Compositions stabilized by dioxopiperazinyl derivatives

Abstract

Polyoxymethylene, blends of polycarbonate with acrylonitrile-butadiene-styrene terpolymer, and coatings based on a functional acrylate resin and a crosslinking agent, which are stabilized by addition of a compound of the formula I wherein s is from the range 1 to 8; R 1 , R 2 , R 3 and R 4 , independently of each other, are C 1 -C 4 alkyl, or R 1 and R 2 or R 3 and R 4 , together with the carbon atom to which they are bound, form a cyclopentyl or cyclohexyl ring; R 5 is hydrogen; C 1 -C 18 alkyl; oxyl; OH; CH 2 CN; C 1 -C 18 alkoxy; C 5 -C 12 cycloalkoxy; C 3 -C 8 alkenyl; C 3 -C 8 alkynyl; C 7 -C 12 phenylalkyl; C 7 -C 15 phenylalkyl, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; C 7 -C 15 phenylalkoxy; C 7 -C 15 phenylalkoxy, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; or R 5 is C 1 -C 8 alkanoyl; C 3 -C 5 alkenoyl; C 1 -C 18 alkanoyloxy; glycidyl; or a group -CH 2 CH(OH)—G, in which G is hydrogen, methyl or phenyl; and A is as described in claim 1, show a good resistance against harmful effects of light, oxygen and heat.

What is claimed is:  
     
         1 . A composition comprising 
 (A) a synthetic organic polymer selected from the group consisting of polyoxymetbylene, a blend of polycarbonate with acrylonitrile-butadiene-styrene terpolymer, and a coating system based on a functional acrylate resin and a crosslinking agent, and    (B) as stabilizer a compound of the formula I or II                          wherein p is from the range 1 to 10;    s is from the range 1 to 8;    when s is 1,    A is C 1 -C 18 alkyl; C 2 -C 18 alkyl which is substituted by NH 2 , hydroxy, halogen and/or OR 10  or interrupted by —O—, —NH— and/or —NR 10 —; or A is C 1 -C 18 alkyl substituted by —COOR 11  or phenyl; when s is 2,    A is C 2 -C 10 alkylene; C 4 -C 12 alkenylene; C 3 -C 15 alkylene substituted by OH and/or interrupted by oxygen, phenylene, C 1 -C 4 alkylphenylene, —COO—, —CONH—,                                                when s is 3,    A is C 3 -C 10 alkantriyl; C 3 -C 12 alkantriyl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or a group of a formula (IIIa)-(IIId)                          when s is 4,    A is C 4 -C 10 alkantetryl; C 4 -C 12 alkantetryl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (IVa)-(IVd)                          when s is 5,    A is C 5 -C 10 alkanepentayl; C 5 -C 12 alkanepentayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (Va)-(Vc)                          when s is 6,    A is C 6 -C 10 alkanehexayl; C 6 -C 12 alkanehexayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (VIa)-(VIf)                          when s is 7,    A is C 7 -C 10 alkaneheptayl; C 7 -C 12 alkaneheptayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (VIIa)-(VIId)                          when s is 8,    A is C 8 -C 10 alkaneoctayl; C 8 -C 12 alkaneoctayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (VIIIa)-(VIIIb)                          the index i is zero or 1;    R 1 , R 2 , R 3  and R 4 , independently of each other, are C 1 -C 4 alkyl, or R 1  and R 2  or R 3  and R 4 , together with the carbon atom to which they are bound, form a cyclopentyl or cyclohexyl ring;    R 5  is hydrogen; C 1 -C 18 alkyl; oxyl; OH; CH 2 CN; C 1 -C 18 alkoxy; C 5 -C 12 cycloalkoxy; C 3 -C 8 alkenyl; C 3 -C 8 alkynyl; C 7 -C 12 phenylalkyl; C 7 -C 15 phenylalkyl, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; C 7 -C 15 phenylalkoxy; C 7 -C 15 phenylalkoxy, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; or R 5  is C 1 -C 8 alkanoyl; C 3 -C 5 alkenoyl; C 1 -C 18 alkanoyloxy; glycidyl; or a group —CH 2 CH(OH)—G, in which G is hydrogen, methyl or phenyl;    R 8  and R 9 , and R 28 , R 29 , R 30 , R 31 , R 32  and R 33 , independently of each other, are C 1 -C 4 alkylene;    R 10  is C 1 -C 8 alkyl, C 1 -C 8 alkanoyl, C 5 -C 12 cycloalkyl, C 7 -C 15 phenylalkyl which is unsubstituted or substituted on the phenyl ring by a radical selected from C 1 -C 4 alkyl and Cl-C 4 alkoxy; or R 10  is C 1 -C 8 alkyl or C 1 -C 8 alkanoyl substituted by OH, C 1 -C 12 alkoxy and/or a residue benzophenonyl or benzophenonyloxy, wherein one or both phenyl rings of the benzophenone moiety are unsubstituted or substituted by OH, halogen, C 1 -C 4 alkyl and/or C 1 -C 18 alkoxy;    R 11  is C 1 -C 18 alkyl; C 2 -C 18 alkyl which is substituted by NH 2 , NHR 10 , N(R 10 ) 2 , nitro, hydroxy and/or C 1 -C 18 alkoxy; C 3 -C 18 alkenyl; C 5 -C 12 cycloalkyl; C 5 -C 12 cycloalkyl which is substituted by C 1 -C 4 alkyl and/or interrupted by —O—;    R 15  and R′ 15 , independently of each other, are is C 2 -C 10 alkylene; C 3 -C 12 alkylene substituted by OH and/or interrupted by oxygen, phenylene, C 1 -C 4 alkylphenylene, —NH— or —NR 10 —;    R 16  is C 3 -C 10 alkantriyl; C 3 -C 12 alkantriyl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;    R 17  is C 4 -C 10 alkantetryl; C 4 -C 12 alkantetryl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;    R 18  is C 5 -C 10 alkanepentayl; C 5 -C 12 alkanepentayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;    R 19  is C 6 -C 10 alkanehexayl; C 6 -C 12 alkanehexayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;    X is —O—, —NH— or —N(R 10 )—;    X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7  and X 8 , independently of each other, are —O— or —NH—;    Y is —O— or a residue of the formula                          Z stands for halogen, NH 2 , NHR 10 , N(R 10 ) 2  or C 1 -C 4 alkoxy;    Z 1  has one of the meanings given for Z or is —X—R′ 15 —XH and    Z 2  is H or a residue of the formula                          
     
