Photoresponsive fragrances

Abstract

This invention provides fragrance compositions comprising a carrier solution used for cleaning purposes or for topical administration and nonfragrant photoresponsive agents that are capable of undergoing intramolecular photorearrangements to release a fragrance. The photoresponsive fragrance composition may comprise the prephotorearrangement first fragrance agent, the photorearranged and released fragrance agent, a combination of the first and second agents, or any of the above in combination with a known fragrance agent.

1 . A composition for variably releasing fragrances comprising in combination: 
 (a) a first organic agent that undergoes an intramolecular photochemical rearrangement that is induced by sunlight radiation to release a fragrance or form a second agent that is a fragrance; and    (b) a carrier for topical administration to skin or hair or administration to articles of clothing and other textiles via washing or spraying methods.    
     
     
         2 . A photoresponsive fragrance composition comprising: 
 (a) a compound having the formula                          wherein 
 R 1  is substituted ester (—OC(O)R 12 ), substituted phosphate (—OP(O) (R 19  )(OR 20 ), substituted thiol (—S—R 12 ), substituted amine (—NH—R 12 ) or an other substituted chemical group covalently linked to a fragrance or fragrance molecule;  
 R 2 , R 3 , R 4 , R 5 , and R 6  are independently hydrogen, hydroxy, alkyl, aryl, alkoxy or substituted alkoxy;  
 R 7 , R 8 , R 9 , R 10 , and R 11  are independently hydrogen, alkyl, aryl, alkoxy or substituted alkoxy;  
 R 12 , is a fragrance or molecule that imparts a fragrance;  
 R 19  is a hydrogen and R 20  is a fragrance or molecule that imparts a fragrance or R 19  is a fragrance or molecule that imparts a fragrance and R 20  is a hydrogen  
 wherein at least one of R 2  or R 6  is hydrogen;  
 wherein at least one of R 2 , R 3 , R 4 , R 5 , or R 6  is hydroxy or substituted alkoxy; and  
   (B) a carrier for topical administration to skin or hair or direct administration to articles of clothing or other textiles.    
     
     
         3 . A photoresponsive fragrance composition comprising: 
 (A) a sunlight absorbing compound having the formula                          wherein 
 R 2 , R 3 , R 4 , and R 5  are independently hydrogen, hydroxy (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 7 , R 8 , R 9 , R 10 , and R 11 , are independently hydrogen, (C 1-20 )alkyl, (C 5-12 ) aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 wherein at least one of R 2 , R 3 , R 4 , or R 5  is hydroxy or substituted (C 1-20 )alkoxy;  
   (B) a carrier for topical administration to skin or hair, or direct administration to articles of clothing or other textiles;    (C ) a fragrance or fragrance molecule.    
     
     
         4 . A composition useful for releasing fragrances of a desired scent comprising: 
 (A) a compound having the formula                          wherein 
 R 1  is substituted ester (—OC(O)R 12 ), substituted phosphate (—OP(O) (R 19 )(OR 20 ), substituted thiol (—S—R 12 ), substituted amine (—NH—R 12 ) or an other substituted chemical group covalently linked to a fragrance or fragrance molecule  
 R 2 , R 3 , R 4 , R 5 , and R 6  are independently hydrogen, hydroxy, alkyl, aryl, alkoxy, or substituted alkoxy;  
 R 7 , R 8 , R 9 , R 10 , and R 11  are independently hydrogen, alkyl, aryl, alkoxy, or substituted alkoxy;  
 R 12  is a fragrance or fragrance molecule;  
 R 19  is hydrogen or a fragrance molecule; and  
 R 20  is hydrogen or a fragrance molecule wherein at least one of R 2  or R 6  is hydrogen; wherein at least one of R 2 , R 3 , R 4 , R 5  or R 6  is hydroxy or substituted alkoxy; and  
   (B) a carrier for topical administration to skin or hair or direct administration to articles of clothing and other textiles.    
     
     
         5 . The composition according to  claim 4  further comprising an auxiliary fragrance agent having a different fragrance than the photoreleased fragrance.  
     
     
         6 . The composition according to  claim 4  further comprising a photo rearranged product having a desirable fragrance.  
     
     
         7 . A composition useful for releasing a desirable fragrance comprising: 
 (A) an sunlight absorbing compound having the formula                          wherein 
 R 2 , R 3 , R 4 , and R 5  are independently hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 7 , R 8 , R 9 , R 10 , and R 11 , are independently is hydrogen, (C 1-20  )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 wherein at least one of R 2 , R 3 , R 4 , or R 5  is hydroxy or substituted (C 1-20 )alkoxy and  
   (B) a carrier for topical administration or direct administration to articles of clothing and other textiles or via routine washing.    
     
