto or Ss CNI AR o º A NANÃ o - Ho Ss (ar) OH
    N or PÇ NS ROO AR IAR N Non Ad 9 Ho Ss (as)
    N OH o | À O. RA NIH AAA 9 (at) OH
    Name of. RAN WAAÁN, from O (au) N o UI O) WA NX oH HOLA ON RAR no | 3 N (av)
    N N À or À
    H H Yº RW NA A PÓ A Oo Oo (aw) N o
    W WA AR OH Ho SAN 1
    N (o) (ax) q À À Ro ut <Ô HOT RAN ANN ADA NANOoH o O (ay) oH OH
    N N “S | | | V C go DN WANNA A NI on o (az)
    N N Di U oH UI IS
    H H nom RA ND. CANA NEN oH Oo o (ba)
    N | |! OH ANSASA oo o (bb)
    N OH UU | XS Ma NANÃ o Pa Ss (bc)
    OH N OH N No No
    DANADÔ AD VOID NANADSA OO o o (bd) (be)
    N 1! o Na
    HOT ARROW q o (9) Oh. Fe) It's on DNA CAN o
    SN (bi) Os O. ONO AAA Ad no º Ss Ho SS (bl) (bm)
    oH Nou Oo A OH N
    AA E SS AA Z SS (bn) (bo) OR ON OH RO
    AE I q ba) (bp) The merocyanine compounds of the present invention can be in E, E-, E, Z- or Z, Z- geometric isomeric forms. The term "dirradical" designates a divalent radical such that the two units Ri R3 N = CH == CH-CHAA R / R 2 MM are connected with each other by means of that diradical. The illustrations that can be mentioned include the following compounds (u) and (ar): in R g Ron PASO) WA are 1 -> 11
    N N (o)
    N y É m RONAN ARA NS No HoPA No.! AA (an When n = 2, for example, a cyclic divalent radical - (CH2) m- formed R, and R2 with the two nitrogen atoms, the compound (ax) N o | SS A OH Ho SA! | N o)
    Examples of linear or branched alkyl radicals include: methyl, ethyl, n-propyl, isopropyl, 1-methylethyl, butyl, pentyl, hexyl, 2-ethylhexyl, octyl, 1-methylheptyl.
    Examples of C3-Cg cycloalkyl radicals include: —cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 1-methylcyclopropyl, 1-ethylcyclopropyl, 1-propylcyclopropyl, 1-propylcyclopropyl, 1-butylcyclopropyl, 1-methyl-1-butylcyclyl - dimethylcyclipropyl, 1-methyl-2-ethylcyclopropyl and cyclooctyl.
    Acceptable salts of the merocyanine compounds described in the present invention comprise the conventional non-toxic salts of said compounds, such as those which are formed from organic or mineral bases, such as amine salts, for example, alkanolamine salts such as triethanolamine, amino acid salts or aminopropanediol salts, and salts of an alkali metal or alkaline earth metal, for example, sodium or potassium.
    The powdered salts are alkali metal salts such as sodium or - potassium, or salts of an amine such as triethanolamine.
    The polite compounds of formula (1) are those that meet the following conditions: R, designates hydrogen; a linear or branched alkyl radical co, C; -Cs possibly containing 1 to 3 oxygen atoms, R2 designates a linear or branched alkyl radical, possibly from 1 to 3 oxygen atoms or a C5-Ce cycloalkyl radical , R3 designates a -COOR; s, -CN or -CONHRs group, Ra designates a -COORs, -CONHR; s or -SO2Rs group, Rs designates a linear or branched C1-C12 alkyl radical containing - possibly 1 to 3 carbon atoms oxygen, equal to 1 or 2; with at least one or two of the radicals R1, R2, Rs, Rg containing - or an alkylsulfonate radical in its acid or salified form
    - or one or two hydroxyl radicals.
    The compounds of formula (1) with one or two alkylsulfonate radicals which are more particularly powdered are selected from those having the following formulas: oo ISAIAS Neo Les ES No Í go and Nº don W 2 Ú oa) [ooooo oH 1 oH Sa Io
    Í ss OR
    28. 8a tw Soro e Som q Ron L q fon Woo eo | a = * (te) O Na ent (to te PA “o o n nr Nr Nom o. st di NV o. OA XD Neo. Add º º ne” of P oo (O) Na ”9 oooo OH 1, 0H SIRER À OSS Ly RAR WO Po! 'À do W 0 bi 0 Na osto ne NS o. Ig NAN O ooo mm)
    o the SIRER IN ANgeo SNI NONE | 1moH | H o oo 9º o mo L (n) NS (o) o o DS WA MADE> ÔN WA NAS | 1 ow | H pain NO N (p) (q) o o no 9 EA DB Pá z o | IS AN WA o ”N o
    H DZ Il and (1) N (s) o Ho. Is * - ASR 28x, o (1)
    O O O O Ho Tl 10H ÊO PAC A NON WA NA To [il À A Ul
    N N (u) N U
    PEACE O N o 4 MV) O K o RN = 70795-11-8
    The compounds of formula (1) that contain hydroxyl groups that are particularly powdered are those that have the following formulas:
    H Ce Add O
    HO FS o (ab) oH | Ir MN oH NS OQ O ANFNS ADSL NAN on age (ac) 9 (ad) o
    H H S RN q OR AAA EA then 9 o (ae) (al)
    OH ms o. oh on Ando O. (ah) À Ho
    OH The polite compounds of formula (II) are those that meet the following conditions: R; designates hydrogen; a linear or branched C1-C19 alkyd radical possibly containing 1 to 3 oxygen atoms, R2 designates a linear or branched C1-C10 alkyl radical possibly containing 1 to 3 oxygen atoms; a C5-Cs, R; 3 alkyl ring designates a -COOR; s or CN group, Ra designates a -COORs or -SO> Rs, Rs; designates a straight or branched C1-C12 alkyl radical possibly containing 1 to 3 oxygen atoms,
    Z is - (CH>) 3- which may or may not be substituted by two CH groups; s, equal 1 or 2; with at least one or two of the radicals R1, R2, Rs, Re containing - or an alkylsulfonate radical in its acidic or salified form - or one or two hydroxyl radicals. The compounds of formula (Il) that are particularly powdered are those that have the following formulas: O. QN MNoH q o. O
    AAA MA FPA NAN oH C À J nor ”* (bg) (bh) or; y INN P RANA FA fOAA yo oh AE o (bj) (bk) Among the merocyanine compounds according to the present invention that are particularly polite, the following compounds will be selected more particularly: s: Ls o and a SC gone d À w ] Nom oo "In OR RF INAD, q | oH then ATE (ab) º (ac) 9
    H N ta no À NAAS ADS WAS DATA OQ FP $ Ê OA o (ak) (ai) H oH q h NM o: FLIGHTS Ad AAA (am) (an)
    n OH or y) The OR o.
    AKI O ANNAN o in Ny (as) vn oH and
    H ms O. RT WAÃArAN AAA o Ho ”Sy (au)
    N v oH |) | ANFNZ oh o ANANÃ o Sy o in (bc) oH oH N N À N NS À
    NANGNA ANAIS ASF SZA O Ô o (bd) (be) oo. RA and KT Ata HoANE SS Ho ”SS o) om)
    OH NE and Tor AA Ê, *, A sn) (bo) Ox O: OO NO n x - H a mn AA Mg ANA DNÉ Es SN b (ba)
    The linear merocyanine derivatives according to the present invention, in particular those of formula (1), can be prepared according to a method described in the patents US 4 045 229, US 4 195 999 and US 2009/0 170 008 according to with the following scheme (via 1): Route 1 + go E ae AA,
    DP O (0) (v) v 4 R, VV) (V)) or according to a method described in patent WO 00/07989, and according to the following scheme (route 2): Route 2 Toluene R x AMPo + ÊÕ AA (1) R2 Ra cat .: Amine, ACOH (VI) (V) in which the radicals R1, Ro, Ra and Ra have the meaning of formula (1). The cyclic merocyanine derivatives according to the present invention, in particular those of formula (II), can be prepared according to a method described in IP.COM Journal 9 (5A), 29-30 (2009) according to following scheme: RT Toluene À nu RA ——— »R; <q O 7 in nm (IX) Pi << diethyl sulfate Rj <<. 7 o + * - = (1)> Is EGN x) Ds where the radicals R1, R2, Ra, Ra and Z have the meaning of formula (1). Some of the hydrophilic or water-soluble merocyanine compounds according to the present invention are new and constitute another object of the present invention. Among the compounds of formula (|) with one or two alkylsulfonate radicals, the following compounds are new: q o
    NX W AMO LC N É z0 N N Ss N RA NnODSE! Rg "H Ton N> | º
    N N (a) (b) o 9 pain L 10H> N RA A So N RR A So | | À ”À 28º Bs oo oo (o) OH (d) OH o o don Lk Lon Sã W N Po So N NS OA o O R e q (e) (O Among the compounds of formula (1) that contain hydroxyl groups, the following compounds are new:
    Na j Lo L 7 Lo Ooo To pone u> | ()) N &) o + o. Ozd2O In DHH NANAN NO O. RO = fo "H oo AAA ADS PN Na” qo CA o (0) Na q fon L q don Z SS ASS, AAA in So Ras o | ) In ”o Oxí20 + o.” AX o Egg NNFZ Y xooo (m) ooo) NIAR AA DSO NORA TOS, AO don! OÊÉ º ºÊÊ Oo LR RN o (n) oo Oo SR AIDNSO o RA CAS OY Ds N Sr oH o! O 1
    Y À Pp) q no 7 o o Sl HO ES ON NBR 2> o N o dd AA n oÊÉ “o N | G) 9 o Ho. It's the “Ao” 28x oo (O O o o o Ho. It's E <o4 It's MDO Ae Prá NON SS SS "So 1 P>” l
    N N (u) Among the compounds of formula (1) that contain hydroxyl groups, the following compounds are new: oH
    NS ON Add 20 Ho <o (ab) oH | O. QN NIX oH NS THE NINTH ANPAD EODNOD o - go ANSA DAD ONA (ac) 9 (ad) º
    OH OH NS Rr SM OR ONO ATA age 9 o (ae) (af)
    OH m O. od on NAado o (ah) HO OH
    The compounds of formula (II) are new, in particular the following compounds: oH Wo o. INN oH É IO N = CANADA oH N AO OA 2 o Ho St o (bg) (bh) O. o oH = NAM oH IS IO AAA
    DD OA oH N A o OA 2 o Ho St o (bi) (bk) The following compounds are also new:
    G o WE AND W
    No o (ne) OF O. 2 2nd o. Z o E Ss
    N (w) of
    ÍA O. Prá = Es N, Lee FS x) don
    SQUEEGEE NAN AN 20 dx o (2)
    HO. ON Udo (ag) o
    N HO. 1
    THE FASO OO NINO SOS Oo (ai) oH N RIA
    AA (ai) OH OH
    N N N S o. Gives
    NAAS ADS DIOS AAA o (ak) (al) oH N OH S TO S AD
    NAANZA FLIGHT IA o (am) (an)
    IT'S N INSANE THE ROSS o (ao) (ap)
    À N | à À "Adalto“ INI & .. o N o (9) Ho A (ar)
    oH THE
    OH NS IRON ON RI Ns Don N o Ho AA, (as) OH THE
    OH Ss o. THE WAR NS Non o dA, (at) OH
    No ne do m o. RAS RWAAR & ÁN N Z o Ho AA, (au) o
    N | Ox RA "OTA TVOoH HO AO RA NO HH
    No. (av)
    N N mM o N o. Y WA RN To Y o (aw) o
    N 1 ps NO OH
    H O H Ho ANS RAR! o (ax)
    At 5 am al RWÁAA NAN ANNAN A NIH o (ay) OH OH N N
    SN non WA NAN ANN ANA NI o o (az)
    N N m | oH 1! IT'S
    H H in RA RAN CACA NH o o (ba)
    N | UI OH ANNAN A otho o (bb)
    N OH W | O. ot.o WAAÀN
    NANA 2
    AI (bc) OH v OH N q À À | NANA NA O ANNA NANA DNÃA> o O (ba) (be) N
    UU o N
    ARROW FR Hof SN Oo (pf)
    H IS O. Nao (from
    DNA JP Sy (bi) Oo RO th T lo
    N SHOVEL Ho Ss Ho Ny (ol) bm)
    OH INN% ox on
    H mn [and NAN CAS Sqy SN (bn) (bo)
    ON ONO AN OH y
    H mn = HO A JF SS Sy N (ba) (bp) O or the hydrophilic or water-soluble merocyanin screening agents according to the present invention can be present in the compositions according to the present invention in a concentration between 0.1 % and 10% and preferably between 0.2% and 5% by weight in relation to the total weight of the composition.
    The compositions according to the present invention can additionally comprise other additional organic or inorganic UV screening agents that are active in the UV-A and / or UV-B regions and that are water-soluble or fat-soluble or even insoluble in the commonly used cosmetic solvents.
    Of course, the person skilled in the art will take every care in choosing the optional additional screening agent (s) and / or their quantities so that the advantageous properties intrinsically linked to the compositions according to the present invention are not, or are not - substantially, negatively affected by the additions or additions considered, in particular the improvement in the photostability of the dibenzoylmethane derivative.
    Additional organic screening agents are selected in particular from anthranilate derivatives; kinematic derivatives; derivatives —salicylics; benzylidene camphor derivatives; benzophenone derivatives; derivatives of B, g-diphenylacrylate; triazine derivatives other than those of formula (ll); the phenylbenzotriazole derivatives; benzalmalonate derivatives, in particular those cited in US Patent 5,624,663; the phenylbenzimidazole derivatives; imidazolines; bis-benzazolyl derivatives, such as those described in EP 669,323 and US 2,463,264; derivatives of p-aminobenzoic acid (PABA); derivatives of methylenebis (hydroxyphenylbenzotriazole), as described in Orders US 5,237,071, US 5,166,355, GB 2,303,549, DE 197 26 184 and EP 893 119; benzoxazole derivatives, as described in Patent Applications EP 0832642, EP 1027883, EP1300137 and DE 10162844; screening polymers and screening silicones, such as those described in particular in Application WO 93/04665; dimers derived from α-alkylstyrene, such as those described in Patent Application DE 198 55 649; the 4-4-diarlbutadienes, such as those described in EP 0 967 200, DE 19746654, DE 19755649, EP-A-1 008 586, EP 1 133 980 and EP 133 981; the - merocyanine derivatives other than the formula (1), such as those described in WO 04006878, WO 05058269 and WO 06032741; and their mixtures.
    Examples of UV organic triage agents can also be cited, which are designated with the INCI names:
    PARA-AMINOBENZOIC ACID DERIVATIVES PABA, Ethyl PABA, Ethyl Dihydroxypropyl PABA, Ethylhexil Dimethyl PABA sold in particular under the name "Escalol 507" by ISP, Gliceril PABA, PEG-25 PABA sold under the name "Uvinul P25".
    SALICYL DERIVATIVES Homosalate sold under the name "Eusolex HMS" by Rona / EM Industries, Ethylhexyl Salicylate sold under the name "Neo Heliopan OS" by Symrise, Dipropylene glycol Salicylate sold under the name "Dipsal" by Scher, TEA Salicilato, sold under the name “Neo Heliopan TS" by Symrise
    KINAMIC DERIVATIVES Ethylhexyl Methoxycinnamate sold privately under the trade name "Parsol MOX" by DSM Nutritional Products, Isopropyl Methoxy kinamate, Isoamil Methoxycinnamate sold under the trade name "Neo Heliopan E 1000" by Symrise, Cinoxate, DEA Metoxicinamato, Diisopropyl Methylatomate Dimethoxycinnamate
    B-, B-DIPHENYL ACRYLATE DERIVATIVES Octocrylene sold in particular under the trade name “Uvinul N539" by BASF, Etocrileno, sold in particular under the trade name “Uvinul N35" —byBASF
    BENZOFENONE DERIVATIVES Benzophenone-1, sold under the trade name "Uvinul 400" by BASF, Benzophenone-2, sold under the trade name "Uvinul D50" by BASF, Benzophenone-3 or Oxibenzone, sold under the trade name "Uvinul M40" by BASF, Benzophenone4, sold under the trade name “Uvinul MS40" by BASF, Benzophenone-5, Benzophenone-6, sold under the trade name “Helisorb 11” by Norquay, Benzophenone-8, sold under the trade name “Spectra-Sorb UV-24 "by American Cyanamid, Benzophenone-9, sold under the trade name" Uvinul DS-49 "by BASF, Benzophenone-12, n-Hexyl 2- (4-diethylamino-2-hydroxybenzoyl) benzoate, sold under the name commercial “Uvinul A +” or in the form of a mixture with octyl methoxycinnamate with the commercial name “Uvinul A + B” by BASF, 1.1 "- (1,4-Piperadinadiyl) bis [1- [2- [4- (diethylamino) -2-hydroxybenzoyl] phenyl] - methanone] (CAS 919803-06-8),
    BENZYLIDENE DERIVATIVES CAMPHOR 3-Benzylidene Camphor manufactured under the name “Mexoryl
    SD ”by Chimex, 4-Methylbenzylidene Camphor sold under the name“ Eusolex 6300 "by Merck, Acid —Sulfonic Benzylidene Camphor made under the - name“ Mexoryl SL ”by Chimex Benzalkonium Methosulfate Camphor made under the name“ Mexoryex SO ”by Chimex Sulfonic Acid of Terephthalilidene Dicaphor made with the name "Mexoryl SX" by Chimex Polyacrylamide methyl Benzylidene — Camphor made under the name "Mexoryl SW" by Chimex
    PHENYL BENZIMIDAZOL DERIVATIVES Phenylbenzimidazole sulfonic acid sold in particular under the trade name "Eusolex 232" by Merck, Tetrasulphonate Fenil Dibenzimidazole Disodium sold under the trade name "Neo Heliopan AP" by Symrise
    FENILBENZOTRIAZOL DERIVATIVES Drometrizole Trisilozane sold under the name “Silatrizole” by Rhodia Chimie, Methylene bis-Benzotriazolil Tetramethylbutylphenol sold in solid form with the trade name “Mixxim BB / 100” by Fairmount Chemical or in micronized form in aqueous dispersion with commercial Tinosorb M "by Ciba Specialty Chemicals.