     
         2 . A composition according to  claim 1 , wherein the blend of polycarbonate with acrylonitrile-butadiene-styrene terpolymer of component (A) is a blend of 10 to 90 parts by weight of polycarbonate with 90 to 10 parts by weight of acrylonitrile-butadiene-styrene terpolymer.  
     
     
         3 . A composition according to  claim 1  containing as further component (C) a UV absorber from the class of the benzotriazoles, o-hydroxyphenyl-s-triazines and/or benzophenones.  
     
     
         4 . A composition according to  claim 1 , wherein in the compound of formula I (component B) wherein s is from the range 2 to 6; 
 when s is 2    A is C 2 -C 10 alkylene; C 3 -C 12 alkylene substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or a group of the formula —R 8 —COO—R 12 —OCO—R 9 — (IIa);    when s is 3,    A is a group of the formula (IIIa)                          when s is 4,    A is one of the groups of the formulae (IVa) or (IVd)                          when s is 5,    A is a group of the formula (Va)                          when s is 6,    A is one of the groups of the formulae (VIb)-(VIf)                          the index i is zero or 1;    R 1 , R 2 , R 3  and R 4 , independently of each other, are methyl;    R 5  is hydrogen; C 1 -C 18 alkyl; oxyl; OH; C 1 -C 18 alkoxy; C 5 -C 12 cycloalkoxy; C 3 -C 8 alkenyl; or R 5  is C 1 -C 8 alkanoyl; C 3 -C 5 alkenoyl; C 1 -C 18 alkanoyloxy; glycidyl; or a group —CH 2 CH(OH)—G, in which G is hydrogen, methyl or phenyl;    R 8  and R 9 , and R 28 , R 29 , R 30 , R 31 , R 32  and R 33 , independently of each other, are methylene;    R 10  is C 1 -C 8 alkyl, C 1 -C 8 alkanoyl, C 5 -C 12 cycloalkyl;    R 12  is C 2 -C 10 alkylene; or C 3 -C 12 alkylene interrupted by oxygen, —NH— or —NR 10 —;    R 15  and R′ 15 , independently of each other, are is C 2 -C 10 alkylene;    R 17  is C 4 -C 10 alkantetryl;    R 18  is C 5 -C 10 alkanepentayl;    X is —O—, —NH— or —N(R 10 )—;    X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7  and X 8 , independently of each other, are —O— or —NH—; and    Z stands for NHR 10 , N(R 10 ) 2  or C 1 -C 4 alkoxy.    
     
     
         5 . A compound of the formula (I′) or (II)  
       
         
           
           
               
               
           
         
         wherein p is from the range 1-10;  
         s is from the range 1 to 8;  
         R 1 , R 2 , R 3  and R 4 , independently of each other, are C 1 -C 4 alkyl;  
         R 5  is hydrogen; C 1 -C 18 alkyl; oxyl; OH; CH 2 CN; C 1 -C 18 alkoxy; C 5 -C 12 cycloalkoxy; C 3 -C 8 alkenyl; C 3 -C 8 alkynyl; C 7 C 12 phenylalkyl; C 7 -C 15 phenylalkyl, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; C 7 -C 15 phenylalkoxy; C 7 -C 15 phenylalkoxy, which is substituted on the phenyl ring by 1, 2 or 3 radicals selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy; or R 5  is C 1 -C 8 alkanoyl; C 3 -C 5 alkenoyl; C 1 -C 16 alkanoyloxy; glycidyl; or a group —CH 2 CH(OH)—G, in which G is hydrogen, methyl or phenyl;  
         when s is 1, A is C 2 -C 18 alkylene substituted by OR 30 , wherein R 30  is C 1 -C 8 alkyl or C 1 -C 8 alkanoyl substituted by a residue benzophenonyl or benzophenonyloxy, wherein one or both phenyl rings of the benzophenone moiety are unsubstituted or substituted by OH, halogen, C 1 -C 4 alkyl and/or C 1 -C 18 alkoxy;  
         when s is 2  
         A is C 3 -C 15 alkylene substituted by OH and/or interrupted by oxygen,  
         
           
             
             
                 
                 
             
           
         
         —NH— and/or —NR 10 —; or A is C 3 -C 15 alkylene substituted by OH and interrupted by phenylene, C 1 -C 4 alkylphenylene, —COO—, —CONH—; or A is C 4 -C 12 alkenylene or one of the groups of the formulae (IIa)-(IIe)  
         —R 8 —COO—R 12 —OCO—R 9 —;  (IIa) —R 8 —CONH—R 13 —NHCO—R 9 —;  (IIb) —R 8 —COO—R 14 —NHCO—R 9 —;  (IIc)  
         
           
             
             
                 
                 
             
           
         
         and when R 5  is not hydrogen, A also embraces C 2 -C 10 alkylene; C 2 -C 10 alkylene interrupted by phenylene or C 1 -C 4 alkylphenylene;  
         when s is 3,  
         A is C 3 -C 10 alkantriyl; C 3 -C 12 alkantriyl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (IIIa)-(IIId)  
         
           
             
             
                 
                 
             
           
         
         when s is 4,  
         A is C 4 -C 10 alkantetryl; C 4 -C 12 alkantetryl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (IVa)-(IVd)  
         
           
             
             
                 
                 
             
           
         
         when s is 5,  
         A is C 5 -C 10 alkanepentayl; C 5 -C 12 alkanepentayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (Va)-(Vc)  
         
           
             
             
                 
                 
             
           
         
         when s is 6,  
         A is C 6 -C 10 alkanehexayl; C 6 -C 12 alkanehexayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (VIa)-(VIf)  
         
           
             
             
                 
                 
             
           
         
         when s is 7,  
         A is C 7 -C 10 alkaneheptayl; C 7 -C 12 alkaneheptayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (VIIa)-(VIId)  
         
           
             
             
                 
                 
             
           
         
         when s is 8,  
         A is C 8 -C 10 alkaneoctayl; C 8 -C 12 alkaneoctayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; or one of the groups of the formulae (VIIIa)-(VIIIb)  
         
           
             
             
                 
                 
             
           
         
         the index i is zero or 1;  
         R 8  and R 9 , and R 28 , R 29 , R 30 , R 31 , R 32  and R 33 , independently of each other, are methylene, and when R 5  is not hydrogen, additionally embrace ethylene;  
         R 10  is C 1 -C 8 alkyl, C 1 -C 8 alkanoyl, C 5 -C 12 cycloalkyl, C 7 -C 15 phenylalkyl which is unsubstituted or substituted on the phenyl ring by a radical selected from C 1 -C 4 alkyl and C 1 -C 4 alkoxy;  
         R 12 , R 13  and R 14 , independently of each other, are C 2 -C 10 alkylene; C 3 -C 12 alkylene substituted by OH and/or interrupted by oxygen, phenylene, C 1 -C 4 alkylphenylene, —NH— or —NR 10 —; C 4 -C 12 alkenylene;  
         R 15  and R′ 15 , independently of each other, are is C 2 -C 10 alkylene; C 3 -C 12 alkylene substituted by OH and/or interrupted by oxygen, phenylene, C 1 -C 4 alkylphenylene, —NH— or —NR 10 —;  
         R 16  is C 3 -C 10 alkantriyl; C 3 -C 12 alkantriyl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;  
         R 17  is C 4 -C 10 alkantetryl; C 4 -C 12 alkantetryl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;  
         R 18  is C 5 -C 10 alkanepentayl; C 5 -C 12 alkanepentayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;  
         R 19  is C 6 -C 10 alkanehexayl; C 6 -C 12 alkanehexayl substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;  
         X is —O—, —NH— or —N(R 10 )—;  
         X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , independently of each other, are —O— or —NH—;  
         Y is —O— or a residue of the formula  
         