     
         8 . The composition according to  claim 7  wherein 
 R 2  is hydrogen;    R 3  is hydrogen, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;    R 4 is hydrogen;    R 5  is (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;    R 7  is hydrogen;    R 8  is hydrogen;    R 9  is hydrogen;    R 10  is hydrogen; and    R 1  is hydrogen.    
     
     
         9 . The composition according to  claim 7  further comprising an auxiliary fragrance agent having a different fragrance than compound (A).  
     
     
         10 . A photoresponsive fragrance composition comprising: 
 (A) a compound having the formula                          wherein 
 R 1  is substituted ester (—OC(O)R 12 ), substituted phosphate (—OP(O)(R 19 )(OR 20 ), substituted thiol (—S—R 12 ), substituted amine (—NH—R 12 ) or an other substituted chemical group covalently linked to a fragrance or fragrance molecule.;  
 R 2  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 3  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 4  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 5  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 6  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 7  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 8  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 9  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 10  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 11  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy or substituted (C 1-20 )alkoxy;  
 R 12 , is a fragrance or molecule that imparts a fragrance;  
 R 19  is hydrogen or a fragrance molecule;  
 R 20  is hydrogen or a fragrance molecule;  
 wherein at least one of R 2  or R 6  is hydrogen;  
 wherein at least one of R 2 , R 3 , R 4 , R 5 , or R 6  is hydroxy or substituted (C 1-20 )alkoxy; and  
   (B) a carrier for topical administration or direct administration to articles of clothing and other textiles or via routine washing.    
     
     
         11 . A composition useful releasing a desired fragrance comprising: 
 (A) a compound having the formula                          wherein 
 R 1  is substituted ester (—OC(O)R 12 ), substituted phosphate (—OP(O)( R 19 )(OR 20 ), substituted thiol (—S—R 12 ), substituted amine (—NH—R 12 ) or an other substituted chemical group covalently linked to a fragrance or fragrance molecule.;  
 R 2  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 3  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 4  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 5  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 6  is hydrogen, hydroxy, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 7  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 8  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 9  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 10  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 11  is hydrogen, (C 1-20 )alkyl, (C 5-12 )aryl, (C 1-20 )alkoxy, or substituted (C 1-20 )alkoxy;  
 R 12  is a fragrance or a molecule that imparts a fragrance;  
 R 19  is hydrogen or a fragrance molecule  
 R 20  is hydrogen or a fragrance molecule  
 wherein at least one of R 2  or R 6  is hydrogen;  
 wherein at least one of R 2 , R 3 , R 4 , R 5  or R 6  is hydroxy or substituted (C 1-20 )alkoxy; and  
   (B) a carrier for topical administration or direct administration to articles of clothing and other textiles or via routine washing.    
     
     
         12 . A photoresponsive fragrance composition comprising: 
 (A) a compound having the formula                          wherein 
 R 1  is a fragrance molecule; R 2  is hydrogen, hydroxy, alkyl, aryl, alkoxy or substituted alkoxy;  
 R 3 , R 4 , R 5 , and R 6  are independently hydrogen, hydroxy, alkyl, aryl, alkoxy or substituted alkoxy;  
 R 7 , R 8 , R 9 , R 10 , and R 11  are independently hydrogen, alkyl, aryl, alkoxy or substituted alkoxy;  
 wherein at least one of R 2  or R 6  is hydrogen;  
 wherein at least one of R 2 , R 3 , R 4 , R 5 , or R 6  is hydroxy or substituted alkoxy; and  
   (B) a carrier for topical administration or direct administration to article of clothing and other textiles or via routine washing.    
     
     
         13 . A method of controlling the release of a fragrance by incorporating the compositions of any one of  claims 1  to  12  into clothing or textiles by spraying the composition onto the clothing or textiles or washing the clothing or textiles in a solution of the composition.  
     
     
         14 . A method according to  claim 13 , wherein the composition is sprayed onto the clothing or textiles.  
     
     
         15 . A method according to  claim 13 , wherein the composition is incorporated into the clothing or textiles via washing.  
     
     
         16 . A composition according to any one of claims  1 ,  2 ,  3 ,  4 ,  5 , or  6  wherein the composition is formulated for spraying onto the skin.  
     
     
         17 . A composition according to any one of claims  1 ,  2 ,  3 ,  4 ,  5 , or  6  wherein the composition is formulated for rubbing onto the skin.  
     
     
         18 . A method of controlling the release of a fragrance by applying the compositions of any one of  claims 1  to  12  onto the skin or hair of a mammal.  
     
     
         19 . A method according to  claim 16 , wherein the mammal is a human.  
     
     
         20 . A method according to  claim 16 , wherein the mammal is a companion animal.  
     
     
         21 . A composition according to any one of claims  1 ,  2 ,  4 ,  5 ,  6 ,  10 ,  11 ,  12 ,  16 , or  17 , wherein the compound is of the formula: