Imidazolidinone derivatives

Abstract

A compound of the formula (IA) or (IB) wherein G 1 , G 2 , G 3 and G 4 are independently of one another C 1 -C 18 alkyl or C 5 -C 12 cycloalkyl or the radicals G 1 and G 2 and the radicals G 3 and G 4 form independently of one another, together with the carbon atom they are attached to, C 5 -C 12 cycloalkyl; R is hydrogen C 1 -C 18 alkyl, C 1 -C 18 hydroxyalkyl, C 2 -C 18 alkenyl, C 5 -C 12 cycloalkyl, C 7 -C 12 phenylalkyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or C 1 -C 18 alkanoyl; R* is hydrogen, C 1 -C 18 alkyl, oxyl, —OH, —CH 2 CN, C 3 -C 6 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 phenylalkyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; C 1 -C 8 acyl, C 1 -C 18 alkoxy, C 1 -C 18 hydroxyalkoxy, C 2 -C 18 alkenyloxy, C 5 -C 12 cycloalkoxy, C 7 -C 12 phenylalkoxy unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; C 1 -C 18 alkanoyloxy, (C 1 -C 18 alkoxy)carbonyl, glycidyl or a group —CH 2 CH(OH)(G) with G being hydrogen, methyl or phenyl; n is 1, 2, 3 or 4; n* is 1, 2 or 3; X is an organic radical of a valency equal to n; and X* is a triazinic radical with a valency equal to n*; with the proviso that when n is 1, R is methyl, ethyl, propyl, C 1 -C 18 hydroxyalkyl, C 2 -C 18 alkenyl, C 5 -C 12 cycloalkyl or C 1 -C 18 alkanoyl. The compounds described above are useful for stabilizing an organic material against degradation induced by light, heat or oxidation.

1 . A compound of the formula (IA) or (IB)  
       
         
           
           
               
               
           
         
       
       wherein 
 G 1 , G 2 , G 3  and G 4  are independently of one another C 1 -C 18 alkyl or C 5 -C 12 cycloalkyl or the radicals G 1  and G 2  and the radicals G 3  and G 4  form independently of one another, together with the carbon atom they are attached to, C 5 -C 12 cycloalkyl;  
 R is C 1 -C 18 alkyl, C 1 -C 18 hydroxyalkyl, C 2 -C 18 alkenyl, C 5 -C 12 cycloalkyl, C 7 -C 12 phenylalkyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or  
 C 1 -C 18 alkanoyl;  
 R* is hydrogen, C 1 -C 18 alkyl, oxyl, —OH, —CH 2 CN, C 3 -C 6 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 phenylalkyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; C 1 -C 8 acyl, C 1 -C 18 alkoxy, C 1 -C 18 hydroxyalkoxy, C 2 -C 18 alkenyloxy, C 5 -C 12 cycloalkoxy, C 7 -C 12 phenylalkoxy unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; C 1 -C 18 alkanoyloxy, (C 1 -C 18 alkoxy)carbonyl, glycidyl or a group, —CH 2 CH(OH)(G) with G being hydrogen, methyl or phenyl;  
 n is 1, 2, 3 or 4;  
 n* is 1, 2 or 3;  
 X is an organic radical of a valency equal to n;  
 when n* is 1, X* is a group of the formula (IB-1)  
                     
 wherein  
 Z 1 * and Z 2 * are independently of one another —O— or >N—R 3 *;  
 R 1 *, R 2 * and R 3 * are independently of one another hydrogen, C 1 -C 18 alkyl, C 3 -C 18 alkenyl, C 5 -C 12 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or C 7 -C 9 phenylalkyl which is unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy;  
 when n* is 2, X* is a group of the formula (IB-2)  
                     
 wherein Z 1 * and R 1 * are as defined above;  
 when n* is 3, X* is a group of the formula (IB-3);  
                     
 when n is 2, 3 or 4, each of the radicals G 1 , G 2 , G 3 , G 4  and R can have the same or a different meaning in the units of the formula  
                     
 when n* is 2 or 3, each of the radicals G 1 , G 2 , G 3 , G 4  and R* can have the same or a different meaning in the units of the formula  
                     
 with the proviso that when n is 1, R is methyl, ethyl, propyl, C 1 -C 18 hydroxyalkyl, C 2 -C 18 alkenyl, C 5 -C 12 cycloalkyl or C 1 -C 18 alkanoyl.  
 