    TRIAZINE DERIVATIVES - Bis-Ethyl-hexyloxyphenol Methoxyphenyl Triazihna sold under the trade name “Tinosorb S" by Ciba Geigy, -Ethylhexyl triazone sold in particular under the trade name “Uvinul T150" by BASF,
    - Diethylhexyl Butamido Triazone sold under the trade name “Uvasorb HEB” by Sigma 3V, 2,4 6-Tris (diisobutyl 4 -aminobenzalmalonate) -s-triazine, 2,4 6-Tris (dineopentyl 4'-aminobenzalmalonate) -s- triazine, 2,4-Bis (dineopentyl 4'-aminobenzalmalonate) -6- (n-butyl 4 aminobenzoate) -s-triazine, 2,4-Bis (n-butyl 4'-aminobenzoate) -6 - [(3- [1,3,3,3-tetramethyl-1- [(trimethylsilyl) -oxydisiloxanilpropyl) amino] -s-triazine, - the symmetrical triazine filters described in US patent 6,225,467, in application WO 2004/085412 (see compounds 6 and 9 ) or the document “Symetrical Triazine Derivatives” IP.COM Journal, IP. COM INC West Henrietta NY, US (September 20, 2004), in particular 2,4,6-tris- (biphenyl) -1,3,5-triazines (in particular 2,4,6-tris (biphenyl) -4-11-1,3,5-triazine) and 2,4,6-tris (terphenyl) -1,3,5-triazine which is also described in Beiersdorf patent applications WO - 06/035000, WO 06/034982, WO 06/034991, WO 06/35007, WO 2006/034992, WO 2006/034985.
    ANTHANLIC DERIVATIVES Mentil anthranilate sold under the trade name "Neo Heliopan MA" by Symrise
    IMIDAZOLIN DERIVATIVES Ethylhexyl Dimethoxybenzylidene Dioxoimidazoline Propionate
    BENZALMALONATE DERIVATIVES Dineopentyl 4'-methoxybenzalmalonate, Poliorganosiloxane - comprising functional groups - benzalmalonate, such as Polysilicone-15, sold under the trade name “Parsol SLX” by Hoffmann-LaRoche, DERIVED FROM 4,4-DIARILBUTADIEN 1,1 dicarboxi- (2,2'-dimethylpropyl) -4,4-diphenylbutadiene,
    BENZOXAZOL DERIVATIVES 2,4-bis- [5,1 (dimethylpropyl) benzoxazol-2-yl- (4-phenyl) -imino] -6- (2-ethylhexyl) -imino-1,3,5-triazine sold under the name Uvasorb K24 by Sigma 3V and its mixtures.
    Additional organic screening agents are selected from: Ethylhexyl Methoxycinnamate Homosalate, Ethylhexyl Salicylate, Octocrylene, Phenylbenzimidazo sulfonic acid! Benzophenone-3, Benzophenone-4, Benzophenone-5, n-Hexyl 2- (4-diethylamino-2-hydroxybenzoyl) benzoate, 1.1 "- (1,4-Piperadinadiyl) bis [1- [2- [4- (diethylamino) -2-hydroxybenzoyl] phenyl] - methanone] 4 -Methylbenzylidene Camphor, Terephthalylidene Sulphonic Acid Dicaphor, Tetrasulfonate Phenyl Dibenzimidazo! Tris (biphenyl-4-i1) -1,3,5-triazine, 2,4 6-Tris (dineopentyl 4-aminobenzalmalonate) -s-triazine, 2,4 6-Tris- (diisobutyl 4'-aminobenzalmalonate) -s -triazine, 2,4-Bis (dineopentyl 4'-aminobenzalmalonate) -6- (n-butyl 4-
    aminobenzoate) -s-triazine, 2,4-Bis (n-butyl 4'-aminobenzoate) -6 - [(3- [1,3,3,3-tetramethyl-1- [(trimethylsilI) -oxyldisiloxanilpropyl) amino] -s-triazine, Methylene Bis-Benzotriazolyl Tetramethylbutylphenol !, Drometrizole Trisiloxane, Polysilicone-15, Dineopentyl 4'-methoxybenzalmalonate, 1,1-Dicarboxy (2,2'-dimethylpropyl) -4,4-diphenylbutadiene, 2,4-Bis [5-1 (dimethylpropyl) benzoxazole | -2-yl- (4-phenyl) imino] -8- (2-ethylhexi) imino-1,3,5-triazine, and mixtures thereof.
    Additional inorganic screening agents are selected from coated or uncoated metal oxide pigments, such as, for example, pigments formed from titanium oxide (amorphous or crystalline in the form of rutile and / or anatase), iron oxide, zinc oxide, zirconium oxide or cerium oxide which are all well known UV photoprotective agents in themselves.
    Pigments can be coated or uncoated.
    Coated pigments are pigments that have undergone one or more surface treatments of a chemical, electronic, mechanochemical and / or mechanical nature with compounds as described, for example, in Cosmetics & Toiletries, February 1990, Vol. 105, p. 53-64, such as amino acids, beeswax, fatty acids, fatty alcohols, anionic surfactants, lecithins, fatty acid salts of sodium, potassium, zinc, iron or aluminum, metallic alkoxides (of titanium or aluminum), polyethylene, silicones, proteins (collagen, elastin), —alkolamines, silicon oxides, metal oxides or sodium hexametaphosphate.
    In a known way, silicones are polymers or organosilicated oligomers with linear or cyclic structure, branched or reticulated, of variable molecular weight, obtained by polymerization and / or polycondensation of properly functionalized silanes, and basically constituted by a repetition of main units in which the silicon atoms are linked together by oxygen atoms (siloxane bond), and possibly substituted hydrocarbon radicals are directly linked by means of a carbon atom to said silicon atoms.
    The term "silicones" also includes the silanes required for its preparation, in particular, alkylsilanes.
    The silicones used to coat the pigments suitable for the present invention are preferably selected from the group consisting of alkylsilanes, polydialkylsiloxanes, and polyalkylhydrogensiloxanes.
    Most preferably, silicones are selected from the group consisting of octyltrimethylsilane, polydimethylsiloxanes and polymethylhydrogensiloxanes.
    Of course, pigments formed from metal oxides may, before being treated by silicones, have been treated by other surface agents, in particular cerium oxide, alumina, silica, aluminum compounds, silicon compounds, or mixtures thereof.
    Coated pigments are more particularly coated titanium oxides: - silica such as Ikeda's "Sunveil" product and Merck's "Eusolex T-AVO" product - silica and iron oxide such as "Sunveil F" from lkeda, - silica and alumina such as Tayca's "Microtitanium —Dioxide MT 500 SA" and Tayca's "Microtitanium Dioxide MT 100 SA", Tioxide's "Tioveil", and Rhodia's "Mirasun TiW 60", - alumina such as "Tipaque TTO-55 (B)" and "Tipaque TTO-S55 (A)" by Ishihara, and "UVT 14/4" by Kemira,
    - alumina and aluminum stearate such as the product "Microtitanium Dioxide MT 100 TV, MT 100 TX, MT 100 Z, MT-01 from Tayca, the products" Solaveil CT-10 W "," Solaveil CT 100 "and" Solaveil CT 200 "from Unigema, - silica, alumina and alginic acid such as Tayca's" MT-100 AQ "product, - alumina and aluminum laurate such as" Microtitanium Dioxide MT 100 S "product from Tayca, - iron oxide and iron stearate such as Tayca's product "Microtitanium Dioxide MT 100 F", - zinc oxide and zinc stearate such as Tayca's product "BR351", - silica and and treated with a silicone such as "Microtitanium Dioxide MT 600 SAS", "Microtitanium Dioxide MT 500 SAS" or "Microtitanium Dioxide MT 100 SAS" from Tayca, - silica, alumina, aluminum stearate and treated with a silicone such as Titan Kogyo's product "STT-30-DS", - silica and treated with a silicone such as Kemira's "UV-Titan X 195" product or product Tayca's SMT-100 WRS. - of alumina and treated with a silicone such as the "Tipaque TTO-55 (S)" products from Ishihara, or "UV Titan M 262" from Kemira, - from triethanolamine such as the product "STT-65-S" from Titan Kogyo, - stearic acid such as Ishihara's "Tipaque TTO-55 (C)" product, - sodium hexametaphosphate such as Tayca's "Microtitanium Dioxide MT 150 W" product.
    Other titanium oxide pigments treated with a silicone are preferably TiO, treated with trimethyl silane such as that sold under the trade name "T 805" by Degussa Silices, TiO2 treated with a polydimethylsiloxane, such as what is sold under the trade name "70250 Cardre UF TiO2SI3" by Cardre, TiO, anatase / rutile treated with a polydimethylhydrogenosiloxane, such as that sold under the trade name "Microtitanium Dioxide USP Grade Hydrophobic" by Color Techniques.
    Uncoated titanium oxide pigments are, for example, sold by Tayca under the trade names "Microtitanium Dioxide MT 500 B" or "Microtitanium Dioxide MT600 B", by Degussa under the name "P 25", by Wacker under the name "Oxyde de titane transparent PW", by Miyoshi Kasei with the name "UFTR", by TOMEN with the name "ITS" and by Tioxide with the name "Tioveil AQ".
    Uncoated zinc oxide pigments are, for example: - those sold under the name "Z-Cote" by Sunsmart; - those marketed under the name "Nanox" by Elementis; - those sold under the name "Nanogard WCD 2025" by Nanofase Technologies; The coated zinc oxide pigments are, for example: - those sold under the name “Z-Cote HP1” by Sunsmart (ZnO coated with dimethicone); - those marketed under the name "Oxide Zinc —CS-5" by Toshibi (ZnO coated with polymethylhydrogensiloxane); - those sold under the name "Nanogard Zinco Oxide FN" by Nanofase Technologies (in 40% dispersion in Finsolv TN, C12-C15 alcohol benzoate);
    - those sold under the name "Daitopersion ZN-30" and "Daitopersion Zn-50" by Daito (dispersions in cyclopolymethylsiloxane Ipolidimethylsiloxane oxyethylenated, which contain 30% or 50% zinc oxides coated with silica and polymethylhydrogensiloxane); - those sold under the name "NFD Ultrafine ZnO" by Daikin (ZnO coated with perfluoroalkyl phosphate and copolymer based on perfluoroalkylethyl dispersed in cyclopentasiloxane); - those sold under the name "SPD-Z1" by Shin-Etsu (ZnO coated with silicone-grafted acrylic polymer, dispersed in cyclodimethylsiloxane); - those marketed under the name "Escalol 2100" by ISP (ZnO treated with alumina and dispersed in the mixture methoxycinnamate ethylhexyl / copolymer PVP-hexadecene / methicone); - those sold under the name "Fuji ZnO-SMS-10" by Fuji Pigment (ZnO coated with silica and polymethylsilsesquioxane); - those sold under the name "Nanox Gel TN" by Elementis (ZnO dispersed at 55% in C12-C15 alcohol benzoate with polycondensate hydroxystearic acid).
    Uncoated cerium oxide pigments are sold, for example, under the name "Colloidal Cerium Oxide" by Rhône Poulenc.
    Uncoated iron oxide pigments are, for example, sold by Arnaud under the names "Nanogard WCD 2002 (FE 45B)", "Nanogard Iron FE 45 BL AQ", "Nanogard FE 45R AQ," Nanogard WCD 2006 (FE 45R) ", or by MITSUBISHI under the name" TY-220 ".
    Coated iron oxide pigments are, for example, sold by Arnaud under the names "Nanogard WCD 2008 (FE 45B FN)", "Nanogard WCD 2009 (FE 45B 556)", "Nanogard FE 45 BL 345", "Nanogard FE 45 BL ", or by BASF under the name" Oxyde de Fer
    Transparent ".
    Mixtures of metal oxides, in particular titanium dioxide and cerium dioxide, can also be mentioned, such as the equiponderal mixture of titanium dioxide and silica-coated cerium dioxide, sold by lkeda under the name "Sunveil A", as well as the mixture of titanium dioxide and zinc dioxide coated with alumina, silica and silicone such as the product "M 261" sold by Kemira or coated with alumina, silica and glycerin such as the product "M 211 "sold by Kemira.
    Additional UV screening agents are generally present in the compositions according to the present invention in proportions ranging from 0.01 to 20% by weight relative to the total weight of the composition, and preferably ranging from 0.1 to 10% by weight relative to the total weight of the composition.
    The compositions according to the present invention can also comprise classic cosmetic adjuvants in particular selected from oils, waxes, organic solvents, ionic or non-ionic thickeners, hydrophilic or lipophilic, softeners, humectants, opacifiers, stabilizers , emollients, silicones, antifoaming agents, perfumes, preservatives, anionic, cationic, non-ionic, zwitterionic or amphoteric surfactants, active ingredients, fillers, polymers, propellants, alkalizing or acidifying agents or any other ingredient commonly used in the cosmetic and / or dermatological field.
    As oils, mineral oils (paraffin), vegetable oils (sweet almond oil, macadamia oil, black currant seed, jojoba oil) can be mentioned; synthetics such as perhydrosqualene, fatty alcohols, fatty amides (such as isopropyl lauroyl sarcosinate sold under the name "Eldew SL-205" by Ajinomoto), fatty acids or esters (such as C; 2-C15s alcohol benzoate; sold under the trade name "Finsolv TN" or "Witconol TN" by Witco, 2-ethylphenyl benzoate as the commercial product sold under the name X-Tend 226º by ISP, octyl palmitate, isopropyl lanolate, triglycerides such as those of capric / caprylic acids, Dicaprilil Carbonate sold under the name “Cetiol CC” by Cognis), or oxyethylene or oxypropylene esters and fatty ethers; silicone oils (cyclomethicone, polydimethylsiloxane or PDMS) or fluorinated oils, polyalkylenes, trialkyl trimethylates such as tridecyl trimellitate.
    As waxy compounds can be mentioned carnauba wax, beeswax, hydrogenated castor oil, polyethylene waxes and polymethylene waxes, for example, the product sold under the name Cirebelle 303 by Sasol.
    Among organic solvents, lower alcohols and polyols can be mentioned. The latter can be selected from glycols and glycol ethers, such as ethylene glycol, propylene glycol, butylene glycol, dipropylene glycol, or diethylene glycol.
    As hydrophilic thickeners, polymers — carboxyvinyls such as Carbopols (Carbomers) and Pemulens (Acrylate / C19-Ca0-alkylacrylate copolymer); polyacrylamides such as crosslinked copolymers sold under the names Sepigel 305 (CTFA name: polyacrylamide / C13-14 isoparaffin / Laureth 7) or Simulgel 600 (CTFA name: acrylamide / sodium acryloyldimethyltaurate copolymer / isohexadecane / polysorbate 80) ; the polymers and copolymers of 2-acrylamide 2-methylpropane sulfonic acid, possibly cross-linked and / or neutralized, such as the poly (2-acrylamide 2-methylpropane sulfonic acid) marketed by Hoechst under the trade name “Hostacerin AMPS”
    (CTFA name: ammonium polyacryloyldimethyl taurate) or Simulgel 800 marketed by SEPPIC (CFTA name: sodium polyacryloyldimethy | taurate / polysorbate 80 / sorbitan oleate); the copolymers of 2-acrylamide 2-methylpropanesulfonic acid and hydroxyethyl acrylate such as —Simulgel NSe and Sepinov EMT 10 marketed by Seppic; cellulosic derivatives such as hydroxyethyl cellulose; polysaccharides and in particular gums such as xanthan gum; water-soluble or hydrodispersible silicone derivatives such as acrylic silicones, polyether silicones and cationic silicones and their mixtures.
    As lipophilic thickeners, synthetic polymers such as poly Ci9-C3o9 alkyl acrylates sold under the names “Intelimer IPA 13-1” and Intelimer IPA 13-6 by Landec can be mentioned. or even modified clays such as hectorite and its derivatives, such as products marketed under the names of Bentone.
    Of course, the person skilled in the art will take every care to choose the additional compound (s) mentioned above and / or their quantities so that the advantageous properties intrinsically linked to the compositions according to the present invention are not, or are not substantially, altered. by or by the additions considered, in particular the improvement of the photostability of the dibenzoylmethane derivative.
    The compositions according to the present invention can be prepared according to techniques well known to the person skilled in the art. They can be presented in particular in the form of emulsion, simple or complex (O / A, W / O, O / W / O or W / O / W) such as a cream, a milk or a cream gel; in the form of an aqueous gel or in the form of a lotion. They can possibly be aerosolized and present in the form of foam or spray.
    Preferably, the compositions according to the present invention are in the form of an oil-in-water or water-in-oil emulsion.
    The emulsification processes that can be used are of the tipopá or propeller, rotor-stator and HHP.
    It is also possible, by HHP (between 50 and 800 bars), to obtain stable dispersions with droplet sizes that can go down to 100 nm.
    Emulsions generally comprise at least one emulsifying surfactant selected from amphoteric, anionic, cationic or nonionic emulsifying surfactants, used alone or in admixture.
    Emulsifiers are appropriately selected according to the emulsion to be obtained (A / O or O / A). As emulsifying surfactants that can be used for the preparation of O / W emulsions, for example, alkyl esters or ethers of sorbitan, glycerol or sugars; silicone surfactants such as dimethicone copolyols such as the mixture of cyclomethicone and dimethicone copolyol, sold under the name "DC 5225 C" by Dow Corning, and alkyl dimethicone copolyols such as Laurylmeticone copolyol sold under the name "Dow Corning 5200 Aid formulation "by Dow Corning; or cetyl dimethicone copolyol such as the product sold under the name Abil EM 90R by Goldschmidt and the mixture of cetyl dimethicone copolyol, polyglycerol isostearate (4 moles) and hexyl laurate sold under the name ABIL WE O89 by Goldschmidt.
    One or more coemulsifiers can also be added to them, which can advantageously be selected from the group comprising the alkylated polyol esters.
    As alkylated polyol esters, / in particular, polyethylene glycol esters such as PEG-30 Dipolyhydroxystearate such as the product marketed under the name Arlacel P135 by ICI.
    As glycerol and / or sorbitan esters, for example, polyglycerol isostearate, such as the product sold under the name Isolan GI 34 by Goldschmidt; sorbitan isostearate, such as the product marketed under the name Arlacel 987 by ICI; sorbitan isostearate and glycerol, such as the product marketed under the name Arlacel 986 by ICI, and mixtures thereof.
    For O / W emulsions, non-ionic emulsifiers such as oxyalkylenated fatty acid and glycerol esters (more particularly polyoxyethylene) can be mentioned, for example, as emulsifiers; oxyalkylenated fatty acid and sorbitan esters; oxyalkylenated fatty acid esters (oxyethylenated and / or oxypropylenated) such as the PEG-100 Stearate / Glyceril Stearate mixture marketed, for example, by ICI under the name Arlacel 165; oxyalkylenated fatty alcohol ethers (oxyethylene and / or oxypropylene); sugar esters such as sucrose stearate; fatty alcohol and sugar ethers, in particular alkyl polyglycosides (APG) such as decylglycoside and laurylglycoside marketed, for example, by Henkel under the respective names of Plantaren 2000 and Plantaren 1200, keto-stearylglycoside possibly mixed with keto-stearyl alcohol , marketed, for example, under the name Montanov 68 by Seppic, under the name Tegocare CG90 by Goldschmidt and under the name Emulgade KE3302 by Henkel, as well as arachidyl glycoside, for example, in the form of a mixture of arachidic and behenic alcohols and arachidylglycoside marketed under the name Montanov 202 by Seppic. According to a particular embodiment of the present invention, the mixture of the alkyl polyglycoside as defined above with the corresponding fatty alcohol can be in the form of a self-emulsifying composition, as described, for example, in WO-A-92/06778.
