Depot preparations

Abstract

The present invention relates to depot preparations for the targeted release of an aldehyde together with two carboxylic acids, where the released aldehydes are organoleptic substances, specifically fragrances or flavorings, and these depot preparations are prepared by reacting aldehydes with carboxylic anhydrides.

What is claimed is:  
     
         1 . Depot preparation comprising at least one compound of the formula (I)  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1 , R 2  and R 3 , independently, are an organic radical having 1 to 30 carbon atoms, and  
 wherein the compound of the formula (I) releases an aldehyde and two carboxylic acids following hydrolysis or enzymatic cleavage.  
 
     
     
         2 . A depot preparation according to  claim 1 , wherein 
 R 1  is a saturated or unsaturated, linear or branched, alicyclic or aromatic radical having 1 to 18 carbon atoms,    R 2  and R 3 , independently are a saturated or unsaturated, linear or branched, alicyclic or aromatic radical having 1 to 22 carbon atoms,    or R 2  and R 3  together form a saturated or unsaturated, branched or unbranched carbocyclic or aromatic ring of 3 to 10 carbon atoms.    
     
     
         3 . A depot preparation according to  claim 1 , wherein R 1  releases an aldehyde which has a molecular weight of from 100 g/mol to 350 g/mol.  
     
     
         4 . A depot preparation according to  claim 3 , wherein R 1  releases an aldehyde which has a molecular weight of from 120 g/mol to 270 g/mol.  
     
     
         5 . A fragrance comprising a depot preparation having at least one compound of the formula (I)  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1 , R 2  and R 3 , independently, are an organic radical having 1 to 30 carbon atoms, and  
 wherein the compound of the formula (I) releases an aldehyde and two carboxylic acids following hydrolysis or enzymatic cleavage  
 and an extract from natural raw materials, hydrocarbons, aliphatic alcohols, aliphatic ketones, aliphatic nitriles, aliphatic carboxylic acids, acyclic terpene alcohols, acyclic terpene aldehydes, cyclic terpene aldehydes, cyclic alcohols, cycloaliphatic alcohols, cyclic or cycloaliphatic ethers, cyclic ketones, cycloaliphatic aldehydes or ketones, esters of cyclic alcohols or carboxylic acids, aromatic hydrocarbons, araliphatic alcohols, esters of araliphatic alcohols with aliphatic carboxylic acids, aromatic or araliphatic aldehydes, ketones or carboxylic acids, nitrogen-containing, aromatic compounds, phenols, phenyl ethers or phenyl esters, heterocyclic compounds or lactones.  
 
     
     
         6 . A fragrance according to  claim 5 , wherein the fragrance is undiluted in liquid form or diluted with a solvent.  
     
     
         7 . A fragrance according to  claim 5 , wherein the fragrance is adsorbed to a carrier substance.  
     
     
         8 . A fragrance according to  claim 5 , wherein the fragrance is microencapsulated, spray-dried, in the form of inclusion complexes or extrusion products.  
     
     
         9 . A perfume oil comprising a depot preparation having at least one compound of the formula (I)  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1 , R 2  and R 3 , independently, are an organic radical having 1 to 30 carbon atoms, and  
 wherein the compound of the formula (I) releases an aldehyde and two carboxylic acids following hydrolysis or enzymatic cleavage  
 and an extract from natural raw materials, hydrocarbons, aliphatic alcohols, aliphatic ketones, aliphatic nitrites, aliphatic carboxylic acids, acyclic terpene alcohols, acyclic terpene aldehydes, cyclic terpene aldehydes, cyclic alcohols, cycloaliphatic alcohols, cyclic or cycloaliphatic ethers, cyclic ketones, cycloaliphatic aldehydes or ketones, esters of cyclic alcohols or carboxylic acids, aromatic hydrocarbons, araliphatic alcohols, esters of araliphatic alcohols with aliphatic carboxylic acids, aromatic or araliphatic aldehydes, ketones or carboxylic acids, nitrogen-containing, aromatic compounds, phenols, phenyl ethers or phenyl esters, heterocyclic compounds or lactones.  
 
     
     
         10 . A perfume oil according to  claim 9 , wherein the perfume oil is undiluted in liquid form or diluted with a solvent.  
     
     
         11 . A perfume oil according to  claim 9 , wherein the perfume oil is adsorbed to a carrier substance.  
     
     
         12 . A perfume oil according to  claim 9 , wherein the perfume oil is microencapsulated, spray-dried, in the form of inclusion complexes or extrusion products.  
     
     
         13 . A cosmetic care product comprising a depot preparation having at least one compound of the formula (I)  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1 , R 2  and R 3 , independently, are an organic radical having 1 to 30 carbon atoms, and  
 wherein the compound of the formula (I) releases an aldehyde and two carboxylic acids following hydrolysis or enzymatic cleavage.  
 
     
     
         14 . A food product comprising a depot preparation having at least one compound of the formula (I)  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1 , R 2  and R 3 , independently, are an organic radical having 1 to 30 carbon atoms, and  
 wherein the compound of the formula (I) releases an aldehyde and two carboxylic acids following hydrolysis or enzymatic cleavage.  
 
     
     
         15 . A packaging product comprising a depot preparation having at least one compound of the formula (I)  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1 , R 2  and R 3 , independently, are an organic radical having 1 to 30 carbon atoms, and  
 wherein the compound of the formula (I) releases an aldehyde and two carboxylic acids following hydrolysis or enzymatic cleavage.  
 
     
     
         16 . A process for the preparation of compounds of the formula (I)  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1 , R 2  and R 3 , independently, are an organic radical having 1 to 30 carbon atoms, and  
 wherein the compound of the formula (I) releases an aldehyde and two carboxylic acids following hydrolysis or enzymatic cleavage  
 comprising the step of reacting an aldehyde with a carboxylic anhydride if R 2 =R 3  in the presence of a catalytic amount of an acid.  
 
     
     
         17 . A process for the preparation of compounds of the formula (I)  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1 , R 2  and R 3 , independently, are an organic radical having 1 to 30 carbon atoms, and  
 wherein the compound of the formula (I) releases an aldehyde and two carboxylic acids following hydrolysis or enzymatic cleavage  
 comprising the step of reacting an aldehyde with a 1:1 mixture of two carboxylic anhydrides, if R 2 ≠R 3 , in the presence of a catalytic amount of an acid.