     
     
         2 . A compound of the formula (IA) according to  claim 1  wherein 
 when n is 1, X is C 2 -C 18 alkyl, C 2 -C 18 hydroxyalkyl, C 2 -C 18 alkyl interrupted by oxygen, sulphur or >N—R 0  with R 0  being as defined below; C 2 -C 18 alkenyl, C 2 -C 18 alkynyl, C 5 -C 12 cycloalkyl unsubstituted or substituted by —OH, C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; phenyl or C 7 -C 9 phenylalkyl unsubstituted or substituted on the phenyl radical by —OH, C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or X is one of the groups of the formulae (II-a) to (II-m)  
                     
 Y 1 , Y 2 , Y 5 , Y 6 , Y 7  and Y 9  are a direct bond, C 1 -C 12 alkylene, C 5 -C 12 cycloalkylene or phenylene;  
 Y 3 , Y 4 , Y 8 , Y 10 , Y 11  and Y 12  are C 2 -C 12 alkylene, C 5 -C 12 cycloalkylene or phenylene;  
 R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7  and R 13  are hydrogen, C 1 -C 18 alkyl, C 2 -C 18 alkyl interrupted by oxygen, sulphur or >N—R 0  with R 0  being as defined below; C 2 -C 18 alkenyl, C 2 -C 18 alkynyl, C 5 -C 12 cycloalkyl unsubstituted or substituted by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; phenyl unsubstituted or substituted by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or C 7 -C 9 phenylalkyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy;  
 Z 1 , Z 2  and Z 3  are independently of one another —O— or >N—R 16 ; R 0 , R 8 , R 9 , R 10 , R 11 , R 12 , R 14 , R 15  and R 16  are independently of one another hydrogen, C 1 -C 18 alkyl, C 3 -C 18 alkenyl, C 5 -C 12 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or C 7 -C 9 phenylalkyl which is unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy;  
 with the proviso that the formula (II-b) is different from ethoxycarbonyl;  
 when n is 2, X is C 2 -C 12 alkylene, C 2 -C 16 alkylene interrupted by oxygen, sulphur or >N—R 0 ′ with R 0 ′ being as defined below; C 2 -C 12 alkenylene, C 2 -C 12 alkynylene, C 5 -C 12 cycloalkylene, C 5 -C 12 cycloalkylene-(C 1 -C 4 alkylene)-C 5 -C 12 cycloalkylene, C 1 -C 4 alkylene-(C 5 -C 12 cycloalkylene)-C 1 -C 4 alkylene, phenylene, phenylene-(C 1 -C 4 alkylene)-phenylene or C 1 -C 4 alkylene-phenylene-C 1 -C 4 alkylene, or X is one of the groups of the formulae (III-a) to (III-j)  
                     
 Y 1 ′, Y 1 ″, Y 2 ′, Y 2 ″, Y 5 ′, Y 5 ″, Y 6 ′, Y 6 ″, Y 7 ′ and Y 7 ″ are independently of one another a direct bond, C 1 -C 12 alkylene, C 5 -C 12 cycloalkylene or phenylene;  
 Y 3 ′, Y 3 ″, Y 4 ′, Y 4 ″, Y 8 ′, Y 8 ″, Y 11 ′, Y 11 ″, Y 12 ′ and Y 12 ″ are independently of one another C 2 -C 12 alkylene, C 5 -C 12 cycloalkylene or phenylene;  
 A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8  and A 9  are C 2 -C 12 alkylene, C 2 -C 12 alkylene interrupted by oxygen, sulphur or >N—R 0 ′ with R 0 ′ being as defined below, C 2 -C 12 alkenylene, C 2 -C 12 alkynylene, C 5 -C 12 cycloalkylene, C 5 -C 12 cycloalkylene-(C 1 -C 4 alkylene)-C 5 -C 12 cycloalkylene, C 1 -C 4 alkylene-(C 5 -C 12 cycloalkylene)-C 1 -C 4 alkylene, phenylene, phenylene-(C 1 -C 4 alkylene)-phenylene or C 1 -C 4 alkylene-phenylene-C 1 -C 4 alkylene; and A 1  and A 5  are additionally a direct bond;  
 Z 1 ′, Z 2 ′ and Z 3 ′ are independently of one another —O— or >N—R 16 ′; and  
 R 0 ′, R 14 ′ and R 16 ′ are independently of one another hydrogen, C 1 -C 18 alkyl, C 3 -C 18 alkenyl, C 5 -C 12 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or C 7 -C 9 phenylalkyl which is unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy:  
 when n is 3, X is C 5 -C 25 alkantriyl, C 4 -C 18 triacyl or a group of the formula (IV);  
                     
