Photo-stable cosmetic or dermatological compositions

Abstract

Disclosed is the use of an effective photo-stabilizing amount of stabilizing agent (a) selected from a diphenylacrylate UV filter (a 1 ), a benzylidene cmphor derivative (a 2 ), an organosiloxane comprising benzalemalonate groups (a 3 ), a fluoren derivative (a 4 ), and a naphthalene dicarboxylic acid derivative (a 5 ) for improving the stability with respect to UV radiation of a cosmetic or dermatological composition comprising a UV filter combination of at least one dibenzoylmethane derivative (b) and of at least one specific amino-substituted 2-hydroxybenzophenone derivative (c).

1 . A method for improving the UV stability of a cosmetic or dermatological composition comprising adding to said composition an effective photo-stabilizing amount of a UV filter combination wherein said combination is
 (a) a stabilizing agent selected from the group consisting of benzylidene camphor derivative (a 2 );   an organosiloxane comprising benzalemalonate groups (a 3 ),   a fluoren derivative (a 4 ),   a naphthalene dicarboxylic acid derivative (a 5 ),   a natural occurring stabilizer (a 6 ); and   a phenolic antioxidant (a 7 );   (b) at least one dibenzoylmethane derivative;   and   (c) at least one specific amino-substituted 2-hydroxybenzophenone derivative.   
     
     
         2 . A method according to  claim 1  wherein the benzylidene camphor derivative (a2) is p-methylbenzylidene camphor. 
     
     
         3 . A method according to  claim 1 , wherein the organosiloxane comprising benzalemalonate groups (a 3 ) corresponds to the formula 
       
         
           
           
               
               
           
         
       
       wherein
 R is C 1 -C 10 alkyl; phenyl; or 3,3,3-trifluoropropyl, at least 80% of the number of the R radicals being methyl radicals; 
 r is an integer from 0 to 200; 
 s is an integer from 0 to 50; 
 u is an integer from 1 to 20; 
 t is an integer from 0 to 20; wherein t+u is equal to or greater than 3; and 
 A and/or B is a benzalemalonate radical. 
 
     
     
         4 . A method according to  claim 1 , wherein the fluorein derivative (a 4 ) is selected from the group consisting of derivatives of cyano(9H-fluoren-9-ylidene)acetic acid, and diesters and polyesters of 9H-fluoren-ylidenemalonic acid. 
     
     
         5 . A method according to  claim 1 , wherein the naphthalene dicarboxylic acid derivative (a 5 ) corresponds to the formula 
       
         
           
           
               
               
           
         
       
       wherein
 R 1  is a radical of formula 
 
       
         
           
           
               
               
           
         
         k is 1 to 13; and 
         R 2  is selected from the group consisting of a compound of formula (4a), or C 1 -C 22 alkyl. 
       
     
     
         6 . A method according to  claim 1 , wherein the natural occurring stabilizer (a 6 ) is selected from the group consisting dragosine, green tea concentrate and grape seed extract. 
     
     
         7 . A method according to  claim 1  wherein the stabilizing agent (a) is used in a concentration from 1 to 10 weight % based on total weight of the cosmetic or dermatological composition. 
     
     
         8 . A method according to  claim 1  wherein the dibenzoylmethane derivative (b) is 4-tert-butyl-4′-methoxydibenzoylmethane. 
     
     
         9 . A method according to  claim 1  wherein the 2-hydroxybenzophenone derivative (c) corresponds to formula 
       
         
           
           
               
               
           
         
       
       wherein
 R 1  and R 2 , independently from each other are hydrogen; C 1 -C 30 alkyl; C 2 -C 10 alkenyl; C 3 -C 10  cycloalkyl; or C 3 -C 10 cycloalkenyl; or 
 R 1  and R 2  together form, with the nitrogen atom to which they are bonded, a 5- or 6-membered heterocyclic ring member; 
 R 3  and R 4 , independently from each other, are each C 1 -C 20 alkyl; C 2 -C 10 alkenyl; C 3 -C 10 cycloalkyl; C 3 -C 10 cycloalkenyl; C 1 -C 12 alkoxy; (C 1 -C 20 )alkoxycarbonyl; C 1 -C 12 alkylamino; di(C 1 -C 12 )alkylamino; an aryl or a heteroaryl radical which is optionally substituted; or a water-solubilizing substituent selected from a carboxylate group, a sulfonate group or an ammonium residue; 
 X is hydrogen; —COOR 5 ; or —CONR 6 R 7 ; 
 R 5 , R 6  and R 7 , independently from each other, are hydrogen; C 1 -C 20 alkyl; C 2 -C 10 alkenyl; C 3 -C 10 cycloalkyl; C 3 -C 10 cycloalkenyl, —(Y′O) 0 —Z′; or aryl; 
 Y′ is —(CH 2 ) 2 —; —(CH 2 ) 3 —; —(CH 2 ) 4 —; or —CH—(CH 3 )—CH 2 —; 
 Z′ is —CH 2 —CH 3 ; —CH 2 —CH 2 CH 3 ; —CH 2 CH 2 —CH 2 —CH 3  or —CH(CH 3 )—CH 3 ; 
 n is an integer from 0 to 3; and 
 o is an integer from 1 to 2. 
 
     
     
         10 . A method according to  claim 10 , wherein the 2-hydroxybenzophenone derivative (c) corresponds to formula 
       
         
           
           
               
               
           
         
       
       wherein
 R 1  and R 2 , independently from each other, are hydrogen; or C 1 -C 3 alkyl; or together form, with the nitrogen atom to which they are bonded, a 5- or 6-membered heterocyclic ring member; and 
 R 5  is hydrogen; C 1 -C 5 alkyl; or a C 3 -C 6 cycloalkyl. 
 
     
     
         11 . A method according to  claim 10 , wherein the 2-hydroxybenzo-phenone derivative (c) corresponds to formula 
       
         
           
           
               
               
           
         
       
     
     
         12 . A method according to  claim 1  wherein the cosmetic or dermatological composition comprises at least
 1.0 to 10 weight % of a stabilizing agent (a) as defined in  claim 1  based on total weight of said composition, 
 2.0 to 5 weight % of a dibenzoylmethane derivative (b) based on total weight of said composition; and 
 0.3 to 10 weight % of an amino-substituted 2-hydroxybenzophenone derivative (c) based on total weight of said composition. 
 
     
     
         13 . A cosmetic or dermatological composition comprising at least
 1.0 to 10 weight % of a stabilizing agent (a) as defined in  claim 1  based on total weight of said composition;   2.0 to 5 weight % of a dibenzoylmethane derivative UV filter (b) based on total weight of said composition; and   0.3 to 10 weight % of an amino-substituted 2-hydroxybenzophenone derivative UV filter (c) based on total weight of said composition.