Use of vanillin derivatives as a preservative, preservation method, compounds, and composition

Abstract

The present invention relates to the use, in a cosmetic, dermatological or pharmaceutical composition, of at least one compound of formula (I): in which: R2 represents a hydrogen atom or a methyl or ethyl radical; R3 represents a linear C1-C12 alkyl radical, optionally substituted with a hydroxyl group; or a linear C2-C12 alkenyl radical, optionally substituted with a hydroxyl group; as a preserving agent. The invention also relates to certain novel compounds and to the cosmetic, dermatological or pharmaceutical compositions comprising them.

1 . Use as a preserving agent, in particular in a cosmetic, dermatological, pharmaceutical, nutraceutical or oral cosmetic composition, of at least one compound of formula (I): 
       
         
           
           
               
               
           
         
       
       in which:
 either R2 represents a hydrogen atom and R3 represents a linear C1-C6 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C6 alkenyl radical (C═C unsaturated), or alternatively a linear C2-C12 alkenyl radical optionally substituted with a hydroxyl group; 
 or R2 represents a methyl or ethyl radical and R3 represents a linear C1-C12 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C12 alkenyl radical (C═C unsaturated), optionally substituted with a hydroxyl group. 
 
     
     
         2 . Use according to  claim 1 , in which the compounds correspond to the formula (I), in which:
 (i) R2 is H and R3 represents a methyl, ethyl, propyl, butyl or pentyl radical, optionally substituted with an OH and especially of structure —CH2-CH(OH)—R5 with R5 representing a linear C1-C4 alkyl radical; or a C2-C6 alkenyl radical, especially a radical —CH═CH—R4 with R4 representing a linear C1-C4 alkyl radical; or   (ii) R2 represents CH3 and R3 represents (i) a C1-C10 alkyl radical, especially methyl, ethyl, propyl, butyl, pentyl or hexyl; (ii) a C2-C10 alkenyl radical, especially a radical —CH═CH—R4 with R4 representing a linear C1-C6 alkyl radical; or alternatively (iii) a hydroxyalkyl radical of structure —CH2-CH(OH)—R5 with R5 representing a linear C1-C10 and preferably C4-C10 alkyl radical.   
     
     
         3 . Use according to  claim 1 , in which the compound of formula (I) is chosen from the following compounds: 
       
         
           
           
               
               
           
         
       
     
     
         4 . Use according to  claim 1 , in which the compound of formula (I), alone or as a mixture, is present in a proportion of from 0.01% to 5% by weight and especially 0.1% to 2.5% by weight, relative to the weight of the composition. 
     
     
         5 . Use according to Claim  1 , in which the composition comprises a physiologically acceptable medium which comprises at least one ingredient chosen from silicone fatty substances such as silicone oils, gums and waxes; non-silicone fatty substances such as oils, pastes and waxes of plant, mineral, animal and/or synthetic origin; fatty acids having from 8 to 32 carbon atoms; synthetic esters and ethers, in particular of formula R1COOR2 and R1OR2 in which R1 represents the residue of a fatty acid comprising from 8 to 29 carbon atoms, and R2 represents a branched or unbranched hydrocarbon-based chain containing from 3 to 30 carbon atoms; linear or branched hydrocarbons of mineral or synthetic origin; fatty alcohols having from 8 to 26 carbon atoms; water; C2-C6 alcohols; glycols such as propylene glycol, ketones; thickeners, emulsifiers, surfactants, gelling agents, active cosmetic agents, fragrances, fillers, dyestuffs, moisturizers, vitamins and polymers. 
     
     
         6 . Use according to  claim 1 , in which the composition is in the form of a product for making up the skin of the face, body or lips; an aftershave gel or lotion; a hair-removing cream; a body hygiene composition such as a shower gel or a shampoo; a pharmaceutical composition; a solid composition such as a soap or a cleansing bar; an aerosol composition also comprising a pressurized propellent; a hair-setting lotion, a hair-styling cream or gel, a dyeing composition, a hair-restructuring lotion, a permanent-wave composition, a lotion or a gel for combating hair loss; or a composition for oro dental use. 
     
     
         7 . Process for preserving a cosmetic, dermatological, pharmaceutical, nutraceutical or oral cosmetic composition, wherein it consists in incorporating into the said composition at least one compound of formula (I) as defined in  claim 1 . 
     
     
         8 . Compound of formula (I′): 
       
         
           
           
               
               
           
         
       
       in which:
 either R2 represents a hydrogen atom and R3 represents a linear C2-C6 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C6 alkenyl radical (C═C unsaturated), or alternatively a linear C2-C12 alkenyl radical optionally substituted with a hydroxyl group; 
 or R2 represents a methyl or ethyl radical and R3 represents a linear C1-C12 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C12 alkenyl radical (C═C unsaturated), optionally substituted with a hydroxyl group. 
 
     
     
         9 . Compound according to  claim 8 , in which:
 (i) R2 is H and R3 represents an ethyl, propyl, butyl or pentyl radical, optionally substituted with an OH and especially of structure —CH2-CH(OH)—R5 with R5 representing a linear C1-C4 alkyl radical; or a C2-C6 alkenyl radical, especially a radical —CH═CH—R4 with R4 representing a linear C1-C4 alkyl radical; or   (ii) R2 represents CH3 and R3 represents (i) a C1-C10 alkyl radical, especially methyl, ethyl, propyl, butyl, pentyl or hexyl; (ii) a C2-C10 alkenyl radical, especially a radical —CH═CH—R4 with R4 representing a linear C1-C6 alkyl radical; or alternatively (iii) a hydroxyalkyl radical of structure —CH2-CH(OH)—R5 with R5 representing a linear C1-C10 and preferably C4-C10 alkyl radical.   
     
     
         10 . Compound according to  claim 8 , of formula: 
       
         
           
           
               
               
           
         
       
     
     
         11 . Cosmetic, dermatological or pharmaceutical composition comprising at least one compound of formula (I): 
       
         
           
           
               
               
           
         
       
       in which:
 either R2 represents a hydrogen atom and R3 represents a linear C1-C6 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C6 alkenyl radical (C═C unsaturated), or alternatively a linear C2-C12 alkenyl radical optionally substituted with a hydroxyl group; 
 or R2 represents a methyl or ethyl radical and R3 represents a linear C1-C12 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C12 alkenyl radical (C═C unsaturated), optionally substituted with a hydroxyl group. 
 
     
     
         12 . Nutraceutical or oral cosmetic composition comprising at least one compound of formula (I): 
       
         
           
           
               
               
           
         
       
       in which:
 either R2 represents a hydrogen atom and R3 represents a linear C1-C6 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C6 alkenyl radical (C═C unsaturated), or alternatively a linear C2-C12 alkenyl radical optionally substituted with a hydroxyl group; 
 or R2 represents a methyl or ethyl radical and R3 represents a linear C1-C12 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C12 alkenyl radical (C═C unsaturated), optionally substituted with a hydroxyl group. 
 
     
     
         13 . Composition according to  claim 11 , in which the compound of formula (I) is chosen from the compounds of formula (I′): 
       
         
           
           
               
               
           
         
       
       in which:
 either R2 represents a hydrogen atom and R3 represents a linear C2-C6 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C6 alkenyl radical (C═C unsaturated), or alternatively a linear C2-C12 alkenyl radical optionally substituted with a hydroxyl group; 
 or R2 represents a methyl or ethyl radical and R3 represents a linear C1-C12 alkyl radical (saturated), optionally substituted with a hydroxyl group; or a linear C2-C12 alkenyl radical (C═C unsaturated), optionally substituted with a hydroxyl group. 
 
     
     
         14 . Composition according to  claim 11 , in which the compound of formula (I), alone or as a mixture, is present in a proportion of from 0.01% to 5% by weight and especially 0.1% to 2.5% by weight, relative to the weight of the composition. 
     
     
         15 . Composition according to  claim 11 , comprising a physiologically acceptable medium which comprises at least one ingredient chosen from silicone fatty substances such as silicone oils, gums and waxes; non-silicone fatty substances such as oils, pastes and waxes of plant, mineral, animal and/or synthetic origin; fatty acids having from 8 to 32 carbon atoms; synthetic esters and ethers, in particular of formula R1COOR2 and R1OR2 in which R1 represents the residue of a fatty acid comprising from 8 to 29 carbon atoms, and R2 represents a branched or unbranched hydrocarbon-based chain containing from 3 to 30 carbon atoms; linear or branched hydrocarbons of mineral or synthetic origin; fatty alcohols having from 8 to 26 carbon atoms; water; C2-C6 alcohols; glycols such as propylene glycol, ketones; thickeners, emulsifiers, surfactants, gelling agents, active cosmetic agents, fragrances, fillers, dyestuffs, moisturizers, vitamins and polymers. 
     
     
         16 . Composition according to  claim 11 , which is in the form of a product for making up the skin of the face, body or lips; an aftershave gel or lotion; a hair-removing cream; a body hygiene composition such as a shower gel or a shampoo; a pharmaceutical composition; a solid composition such as a soap or a cleansing bar; an aerosol composition also comprising a pressurized propellent; a hair-setting lotion, a hair-styling cream or gel, a dyeing composition, a hair-restructuring lotion, a permanent-wave composition, a lotion or a gel for combating hair loss; or a composition for oro-dental use. 
     
     
         17 . Use according  claim 2 , in which the compound of formula (I) is chosen from the following compounds: 
       
         
           
           
               
               
           
         
       
     
     
         18 . Use according to  claim 2 , in which the compound of formula (I), alone or as a mixture, is present in a proportion of from 0.01% to 5% by weight and especially 0.1% to 2.5% by weight, relative to the weight of the composition. 
     
     
         19 . Use according to  claim 3 , in which the compound of formula (I), alone or as a mixture, is present in a proportion of from 0.01% to 5% by weight and especially 0.1% to 2.5% by weight, relative to the weight of the composition. 
     
     
         20 . Use according to  claim 2 , in which the composition comprises a physiologically acceptable medium which comprises at least one ingredient chosen from silicone fatty substances such as silicone oils, gums and waxes; non-silicone fatty substances such as oils, pastes and waxes of plant, mineral, animal and/or synthetic origin; fatty acids having from 8 to 32 carbon atoms; synthetic esters and ethers, in particular of formula R1COOR2 and R1OR2 in which R1 represents the residue of a fatty acid comprising from 8 to 29 carbon atoms, and R2 represents a branched or unbranched hydrocarbon-based chain containing from 3 to 30 carbon atoms; linear or branched hydrocarbons of mineral or synthetic origin; fatty alcohols having from 8 to 26 carbon atoms; water; C2-C6 alcohols; glycols such as propylene glycol, ketones; thickeners, emulsifiers, surfactants, gelling agents, active cosmetic agents, fragrances, fillers, dyestuffs, moisturizers, vitamins and polymers.