 Y 13 ′, Y 13 ″ and Y 13 ′″ are independently of one another C 2 -C 12 alkylene, C 5 -C 12 cycloalkylene or phenylene;  
 Z 1 ″, Z 2 ″ and Z 3 ″ are independently of one another —O— or >N—R 16 ″; and  
 R 16 ″ is hydrogen, C 1 -C 1 ,alkyl, C 3 -C 18 alkenyl, C 5 -C 12 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or C 7 -C 9 phenylalkyl which is unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; and  
 when n is 4, X is C 5 -C 20 alkantetrayl, C 6 -C 22 tetraacyl or a group of the formula (V)  
                     
 Y 14 ′ and Y 14 ″ are independently of one another C 2 -C 12 alkylene, C 5 -C 12 cycloalkylene or phenylene;  
 Z 1 ′″, Z 2 ′″, M and T are independently of one another —O— or >N—R 16 ′″, and M and T are additionally —S—;  
 R 16 ′″ is hydrogen, C 1 -C 18 alkyl, C 3 -C 18 alkenyl, C 5 -C 12 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; or C 7 -C 9 phenylalkyl which is unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; and  
 q is an integer from 2 to 12.  
 
     
     
         3 . A compound according to  claim 1  wherein G 1 , G 2 , G 3  and G 4  are methyl.  
     
     
         4 . A compound of the formula (IA) according to  claim 1  wherein R is C 1 -C 12 alkyl, C 1 -C 12 hydroxyalkyl, C 2 -C 8 alkenyl or C 5 -C 8 cycloalkyl.  
     
     
         5 . A compound of the formula (IA) according to  claim 1  wherein R is propyl, C 1 -C 12 hydroxyalkyl, C 2 -C 8 alkenyl or C 5 -C 8 cycloalkyl.  
     
     
         6 . A compound of the formula (IB) according to  claim 1  wherein R* is hydrogen, C 1 -C 4 alkyl, oxyl, —OH, C 3 -C 6 alkenyl, benzyl, C 1 -C 8 acyl, C 1 -C 12 alkoxy, C 1 -C 12 hydroxyalkoxy, C 2 -C 8 alkenyloxy or C 5 -C 8 cycloalkoxy.  
     
     
         7 . A compound of the formula (IA) according to  claim 1  wherein R is methyl, propyl, butyl, octyl, hydroxybutyl, 2-propenyl or cyclohexyl.  
     
     
         8 . A compound of the formula (IB) according to  claim 1  wherein R* is hydrogen, methyl, allyl, acetyl, methoxy, propoxy, butoxy, octyloxy, hydroxybutoxy, 2-propenyloxy or cyclohexyloxy.  
     
     
         9 . A compound of the formula (IA) according to  claim 1  wherein n is 2.  
     
     
         10 . A compound according to  claim 2  wherein 
 when n is 1, X is C 2 -C 12 alkyl, C 2 -C 12 hydroxyalkyl, C 2 -C 12 alkyl interrupted by oxygen or >N—R 0  with R 0  being as defined below; C 2 -C 18 alkenyl, C 5 -C 8 cycloalkyl unsubstituted or substituted by C 1 -C 4 alkyl; or benzyl unsubstituted or substituted on the phenyl radical by —OH and/or C 1 -C 4 alkyl; or X is one of the groups of the formulae (II-a) to (II-m);  
 Y 1 , Y 2 , Y 5 , Y 6 , Y 7  and Y 9  are a direct bond, C 1 -C 6 alkylene, cyclohexylene or phenylene;  
 Y 3 , Y 4 , Y 8 , Y 10 , Y 11 , and Y 12  are C 2 -C 6 alkylene, cyclohexylene or phenylene;  
 R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7  and R 13  are hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkyl interrupted by oxygen or >N—R 0  with R 0  being as defined below; C 2 -C 18 alkenyl, C 5 -C 8 cycloalkyl unsubstituted or substituted by C 1 -C 4 alkyl; phenyl unsubstituted or substituted by C 1 -C 4 alkyl; or benzyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl;  
 Z 1 , Z 2  and Z 3  are independently of one another —O— or >N—R 16 ;  
 R 0 , R 8 , R 9 , R 10 , R 11 , R 12 , R 14 , R 15  and R 16  are independently of one another hydrogen, C 1 -C 12 alkyl, C 3 -C 18 alkenyl, C 5 -C 8 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl; or benzyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl;  
 with the proviso that the formula (II-b) is different from ethoxycarbonyl;  
 when n is 2, X is C 2 -C 6 alkylene, C 2 -C 16 alkylene interrupted by oxygen or >N—R 0 ′ with R 0 ″ being as defined below; C 2 -C 6 alkenylene, cyclohexylene, cyclohexylene-(C 1 -C 4 alkylene)-cyclohexylene, C 1 -C 4 alkylene-cyclohexylene-C 1 -C 4 alkylene or C 1 -C 4 alkylene-phenylene-C 1 -C 4 alkylene, or X is one of the groups of the formulae (III-a) to (III-j);  
 Y 1 ′, Y 1 ″, Y 2 ′, Y 2 ″, Y 5 ′, Y 5 ″, Y 6 ′, Y 6 ″, Y 7 ′ and Y 7 ″ are independently of one another a direct bond, C 1 -C 6 alkylene, cyclohexylene or phenylene;  
 Y 3 ′, Y 3 ″, Y 4 ′, Y 4 ″, Y 8 ′, Y 8 ″, Y 11   40  , Y 11 ″, Y 12 ′ and Y 12 ″ are independently of one another C 2 -C 6 alkylene, cyclohexylene or phenylene;  
 A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8  and A 9  are C 2 -C 6 alkylene, C 2 -C 6 alkylene interrupted by oxygen or >N—R 0 ′ with R 0 ′ being as defined below, C 2 -C 6 alkenylene, cyclohexylene, cyclohexylene-(C 1 -C 4 alkylene)-cyclohexylene, C 1 -C 4 alkylene-cyclohexylene-C 1 -C 4 alkylene or C 1 -C 4 alkylene-phenylene-C 1 -C 4 alkylene; and A 1  and A 5  are additionally a direct bond;  
 Z 1 ′, Z 2 ′ and Z 3 ′ are independently of one another —O— or >N—R 16 ′; and  
 R 0 ′, R 14 ′ and R 16 ′ are independently of one another hydrogen, C 1 -C 12 alkyl, C 3 -C 18 alkenyl, C 5 -C 8 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl; or benzyl which is unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl;  
 when n is 3, X is C 5 -C 10 alkantriyl, an aliphatic C 4 -C 18 triacyl, an aliphatic O 6 —C 18 triacyl substituted by nitrogen; a cycloaliphatic C 6 -C 18 triacyl, an aromatic C 9 -C 18 triacyl, a heterocyclic C 9 -C 18 triacyl or a group of the formula (IV);  
 Y 13 ′, Y 13 ″ and Y 13 ′″ are independently of one another C 2 -C 6 alkylene, cyclohexylene or phenylene;  
 Z 1 ″, Z 2 ″ and Z 3 ″ are independently of one another —O— or >N—R 16 ″; and  
 R 16 ″ is hydrogen, C 1 -C 12 alkyl, C 3 -C 18 alkenyl, C 5 -C 8 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl; or benzyl which is unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl; and  
 when n is 4, X is C 15 -C 18 alkantetrayl, an aliphatic C 6 -C 18 tetraacyl, an aliphatic C 10 -C 18 tetraacyl substituted by nitrogen, a cycloaliphatic C 10 -C 22 tetraacyl, an aromatic C 10 -C 18 tetraacyl or a group of the formula (V);  
 Y 14 ′ and Y 14 ″ are independently of one another C 2 -C 6 alkylene, cyclohexylene or phenylene;  
 Z 1 ′″, Z 2 ′″, M and T are independently of one another —O— or >N—R 16 ′″, and M and T are additionally —S—;  
 R 16 ′″ is hydrogen, C 1 -C 12 alkyl, C 3 -C 18 alkenyl, C 5 -C 8 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl; or benzyl which is unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl; and  
 q is an integer from 2 to 12.  
 
     
     
         11 . A compound according to  claim 2  wherein 
 when n is 1, X is C 2 -C 6 alkyl, C 2 -C 6 hydroxyalkyl, C 2 -C 6 alkyl interrupted by oxygen; allyl, cyclohexyl, benzyl or one of the groups of the formulae (II-a) to (II-l);  
 Y 1 , Y 2 , Y 5 , Y 6 , Y 7  and Y 9  are a direct bond, C 1 -C 6 alkylene, cyclohexylene or phenylene;  
 Y 3 , Y 4 , Y 8 , Y 10 , Y 11 , and Y 12  are C 2 -C 6 alkylene, cyclohexylene or phenylene;  
 R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7  and R 13  are hydrogen, C 1 -C 8 alkyl, C 2 -C 6 alkyl interrupted by oxygen; allyl, cyclohexyl, phenyl or benzyl;  
 Z 1 , Z 2  and Z 3  are independently of one another —O— or >N—R 16 ;  
 R 0 , R 8 , R 9 , R 10 , R 11 , R 12 , R 14 , R 15  and R 16  are independently of one another hydrogen, C 1 -C 6 alkyl, allyl, cyclohexyl or benzyl;  
 with the proviso that the formula (II-b) is different from ethoxycarbonyl;  
 when n is 2, X is C 2 -C 6 alkylene, C 2 -C 14 alkylene interrupted by oxygen or >N—R 0 ′; cyclohexylene or one of the groups of the formulae (III-a) to (III-j);  
 Y 1 ′, Y 1 ″, Y 2 ′, Y 2 ″, Y 5 ′, Y 5 ″, Y 6 ′, Y 6 ″, Y 7 ′ and Y 7 ″ are independently of one another a direct bond, C 1 -C 6 alkylene, cyclohexylene or phenylene;  
 Y 3 ′, Y 3 ″, Y 4 ′, Y 4 ″, Y 8 ′, Y 8 ″, Y 11 ′, Y 11 ″, Y 12 ′ and Y 12 ″ are independently of one another C 2 -C 6 alkylene, cyclohexylene or phenylene;  
 A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8  and A 9  are C 2 -C 6 alkylene, C 2 -C 6 alkylene interrupted by oxygen; cyclohexylene or phenylene; and A 1  and A 5  are additionally a direct bond;  
 Z 1 ′, Z 2 ′ and Z 3 ′ are independently of one another —O— or >N—R 16 ′; and  
 R 0 ′, R 14 ′ and R 16 ′ are independently of one another hydrogen, C 1 -C 6 alkyl, allyl, cyclohexyl or benzyl:  
 when n is 3, X is a group of the formula (IV);  
 Y 13 ′, Y 13 ″ and Y 13 ′″ are independently of one another C 2 -C 6 alkylene, cyclohexylene or phenylene;  
 Z 1 ″, Z 2 ″ and Z 3 ″ are independently of one another —O— or >N—R 16 ″; and  
 R 16 ″ is hydrogen, C 1 -C 6 alkyl, allyl, cyclohexyl or benzyl; and  
 when n is 4, X is a group of the formula (V);  
 Y 14 ′ and Y 14 ″ are independently of one another C 2 -C 6 alkylene, cyclohexylene or phenylene;  
 Z 1 ′″, Z 2 ′″, M and T are independently of one another —O— or >N—R 16 ′″;  
 R 16 ′″ is hydrogen, C 1 -C 6 alkyl, allyl, cyclohexyl or benzyl; and  
 q is an integer from 2 to 12.  
 
     
     
         12 . A compound according to  claim 2  wherein 
 when n is 2, X is C 2 -C 6 alkylene or C 2 -C 14 alkylene interrupted by oxygen or >N—R 0 ′; or X is a group of the formula (III-a), (III-b) or (III-j).  
 
     
     
         13 . A compound of the formula (IA) according to  claim 1  wherein 
 G 1 , G 2 , G 3  and G 4  are methyl;  
 R is C 1 -C 12 alkyl, C 1 -C 12 hydroxyalkyl, C 2 -C 8 alkenyl or C 5 -C 8 cycloalkyl;  
 when n is 1, X is a group of the formula (II-a) or (II-l);  
                     
 Y 1  is a direct bond or C 1 -C 6 alkylene;  
 R 1  is C 1 -C 8 alkyl;  
 Z 1 , Z 2  and Z 3  are >N—R 16 ;  
 R 14 , R 15  and R 16  are independently of one another hydrogen or C 1 -C 6 alkyl; and  
 Y 12  is C 2 -C 6 alkylene;  
 when n is 2, X is C 2 -C 6 alkylene, C 2 -C 14 alkylene interrupted by 2>N—H; or a group of the formula (III-b) or (III-j);  
                     