           
             
             
                 
                 
             
           
         
         Z stands for halogen, NH 2 , NHR 10 , N(R 10 ) 2  or C 1 -C 4 alkoxy;  
         Z 1  has one of the meanings given for Z or is —X—R′ 15 —XH and  
         Z 2  is H or a residue of the formula  
         
           
             
             
                 
                 
             
           
         
       
     
     
         6 . Compound of the formula (I′) or (II) according to  claim 5  wherein p is from the range 2 to 6; s is from the range 2 to 8; 
 R 1 , R 2 , R 3  and R 4 , independently of each other, are methyl or ethyl;  
 R 5  is hydrogen; C 1 -C 18 alkyl; oxyl; OH; CH 2 CN; C 1 -C 18 alkoxy; C 5 -C 12 cycloalkoxy; C 3 -C 8 alkenyl; C 7 -C 12 phenylalkyl; C 7 -C 15 phenylalkoxy; or R 5  is C 1 -C 8 alkanoyl; C 3 -C 5 alkenoyl; C 1 -C 18 alkanoyloxy; glycidyl; or a group —CH 2 CH(OH)—G, in which G is hydrogen, methyl or phenyl;  
 when s is 2  
 A is C 3 -C 12 alkylene substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;  
 C 4 -C 12 alkenylene; or one of the groups of the formulae (IIa)-(IIe)  
                     
 and when R 5  is not hydrogen, A also embraces C 2 -C 10 alkylene; C 2 -C 10 alkylene interrupted by phenylene or C 1 -C 4 alkylphenylene;  
 when s is 3,  
 A is C 3 -C 10 alkantriyl; or one of the groups of the formulae (IIIa)-(IIId)  
                     
 when s is 4,  
 A is C 4 -C 10 alkantetryl; or one of the groups of the formulae (IVa)-(IVd)  
                     
 when s is 5,  
 A is C 5 -C 10 alkanepentayl; or a group of the formula (Va)  
                     
 when s is 6,  
 A is C 6 -C 10 alkanehexayl; or one of the groups of the formulae (VIb)-(VIf)  
                     
 when s is 7,  
 A is C 7 -C 10 alkaneheptayl;  
 when s is 8,  
 A is C 8 -C 10 alkaneoctayl; or one of the groups of the formulae (VIIIa)-(VIIIb);  
 the index i is zero or 1;  
 R 8  and R 9 , and R 28 , R 29 , R 30 , R 31 , R 32  and R 33 , independently of each other, are methylene;  
 R 10  is C 1 -C 8 alkyl, C 1 -C 8 alkanoyl, C 5 -C 12 cycloalkyl, C 7 -C 15 phenylalkyl;  
 R 12 , R 13  and R 14 , independently of each other, are C 2 -C 10 alkylene; C 3 -C 12 alkylene substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —; C 4 -C 12 alkenylene;  
 R 15  and R′ 15 , independently of each other, are is C 2 -C 10 alkylene; C 3 -C 12 alkylene substituted by OH and/or interrupted by oxygen, phenylene, C 1 -C 4 alkylphenylene, —NH— or —NR 10 —;  
 R 16  is C 3 -C 10 alkantriyl;  
 R 17  is C 4 -C 10 alkantetryl;  
 R 18  is C 5 -C 10 alkanepentayl;  
 X is —O—, —NH— or —N(R 10 )—;  
 X 1 , X 2 , X 3 , X 4 , X 5 , independently of each other, are —O— or —NH—; and  
 Z stands for halogen, NH 2 , NHR 10 , N(R 10 ) 2  or C 1 -C 4 alkoxy.  
 