    When it is an emulsion, the aqueous phase of that emulsion may comprise a nonionic vesicular emulsion prepared according to known processes (Bangham, Standish and Watkins. J. Mol. Biol. 13, 238 (1965), FR 2 315 991 and FR 2416 008).
    The compositions according to the present invention find their application in a large number of treatments, in particular cosmetics, of the skin, lips and hair, including the scalp, in particular for the protection and / or care of the skin, lips and / or hair, and / or for the make-up of the skin and / or lips.
    Another object of the present invention is the use of the compositions according to the present invention as defined above for the manufacture of products for the cosmetic treatment of the skin, lips, nails, hair, eyelashes, eyebrows and / or scalp, in particular care products, sun protection products and make-up products.
    The cosmetic compositions according to the present invention can, for example, be used as a make-up product.
    The cosmetic compositions according to the present invention can, for example, be used as a care and / or sun protection product for the face and / or the body of liquid to semi-liquid consistency, such as milks, more or less unctuous oils, gels, creams, pastes. They can possibly be aerosolized and present in the form of foam or spray.
    The compositions according to the present invention in the form of vaporizable fluid lotions are applied to the skin or hair in the form of fine particles by means of pressurizing devices. The devices according to the present invention are well known to the person skilled in the art and comprise non-aerosol pumps or "atomizers", aerosol containers that comprise a propellant as well as aerosol pumps that use compressed air as a propellant. The latter are described in US patents 4,077,441 and US 4,850,517 (which form an integral part of the content of the description).
    The aerosol-conditioned compositions according to the present invention generally contain conventional propellants such as, for example, hydrofluorinated compounds, dichlorofluoromethane, difluoroethane, dimethylether, isobutane, n-butane, propane, trichlorofluoromethane. They are preferably present in amounts ranging from 15 to 50% by weight with respect to the total weight of the composition. The compositions according to the present invention may also further comprise additional cosmetic and dermatological active ingredients. Among the active ingredients, the following can be mentioned: - vitamins (A, C, E, K, PP, etc.) and their derivatives or precursors, alone or in mixtures, - anti-aging agents; - antioxidants; - agents to fight free radicals; - anti-glycation agents; - calming agents, - NO synthase inhibitors; - agents that stimulate the synthesis of dermal or epidermal macromolecules and / or that prevent their degradation; - agents that stimulate the proliferation of fibroblasts; - agents that stimulate the proliferation of keratinocytes; - myorelaxing agents; - tensioning agents,
    - matifying agents, - keratolytic agents, - desquamating agents; - moisturizing agents such as, for example, polyols such as —oglycerol, butylene glycol or propylene glycol; - anti-inflammatory agents; - agents that act on the energy metabolism of cells, - repellent agents against insects; - antagonists of substances P or CRGP; - agents to combat hair loss and / or to promote hair rebirth; - anti-wrinkle agents. - agents that modulate the pigmentation of the skin or hair; - astringent agents; - tallow-regulating or anti-seborrheic agents.
    Of course, the person skilled in the art will take great care in choosing the complementary compound (s) mentioned above and / or their amounts in such a way that the advantageous properties intrinsically linked to the compositions according to the present invention are not, or are not substantially, altered. or the additions considered.
    The technician in the subject will choose the active one or so according to the desired effect on the skin, hair, eyelashes, eyebrows, nails.
    In addition, the composition can also comprise at least one ingredient such as fillers with a “soft focus” effect (smoothing the lines) or agents that favor the natural coloring of the skin, intended to complement the biological effect of these active agents or confer an anti-aging effect. - immediate visuality.
    OTHER ADDITIONAL INGREDIENTS In addition, the composition may comprise at least one additional ingredient designed to impart an immediate visual effect. Particular mention can be made of agents that promote a naturally pinkish skin color.
    They can be mentioned, as agents that promote a naturally tanned skin coloring, for example, self-tanning agents, that is, agents that applied on the skin, in particular on the face, allow to obtain a tanning effect with a more or less similar aspect as a result of prolonged exposure to the sun (natural tanning) or under a UV lamp.
    In particular, the following can be cited as examples of self-tanning agents: dihydroxyacetone (DHA), erythrulose, and the combination of a catalytic system formed of: manganese and / or zinc salts and oxides, and alkali metal and / or hydrogencarbonates or alkaline earth metal.
    Self-tanning agents are generally selected from mono- or polycarbonylated compounds such as, for example, isatin, alloxane, ninhydrin, glyceraldehyde, mesotartaric aldehyde, glutaraldehyde, erythrulose, pyrazolin-4,5- derivatives diones as described in patent applications FR 2 466 492 and WO 97/35842, dihydroxyacetone (DHA), 4,4-dihydroxypyrazolin-5-ones derivatives as described in patent application EP 903 342. DHA will be used preferentially.
    DHA can be used in free and / or encapsulated form, for example encapsulated in lipid vesicles such as liposomes, described in particular in Application WO 97/25970.
    In general, the self-tanning agent is present in an amount ranging from 0.01 to 20% by weight, and preferably in an amount comprised between 0.1 and 10% of the total weight of the composition. Other dyes can also be used that allow —modifying the color produced by the self-tanning agent. These dyes can be selected from direct synthetic or natural dyes. Such dyes can be selected, for example, among red or orange dyes of the fluorane type such as those described in Patent Application FR2840806. For example, the following dyes can be cited: - tetrabromofluoroscein or eosin known under the name CTFA: CI 45380 or Red 21 - floxin B known under the name CTFA: Cl 45410 or Red 27 - the diiodofluorescein known under the name CTFA Cl 45425 or Orange 10; - dibromofluorescein known with the name CTFA: CI 45370 or Orange 5. - the sodium salt of tetrabromofluoroscein known with the name —CTFA: Cl 45380 (Na salt) or Red 22 - the sodium salt of phloxin B known with the name CTFA: CI 45410 (Na salt) or Red 28 - the sodium salt of the diiodofluorescein known under the name CTFA: Cl 45425 (Na salt) or Orange 11; - erythrosine known as CTFA: CI 45430 or Acid Red
    51. - the phloxin known under the name CTFA: Cl 45405 or Acid Red
    98.
    These dyes can also be selected from anthraquinones, caramel, carmine, carbon black, azulene blues, methoxyalene, trioxalene, guajazulene, chamuzulene, cane rose, eosin 10B, cyanosine, dafinine.
    Such dyes can also be selected from indole derivatives such as monohydroxyindoles as described in the FR2651126 patent (i.e., 4-, 5-, 6- or 7-hydroxyind!) Or from the dihydroxyindoles as described in the EP-B patent -0425324 (i.e.: 5,6-dihydroxyindole, 2-methyl 5,6-dihydroxyindole, 3-methyl 5,6-dihydroxyindole, 2,3-dimethyl 5,6-dihydroxyindole!).
    EXAMPLES OF SYNTHESIS EXAMPLE 1 PREPARATION OF METHYL (2Z7,4E) -5- [BIS (2-HYDROXYETHYL) AMINO] -2- (METHYLSULPHONY) PENTA-2,4-DIENOATE OH. AL
    The Ho AANANÃA K (ab) FIRST STAGE: PREPARATION OF METHYL (2Z, 4E) -5- [ACETYL (PHENYL) AMINO] -2- - (METHYLSULPHONY) PENTA-2,4-DIENOATE: 3-Anilinoacrolein anilihva (2 g , 9x10º mol) and methylmethanesulfonyl acetate (1.37 ml, 9x10º mol) are heated to 105ºC in 5 ml of acetic anhydride for 2 hours 30 minutes. After cooling, the acetic anhydride is evaporated under vacuum. The obtained brown solid is soaked in 40 ml methanol and brought to reflux. After cooling, the obtained solid is filtered, rinsed with cold methanol and dried. 1.6 g of a yellow powder (yield: 55%) of methyl (22.4E) -5- [acetyl (phenyl) amino] -2- (methylsulfonyl) penta-2,4-dienoate are recovered and used in the step without further processing.
    SECOND STEP: PREPARING THE COMPOUND OF EXAMPLE 1: A solution of the above product (2.3 g, 7.1 x 10 mol) and diethanolamine (10.33 g, 6.23 x 10 mol) in 5.5 ml! acetonitrile is refluxed 1 hour for 15 minutes. After cooling, acetonitrile is evaporated under vacuum. The brown oil obtained is chromatographed on a silica column (eluent gradient: CH2 Cl2 / MeOH 100: 0 to 90:10). 0.36 g (yield: 26%) of clean fractions of the derivative of Example 1 is thus obtained in the form of a pale yellow powder: mp: 73-76ºC UV (Ethanol): Amax = 367 nm, E = 2140 EXAMPLE 2 PREPARATION DE BIS (4-HYDROXYBUTYL) [(2E) -3- (DIMETHYLAMINE) PROP-2-EN-1- ILIDENOJPROPANODIOATO
    AT THE ANSADA DSP THE NMNoH (ac) º FIRST STEP: PREPARATION OF BIS [4- (BENZYLOXI) BUTY] PROPANODIOATE: A heterogeneous mixture of 4-benzyloxy-1-butanol (9.5 9, 52.8x10 Mol) and malonic acid (2.5 ml, 24x10 mol) is brought to 50ºC with stirring. The concentrated H2SO catalyst, (131 µL) is added, and the resulting mixture is left at 40 ° C for 1 hour. After cooling, the gray residue is soaked in dichloromethane. The organic phase is washed with water (abundant foam). After evaporation of the solvent, the residue obtained is chromatographed on a silica column to remove the starting alcohol (eluent: 90/10 heptane / EtOAc). 7.5 g (yield: 74%) of clean fractions of bis [4- (benzyloxy) butyl] propanedioate are recovered as a yellow-pale oil are used in the next step without further processing.
    SECOND STAGE: PREPARATION OF BIS (4-HYDROXYBUTYL) PROPANODIOATE: The above product (7.5 g, 0.0175 mol) dissolved in 350 ml of ethanol was subjected to continuous reductive hydrogenation (H-cube: 70 mm cartridge 10 % of Pd in C; Full H2; Imi / min; 40ºC). After distillation of ethanol under vacuum, 4.31 g (yield: 99%) of bis (4-hydroxybutyl) propanedioate are obtained as a colorless oil and used in the next step without further processing.
    THIRD STEP: PREPARATION OF THE COMPOUND OF EXAMPLE 2: The above product (4.31 g, 0.0173 mol) and the n-octylamine catalysts (86 ul, 0.03 eq.) And acetic acid (199 ul, 0.2 eq.) in 20 ml of toluene are refluxed in a reactor inertized with nitrogen and on which a Dean-Stark apparatus is mounted. N, N-Dimethylacrolein (1.74 ml, 0.0173 mol) dissolved in 10 ml of toluene is added dropwise to the reaction mixture. After boiling the reaction mixture for 3 hours and 30 minutes, the same amounts of catalyst are added and reflux is continued for 21 hours. After cooling, the solvent is evaporated under vacuum and the brown oil obtained is chromatographed on a silica column (eluent gradient: isopropyl ether / acetone from 30:70 to 70:30). 703 mg (yield: 12%) of the derivative of Example 2 are thus obtained as an orange oil: UV (Ethanol): Amax = 374 nm, E1% = 1600 EXAMPLE 3 PREPARATION OF THE 2-f [( 2E, 4E) -2-CYAN-5- (DIETHYLAMINE) PENTA-2,4- DIENOIL] OXI) SODIUM ETHANOSUSPHONATE In L SS Â o o “o“ da
    FIRST STEP: PREPARATION OF 2-f [(2E, 4E) -2-CYANO-5- (DIETHYLAMINE) PENTA-2,4-DIENOIL] JOXI) SODIUM ETHANOSULPHONATE: Thionyl chloride (15 ml) is reacted, under stirring, with cyanoacetic acid (2 g, 0.024 mol) and kept at 40ºC for 2 hours. 50 ml! toluene are added and the mixture is concentrated under vacuum until a residual volume of 10 ml! is obtained. The sodium salt of isethionic acid (3.48 9g, 0.024 mol) is added to it and the mixture is maintained at the reflux point of toluene. The heterogeneous mixture is refluxed for 20 hours. After cooling, the reaction mixture is filtered. The solid is soaked in water and the aqueous phase is washed with ethyl acetate. The aqueous phase is brought to neutral pH with 2N sodium hydroxide. 1.6 g of a beige powder containing approximately 30 mass% of salts is recovered. The sodium salt of 2- (1 (2E, 4E) -2-cyano-5- (diethylamino) penta-2,4-dienoyloxyethanesulfonic acid is thus obtained, and is used in the next step without further processing.
    SECOND STEP: PREPARATION OF THE COMPOUND OF EXAMPLE 3: The above product (1 g, 0.0032 mol) and the catalysts diethylamine (34 ul, 0.1 eq.) And acetic acid (19 ul, 0.1 eq.) In 5 ml of toluene are brought to reflux in a reactor inertized with nitrogen and on which a Dean-Stark apparatus was mounted. N N-Diethylacrolein (0.41 ml, 0.0032 mol) is added dropwise to the reaction mixture. After boiling the reaction mixture for 3 hours 30 minutes, the same amounts of catalyst are added and reflux is continued for 21 hours. After cooling, the reaction mixture is filtered and the obtained solid is washed with diisopropyl ether. After chromatography on a reverse phase column, 212 mg (yield: 22%) of the derivative of Example 3 is obtained in the form of a beige solid: UV (H2O0): Amax = 370 nm, E1% = 1200
    III / FORMULATION EXAMPLES Compositions A and B were prepared: Imaresientes O lexajecs | Glico! (100 EO) erocyanine of formula 9 ds | o Fomuta merocyanin a) o [16]
    权利要求:
    Claims (17)
    [1]
    1. COMPOSITION, characterized by the fact that it comprises, in a cosmetically acceptable support, at least one UV screening system, in which it comprises: (a) at least one dibenzoylmethane derivative (b) at least one hydrophilic merocyanine UV screening agent or water-soluble selected from the group formed by: (1) those corresponding to one of formulas (1) and (Il) and also their salts and their geometric isomeric forms E, E-, E, Z- or Z, Z- R o OR wed | o R, IRA o s z 4 where: - R; and Ra, which can be identical or different, represent H; a linear or branched C1-C22 alkyl radical possibly containing 1 to 3 oxygen atoms; a C3-Cg cycloalkyl radical, which is substituted or unsubstituted by C1-C, alkyl radicals; said radicals R, and R> possibly containing an alkylsulfonate radical in its acid or salified form or one or two hydroxyl radicals; - R; and R2 can form, together with nitrogen, a ring containing the group - (CH2) m-, which is interrupted or not interrupted with one or more -O-, -S- or -NH-, - R, can form, with alpha carbon for nitrogen, a ring containing the group - (CH2) m-, which is interrupted or not interrupted with one or more -O-, -S- or -NH-,
    - R3 represents a carboxyl group, -COORs, -CONHRs, -COR; s, - CONRsR1, SO2R5, or -CN,
    - Ra represents a carboxyl group, -COORs, -CONHRs, -CORs, - CONRsR2 or SO2Re,
    - R; and Rg, which may be identical or different, represent a straight or branched C1-C> 22 alkyl radical containing possibly 1 to 3 oxygen atoms; a C3a-Cg cycloalkyl radical, which is substituted or unsubstituted by C1-Ca alkyl radicals; said radicals R; and Rg possibly containing an alkylsulfonate radical in its acid or salified form or two hydroxyl radicals,
    - Z represents the group - (CH>) -, which is interrupted or not interrupted with -O-, -S- or —NR7-, and / or substituted or unsubstituted with one or two C1-Cse alkyl radicals,
    - R; is a C7-C5 alkyl radical possibly containing a radical
    —Alkylsulffonate in its acid or salified form or one or two hydroxyl radicals,
    - right 1-2; - m is 1-7; - | is 1-4; possibly with at least one or two of the radicals Ri, Ro, Rs, Rs and R; containing:
    - or an alkylsulfonate radical in its acid or salified form
    - or one or two hydroxyl radicals;
    with the proviso that:
    (i) when n = 2, one of the radicals R1, Rs; or Rg is a diradical alkyl or R; and R2 together with two nitrogen atoms form a
    - cyclic divalent radical - (CH2) m-;
    (ii) R; and R2 are not simultaneously a hydrogen atom;
    (iii) when R; 3 is -CN, in this case, at least one of the radicals R,;, R2 or Rg must contain an alkylsulfonate group in its acidic or salified form; (2) the merocyanine compounds selected from the group formed by the following molecules and also their salts and their geometric isomeric forms E, E-, E, Z- or Z, 2-
    Ç o WE
    AND
    N
    No v) | . v o Na O. ON SãO don o PÁ
    WAISTBAND
    N
    N (w) of
    IO
    AX Fe SS C s' seo o à oH “O AX
    NASA ONLY IF> Oo (2)
    Ho ON Ud (29) O
    N HO | CO Prá Pá IAN
    O (ai)
    OH
    S RE IND
    A Ho S (a)
    OH OH
    N Y 1 Y o. Y
    NAAS AD DIDI AAA o (ak) (al)
    OH N OH S À S o. OO
    NANA IN NOODO AAA o (am) (an)
    Y N RINDO BA A O NAN EIS S,
    The (ap) "N! PA! ASAP Non Ns O. ONO: SA Ls. O N = o te Ho A (ar)
    OH
    N
    À É oH
    S OR ONO WANDO o et, (as)
    OH
    THE
    OH S o O WA NS Non o
    AAA (at)
    OH
    N oH UU É m O, RAN RW aÁN N o Ho A, (au) o
    N | O) WAR SOM NAT OH HO YEAR RW no) M
    No. (av)
    N N
    W OM UI N o. From WAR RAN P $ º5Ó Y õ o (aw) o
    N | PRAY OH by AA RAR 1
    N o (ax)
    À À
    HO CUT HoTA RWANDA ASN A OH o o (ay)
    OH OH
    N N
    Ho AN ARA Ns NS AD AS NS OH o o (az)
    N N mM | oH 1 Yeah
    H H po ANNA RA AS FSP YES oH Oo o (ba)
    N | Ul OH ANNAPNZA oo o (bb)
    N OH U | O. oo We Ns, Ad NANA Ss. o (bc) OH v OH N S 1 TO UU
    RANA ANN SANTAS A VOO o o (ba) (be)
    N Ul o N =
    BG AO Ts
    HOT SN o (Df)
    oÃh ço N Pá Õ oH DNA Ss. (bi) O. OR ON A 2 Tr A ZD Ho So n Sy (ol) (bm)
    OH IX No% ot on
    H
    A A Dx N Ds N (bn) (bo)
    OO ORA OH Y =
    ONA ÓS
    SN bq) (bp) (
    [2]
    2. COMPOSITION, according to claim 1, characterized by the fact that the compounds of formula (|) are selected from those that meet the following conditions: R, designates hydrogen; a straight or branched C, -Csa alkyl radical containing possibly 1 to 3 oxygen atoms, R2 designates a C1-C alkyl radical, linear or branched g possibly containing 1 to 3 oxygen atoms or a C5-Cs cycloalkyl radical , R3 designates a -COORs, -CN or -CONHRs group, Ra designates a -COORs, -CONHRs or -SO2Rs group,
    Rs denotes a straight or branched C1-C12 alkyl radical possibly containing 1 to 3 oxygen atoms, equal to 1 or 2; with at least one or two of the radicals R1, Ro, R5, D containing: - or an alkylsulfonate radical in its acidic or salified form - or one or two hydroxyl radicals.
    [3]
    3. COMPOSITION, according to claim 2, characterized by the fact that the compounds of formula (1) containing at least one alkyl sulfonate group are selected from those that have the following formulas, and also their isomeric forms E, E, Z, Z, E, Z: NOR) YEAR L 1 N SO ONO SÃO NORA SW SeEO | H oo NH don NV>) | õ (a) (b) 9 Ron L q Ron Ono ASen o i í É v
    28. 28x Ss oo (oc) o (d) OH "Ron L" don Oo AAA TO Es CR (e) (0) Na ”SS 1 L, 04 L 9 Ro x ORAS, <Ae º nO are Ao W > | (9) N (h)
    o + o. 120 Na H o 7 [K o LV o. À O NO PÁ NE. "O o AAA A NO + do Na 'o O + (() Na oo 9 Ron L Ss S <SAR NO So N RE NO So | H>' | NNK) (K) O) Na o” Osio Ss e No OIsgr INSANA ONA Ts o | oo (m) oo WAR AN ADNeeo MORAR NANA | 1 or | H 6 oê oÊÉ o oo K nm) NS (o) oo AR A Neo SERRO NONO À don | K don |! (P) (q) No R q no À Ni QE NI —- QN SAR DO MA
    H PF Ú o o N (s) Hof 1 STOP ”” 28x oo (1)
    Hof 7 q Ron PO NEA IA and V)>>!
    N N (u)
    N |) No. No. o) and Pio
    [4]
    4. COMPOSITION, according to claim 2, characterized by the fact that the compounds of formula (1) containing hydroxyl groups are selected from those that have the following formulas:
    OH. XI N Oo HOP MORA S <il o (ab)
    OH | O. INN oH “o. CANAN ANANÃA INN oH Hom FAN ON ta) o OH OH “ANANDA“ ON ON A Ad edad o (ae) (af)
    OH No ado: Ad O. (ah) À Ho OH |
    [5]
    5. COMPOSITION, according to claim 1, characterized by the fact that the compounds of formula (II) are selected from those that meet the following conditions: R1, designates hydrogen; a linear or branched Cyi-C10 alkyl radical possibly containing 1 to 3 oxygen atoms, R2> designates a linear or branched C1-C10 alkyl radical containing possibly 1 to 3 oxygen atoms; a Cs-Cs cycloalkyl, R3 designates a -COOR group; or CN, Ra designates a -COOR group; or -SO2Rs, R; designates a linear or branched C1-C12 alkyl radical possibly containing 1 to 3 oxygen atoms, Z is - (CH7); - which may or may not be substituted with two CHs groups, equal 1 or 2; with at least one or two of the radicals Ri, Ra, Rs, Rs and R; containing: - or an alkylsulfonate radical in its acid or salified form - or one or two hydroxyl radicals.
    [6]
    6. COMPOSITION, according to claim 5, characterized by the fact that the compounds of formula (II) are selected from those that have the following formulas, and also their isomeric forms E, E, 2,2, E, Z:
    OH
    O O - A> oH IS THE DDD N of O AN oH N PASO) OS 2 6 Ho << o (bg) (bh) H o * IR AD oH P AT
    K EACH
    OH N AO OA 2 I to a. o (bi) (bk).
    [7]
    7. COMPOSITION according to one of Claims 1 to 6, characterized by the fact that the merocyanine UV screening agent (s) - hydrophilic or water-soluble are selected from the following compounds, and also their salts or forms isomeric EE, 27.7, E, Z: 8 '[0 o Na nO vw o o. S As Ap NY | Vo oo o (O Na ”
    H q OR RN MN or nda do PESOS Da o o (ab) (ac)
    OH
    N
    NS à Ho. 1 QRANGAA VOID NANÃ O YEARS Oo O (ak) (ai)
    OH N oH “U À o. OO N o. ANNA A YOAOS end
    SN o (am) (an)
    OH
    N or FR O. O. O. Ss OS WAR NN No Ho ANADA SS (and
    N (o) N oH
    PE
    H m o. RA A RW N ed
    N (au)
    N N MU Ú! | 1 OH from | O. oo RW Ns ANNAN A oo AAA, o o Di (bb) o OH nv OH
    NAAS TO OI NANA DA NO
    Y Y TO (bd) (be)
    OR O IO NR Tr AAÃ DE HOT Ó Sy no Sy (b) (bm)
    OH IX Nou o. ot on
    H d N Pr DOS to DADA S (bn) (bo)
    OR O OH H RO ASS HO Ag Pra SS “N (bg) (bp) |
    [8]
    8. COMPOSITION according to one of claims 1 to 7, characterized by the fact that the dibenzoylmethane derivative is 4- (tert-butyl) -4'-methoxydibenzoylmethane, or Butyl Methoxy Dibenzoylmethane or Avobenzone, having the following formula: o Oo FLIGHT.
    [9]
    9. COMPOSITION, according to one of claims 1 to 9, characterized by the fact that it also contains other organic sorting agents or active UVA and / or UVB minerals, which are water-soluble or fat-soluble, or even insoluble in the commonly used cosmetic solvents .
    [10]
    10. COMPOSITION, according to claim 9, characterized by the fact that additional organic screening agents are selected from among anthranylates; kinematic derivatives; salicylic derivatives; camphor derivatives; benzophenone derivatives; derivatives of B, B- diphenylacrylate; triazine derivatives; benzotriazole derivatives; benzalmalonate derivatives; benzimidazole derivatives; imidazolines; bis-benzazolyl derivatives; derivatives of p-aminobenzoic acid (PABA); derivatives of methylenebis (hydroxyphenylbenzotriazole); benzoxazole derivatives; screening polymers and screening silicones; dimers based on α-alkylstyrenes; 4,4 - diaryl-butadienes; fat soluble merocyanine derivatives; and their mixtures.
    [11]
    11. COMPOSITION, according to claim 10, characterized by the fact that the organic sorting agent (s) are selected from the following compounds: Ethylhexyl methoxycinnamate Homosalate, Ethylhexyl salicylate, Octocrylene, Phenylbenzimidazo sulfonic acid! Benzophenone-3, Benzophenone-4, Benzophenone-5, n-Hexyl 2- (4-diethylamino-2-hydroxybenzoyl) benzoate, 1,1 '- (1,4-Piperazinadiyl) bis [1- [2- [4- (diethylamino) -2-hydroxybenzoyl] phenyl | methanone] 4-methylbenzylidene camphor, Terephthalylidene dicphorous sulfonic acid, Phenyl dibenzimidazo tetrasulfonate! disodium, Ethylhexyl triazone,
    Bis (ethylhexyloxyphenol) methoxyphenyl triazine, Diethylhexylbutamido triazone, 2,4 6-Tris (biphenyl-4-i1) -1,3,5-triazine, 2,4 6-Tris (dineopentyl 4-aminobenzalmalonate) -s-triazine, 2 , 4,6-Tris- (diisobutyl 4: -aminobenzalmalonate) -s-triazine, 2,4-Bis (dineopentyl 4'-aminobenzalmalonate) -6- (n-butyl 4'-amino benzoate) -s-triazine, 2 , 4-Bis (n-butyl 4'-aminobenzoate) -6 - [(3- (1,3,3,3-tetramethyl-1- [(trimethylsilyl) oxy] -disiloxanylpropyl) amino] -s-triazine, Methylenebis (benzotriazolyl) tetramethylbutylphenol, Drometrizole trisiloxane, Polysilicone-15, Dineopentyl 4'-methoxybenzalmalonate, 1,1-Dicarboxy (2,2'-dimethylpropyl) -4,4-diphenyl-butadiene, 2,4-Bis [5-1 ( dimethylpropyl) benzoxazol-2-yl- (4-phenyl) imino] -6- (2-ethylhexyl) imino-1,3,5-triazine, and mixtures thereof.
    [12]
    12. COMPOSITION, according to claim 9, characterized by the fact that the additional mineral agents are coated or uncoated metal oxide pigments.
    [13]
    13. PROCESS FOR IMPROVING CHEMICAL STABILITY IN RELATION TO UV RADIATION, of at least one dibenzoylmethane derivative, as defined in one of claims 1 to 12, characterized by the fact that said dibenzoylmethane derivative is combined with an effective amount of a combination of at least one hydrophilic or water-soluble merocyanine UV screening agent or one of its salts or one of its isomeric forms E, E-, E, Z- or Z, 2- as defined in one of claims 1 to 7.
    [14]
    14. MEROCIANINE COMPOUND, characterized by the fact that they contain one or two alkylsulfonate radicals of formula (1), as defined in one of claims 1 to 3, selected from the following compounds, and also their salts or their isomeric forms E, E -, EZ-ouzZZ-: 9 o WII geo h, WAS Ns Í no oH H Tor | > | Di N (a) (b) Ron L 7 on O So A o | q os q 28x 28x (0) oro (d) o Ho 7 4.04 k 7 9.04 q RA OA To OS So | À 4 o x o a (e) O) Na ”o L o 9 o e To N de« om, N É | (9) N (h) healthy “Wing! H NANA DNÃA No O à ot) sane.
    H O o Add e + of Na; o 9 + 6) 6) No o o 9 Ron L SS 10H SRA NO SS N ES NO So
    H ! I! W N (k) O) Na ”o Ox 170
    NA we No Es AP Ê o o o (m) o SIR IN ADNgeo DIRIA NO DA geo | 1 or | H bro o DZ o o o o t K n) (o) o o qn WAR MANSO q RA WO, | 1 oH | 17oH Ú o W o (Pp) (q) oo in R 9 of SS 2 SN C as A WA SO o N o UV o (1) SN (s) oo Ho, É oÊ SA o ”28º of] o (O ) oooo no. EH oÊÉ V> the JR ”$ AÊ NON RA ONA So 1>> Il
    N N (u):
    [15]
    15. MEROCIANINE COMPOUNDS, characterized by the fact that they contain hydroxyl groups of formula (1), as defined in one of claims 1 and 4, selected from the following compounds, and also their salts or their isomeric forms E, E-, E , Z- or 2, Z-:
    OH AX:
    AAA DR AS LO Ho NS
    The (ab)
    OH | RN oH NS Ir IAN ANANA INN oH po AN CANTA ONA (ao) O (aa) O
    OH OH O. O “NOS N OR ON Ho DAN ADADÔEOOSÔ by ANNAN OO 9 o (ae) (af)
    OH> O. ox on Swim
    The (ah)
    HO
    OH
    [16]
    16. MEROCIANINE COMPOUNDS, characterized by the fact that they are of formula (II), as defined in one of the claims
    1,5 and 6, in particular those selected from the following compounds, and also their salts or isomeric forms E, E-, E, Z- or Z, Z-:
    GO TO A ”oH IS GO O N To OA, oH N PAS :) o Ho SE o (bg) (bh) or Lo O. IP NoH IS QN AN ANAN
    AND IN
    OH N YEAR o HOT St o (bj) (Pk).
    [17]
    17. MEROCIANINE COMPOUNDS, characterized by the fact that they are selected from the following compounds, and also their —salts and their isomeric forms E, E-, E, Z- or Z, 2-: Ss) Cs WE 7
    K
    IN
    No MV) - Vv. o Na ”O. OO O Prá on
    THE
    N
    N (w) o
    IO Oo. PAD CA Ne
    CPO | 'seO with OH
    O O, Ox Ad O
    PS Oo (2) Ho OO 00008 (ag) O
    N HO. | TD rá D OO
    O (ai)
    OH
    À NON et Ad OH á OH “À S O. Ds Ind MA! o (ak) (al)
    OH OH “À“ o. OO Id AAA o (am) (an) V N Rr IODO HINANA PO NANA EX Sy
    The (ap)
    À N da à | IT'S NANA No or Y Y AI WRWRNhN yo NANA Ho S (air)
    OH
    N oh kh N INN INR NAN Ny AA 9
    N (as)
    OH
    N oh EP AKI O is for ANNA DNA S o (at)
    OH
    Huh. over there
    N AAA AN AAA o (au) v o | O) LAUGHING SOTO VDOoH HO ANO WAR NO | 3 N (av)
    N N À or À + RA Na. Oo O (aw) h o | RA A OH Ho RA N
    O (ax)
    À À À Et K HoTA NWA NO ANN ADA NI NOH o O (ay)
    OH OH
    N N
    SN Ho AN RAR NS ANS ADA SS NS OH o o (az)
    N N to W) | OH II! -
    H H Ho ANN RAR NA A FZ SN oH o O (ba)
    N | UU OH ANANDA oo Oo (bb)
    N OH Ul | O. oxtdo WAA NS
    AA ANADNÃ Ss o (bc)
    OH
    OH N N
    À À À
    NANA DNA NATO NANA GETS OO Oo o (bd) (be)
    N Il o N
    CAN ARROW
    HOT SN o (bf) oa o Don don Pa
    SN (bi) [oo] IR On y r DO
    N Z O A HOT Se Ho Sy (bl) (bm) oH XT Nou% ot on
    H As AS
    SN SN (bn) (bo)
    ON ON OH H RP H Ho. Z
    ANÇOA ASS 9º Sy
    N (ba) (bp).
    Summary “COMPOSITION, PROCESS TO IMPROVE STABILITY
    CHEMISTRY IN RELATION TO UV RADIATION AND MEROCYANIN COMPOUNDS ”The present invention relates to a composition containing a combination i) of at least one screening agent of the type derived from dibenzoylmethane and ii) of at least one particular UV screening agent of merocyanine particular hydrophilic or water-soluble, in particular that corresponds to one of the following formulas (1) or (Il): Ra a "R; 3 | po Nero |" h R, ZORT7AS (0) 2 7 4 where at least one or two of the radicals contain: - or an alkylsulfonate radical in its acid or salified form - or one or two hydroxyl radicals. The present invention also deals with a process for the photostabilization of radiation with at least one screening agent of the type derived from dibenzoylmethane with an effective amount of at least one hydrophilic or water-soluble merocyanine UV screening agent, in particular that corresponds to one of the formulas ( 1) or (Il).
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    FR2922889A1|2009-05-01|S-TRIAZINE DERIVATIVES HAVING AT LEAST 2 SILANIC AMINOBENZOATE OR SILANIC AMINOBENZAMIDE PARTICLE GROUPS; PHOTOPROTECTIVE COSMETIC COMPOSITIONS CONTAINING THESE DERIVATIVES; USES OF THESE DERIVATIVES.
    FR2902652A1|2007-12-28|Cosmetic composition comprises a dibenzoylmethane UV-A filter and an aromatic ester
    ES2380368T3|2012-05-11|Cosmetic composition containing the association of a siliconized S-triazine substituted by two aminobenzoate or aminobenzamide groups and a UV filter of the non-siliconized lipophilic triazine
    US20080008669A1|2008-01-10|Photostable sunscreen compositions comprising cinnamate ester UV-B filters and s-triazine compounds
    WO2012119860A1|2012-09-13|Cosmetic composition containing a dibenzoylmethane derivative and a monoester-monoamide compound of methylsuccinic acid; process for photostabilizing a dibenzoylmethane derivative
    JP2008001706A|2008-01-10|Cosmetic composition containing dibenzoylmethane derivative and arylalkylamide or ester compound, method for photo-stabilizing dibenzoylmethane derivative
    FR2973233A1|2012-10-05|Cosmetic process, useful for filtering UV rays, comprises applying, on a surface of a keratinous material, preferably skin and/or hair, a cosmetic composition comprising betaine salicylate in a medium
    FR2888113A1|2007-01-12|Cosmetic composition to manufacture care, make-up and cosmetic products for skin, lips, nails, hair, lashes, eyebrows and/or scalp, comprises a benzylidene compound in a medium
    FR3001132A1|2014-07-25|Dermatological composition, useful e.g. for caring and/or making up of a keratin material, comprises an oily phase, a merocyanine compound and a UVA-screening agent, e.g. an amino-substituted 2-hydroxybenzophenone compound
    FR2902650A1|2007-12-28|Cosmetic composition comprises a dibenzoylmethane UV-A filter and an aromatic amide
    BR112012004218A2|2021-08-03|composition and photostabilization process
    BR112012004218B1|2021-12-07|COMPOSITION AND PHOTOSTABILIZATION PROCESS
    同族专利:
    公开号 | 公开日
    WO2011113718A1|2011-09-22|
    CN102883704A|2013-01-16|
    US9162976B2|2015-10-20|
    US20130058990A1|2013-03-07|
    JP2013522259A|2013-06-13|
    US20160058682A1|2016-03-03|
    BR112012023232B1|2021-03-23|
    EP2547313A1|2013-01-23|
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    法律状态:
    2020-11-03| B06U| Preliminary requirement: requests with searches performed by other patent offices: procedure suspended [chapter 6.21 patent gazette]|
    2021-02-23| B09A| Decision: intention to grant [chapter 9.1 patent gazette]|
    2021-03-23| B16A| Patent or certificate of addition of invention granted [chapter 16.1 patent gazette]|Free format text: PRAZO DE VALIDADE: 10 (DEZ) ANOS CONTADOS A PARTIR DE 23/03/2021, OBSERVADAS AS CONDICOES LEGAIS. |
    优先权:
    申请号 | 申请日 | 专利标题
    FR1051823|2010-03-15|
    FR1051823A|FR2957250B1|2010-03-15|2010-03-15|COMPOSITION CONTAINING DIBENZOYLMETHANE FILTER AND HYDROPHILIC OR WATER SOLUBLE MEROCYANINE UV FILTER; METHOD FOR PHOTOSTABILIZING THE DIBENZOYLMETHANE FILTER|
    FR1058690|2010-10-22|
    FR1058690|2010-10-22|
    FR1059756|2010-11-25|
    FR1059756A|FR2967900A1|2010-11-25|2010-11-25|Composition for protecting from sun or make up of skin, lips or hair comprises UV screening system comprising dibenzoylmethane derivative; and specific hydrophilic or water-soluble merocyanine UV-screening agent|
    PCT/EP2011/053376|WO2011113718A1|2010-03-15|2011-03-07|Composition containing a dibenzoylmethane screening agent and a hydrophilic or water-soluble merocyanin uv-screening agent; process for photostabilizing the dibenzoylmethane screening agent|
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