 Y 2 ′, Y 2 ″, Y 12 ′ and Y 12 ″ are independently of one another C 1 -C 6 alkylene;  
 A 2  is C 2 -C 6 alkylene;  
 Z 1 ′, Z 2 ′ and Z 3 ′ are independently of one another >N—R 16 ′; and  
 R 14 ′ and R 16 ′ are independently of one another hydrogen or C 1 -C 6 alkyl;  
 when n is 3, X is a group of the formula (IV);  
                     
 Y 13 ′, Y 13 ″ and Y 13 ′″ are independently of one another C 2 -C 6 alkylene;  
 Z 1 ″, Z 2 ″ and Z 3 ″ are a group >N—H; and  
 when n is 4, X is a group of the formula (V);  
                     
 Y 14 ′ and Y 14 ″ are independently of one another C 2 -C 6 alkylene;  
 Z 1 ′″, Z 2 ′″, M and T are a group >N—H; and  
 q is an integer from 2 to 6.  
 
     
     
         14 . A compound of the formula (IA) according to  claim 1  wherein 
 G 1 , G 2 , G 3  and G 4  are methyl;  
 R is propyl or 2-propenyl;  
 n is 2;  
 X is C 2 -C 6 alkylene or a group of the formula (III-b);  
                     
 Y 2 ′ and Y 2 ″ are independently of one another C 1 -C 6 alkylene; and  
 A 2  is C 2 -C 6 alkylene.  
 
     
     
         15 . A compound of the formula (IA) according to  claim 1  wherein 
 n is 2, 3 or 4.  
 
     
     
         16 . A compound of the formula (IA) according to  claim 1 , which corresponds to the formula  
       
         
           
           
               
               
           
         
       
     
     
         17 . A compound of the formula (IA) according to  claim 1 , which corresponds to the formula  
       
         
           
           
               
               
           
         
       
     
     
         18 . A compound of the formula (IB) according to  claim 1 , wherein 
 G 1 , G 2 , G 3  and G 4  are methyl;    R* is hydrogen, C 1 -C 4 alkyl, C 1 -C 8 alkoxy, C 3 -C 8 alkenyloxy or C 5 -C 8 cycloalkoxy;    n* is 1 or 2;    Z 1 * and Z 2 * are —O— or >N—R 3 *; and    R 1 *, R 2 * and R 3 * are independently of one another hydrogen, C 1 -C 6 alkyl, allyl, cyclohexyl or benzyl.    
     
     
         19 . A compound of the formula (IB) according to  claim 1 , wherein 
 G 1 , G 2 , G 3  and G 4  are methyl;    R* is hydrogen or C 1 -C 4 alkyl;    n* is 1 or 2;    Z 1 * and Z 2 * are —O—; and    R 1 * and R 2 * are independently of one another C 1 -C 6 alkyl.    
     
     
         20 . A compound of the formula (IB) according to  claim 1 , which corresponds to the formula  
       
         
           
           
               
               
           
         
       
     
     
         21 . A composition containing an organic material susceptible to degradation induced by light, heat or oxidation and a compound of the formula (IA) or (IB) according to  claim 1 .  
     
     
         22 . A composition according to  claim 21 , which additionally contains a conventional additive.  
     
     
         23 . A composition according to  claim 21  wherein the organic material is a synthetic polymer.  
     
     
         24 . A composition containing a pigmented vulcanized rubber and a compound of the formula (IA) or (IB) according to  claim 1  with the proviso being not applied to the definition of the formula (IA).  
     
     
         25 . A composition containing a polyolefin and a compound of the formula (IA) or (IB) according to  claim 1  with the proviso being not applied to the definition of the formula (IA).  
     
     
         26 . A composition according to  claim 21  wherein the organic material is a thermoplastic polyolefin (TPO) or acrylonitrile-butadiene-styrene (ABS).  
     
     
         27 . A composition containing a thermoplastic polyolefin (TPO) or acrylonitrile-butadiene-styrene (ABS) and a compound of the formula (IA) or (IB) according to  claim 1  with the proviso being not applied to the definition of the formula (IA).  
     
     
         28 . A recording material containing a compound of the formula (IA) or (IB) according to  claim 1  with the proviso being not applied to the definition of the formula (IA).  
     
     
         29 . A method for stabilizing an organic material against degradation induced by light, heat or oxidation, which comprises incorporating into said organic material a compound of the formula (IA) or (IB) according to  claim 1  with the proviso being not applied to the definition of the formula (IA).