     
     
         7 . Compound of the formula (I′) according to  claim 5  wherein s is from the range 2 to  6; R   1 , R 2 , R 3  and R 4 , independently of each other, are methyl or ethyl; 
 R 5  is hydrogen; C 1 -C 18 alkyl; oxyl; OH; CH 2 CN; C 1 -C 18 alkoxy; C 5 -C 12 cycloalkoxy; C 3 -C 8 alkenyl; C 7 -C 12 phenylalkyl; C 7 -C 15 phenylalkoxy; or R 5  is C 1 -C 8 alkanoyl; C 3 -C 5 alkenoyl; C 1 -C 18 alkanoyloxy; glycidyl; or a group —CH 2 CH(OH)—G, in which G is hydrogen, methyl or phenyl;  
 when s is 2  
 A is C 3 -C 12 alkylene substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;  
 C 4 -C 12 alkenylene; or a group of the formula (IIa)  
 R 8 —COO—R 12 —OCO—R 9 —;   (IIa)  
 and when R 5  is not hydrogen, A also embraces C 2 -C 10 alkylene;  
 when s is 3,  
 A is C 3 -C 10 alkantriyl; or one of the groups of the formulae (IIa), (IIIb) or (IIId);  
 when s is 4,  
 A is C 4 -C 10 alkantetryl; or one of the groups of the formulae (IVa), (IVb) or (IVd);  
 when s is 5,  
 A is C 5 -C 10 alkanepentayl;  
 when s is 6,  
 A is one of the groups of the formulae (VIb)-(VIf);  
 the index i is zero or 1;  
 R 8  and R 9 , and R 28 , R 29 , R 30 , R 31 , R 32  and R 33 , independently of each other, are methylene;  
 R 10  is C 1 -C 8 alkyl, C 1 -C 8 alkanoyl, C 5 -C 12 cycloalkyl;  
 R 12  is C 2 -C 10 alkylene; C 3 -C 12 alkylene substituted by OH and/or interrupted by oxygen, —NH— or —NR 10 —;  
 R 15  and R′ 15 , independently of each other, are is C 2 -C 10 alkylene;  
 R 16  is C 3 -C 10 alkantriyl;  
 R 17  is C 4 -C 10 alkantetryl;  
 X is —O—, —NH— or —N(R 10 )—;  
 X 1 , X 2 , X 3 , X 4 , independently of each other, are —O— or —NH—; and  
 Z stands for NHR 10  or N(R 10 ) 2 .  
 
     
     
         8 . Compound of the formula (I′) according to  claim 5  wherein s is 2, 3, 4 or 6; 
 R 1 , R 2 , R 3  and R 4  are methyl;  
 R 5  is hydrogen; C 1 -C 8 alkyl; C 1 -C 18 alkoxy; cyclohexyloxy; allyl; benzyl; acetyt C 3 -C 4 alkenoyl; glycidyl;  
 when s is 2  
 A is C 3 -C 10 alkylene substituted by OH or interrupted by oxygen, —NH— or —NR 10 —; or a group of the formula —R 8 —COO—R 12 —OCO—R 9 — (IIa);  
 and when R 5  is not hydrogen, A also embraces C 2 -C 10 alkylene;  
 when s is 3, A is a group of the formula (IIIa);  
 when s is 4, A is a group of the formula (IVa) or (IVd);  
 when s is 6, A is a groups of the formula (VIe);  
 the index i is zero;  
 R 8  and R 9 , and R 28 , R 29 , R 30 , R 31 , R 32  and R 33  are methylene;  
 R 10  is C 1 -C 8 alkyl, formyl, acetyl, or cyclohexyl;  
 R 12  is C 2 -C 10 alkylene; or C 3 -C 10 alkylene interrupted by oxygen;  
 R 15  and R′ 15 , independently of each other, are is C 2 -C 10 alkylene;  
 R 17  is C 4 -C 10 alkantetryl;  
 X is —NH—;  
 X 1 , X 2 , X 3 , X 4  are —O—; and  
 Z stands for N(R 10 ) 2 .  
 
     
     
         9 . A composition comprising 
 A) an organic material sensitive to damage by light, oxygen and/or heat, and B) as stabilizer a compound of the formula I′ or II according to  claim 5 .    
     
     
         10 . A composition according to  claim 9  comprising as organic material a thermoplastic organic polymer or a binder for a coating or a photographic material.  
     
     
         11 . A composition according to  claim 9  comprising from 0.1 to 10% by weight, based on the material to be stabilized, of the stabilizer of component B.  
     
     
         12 . A composition according to  claim 9  comprising a further component selected from solvents, pigments, dyes, plasticizers, antioxidants, stabilizers, thixotropic agents, levelling assistants, further light stabilizers, metal passivators, phosphites and phosphonites.  
     
     
         13 . A composition according to  claim 12  comprising as further component a light stabilizer from the class of the 2-hydroxyphenyltriazines and/or 2-hydroxyphenylbenzotriazoles.  
     
     
         14 . A process for stabilizing an organic material against damage by light, oxygen and/or heat, which comprises adding to or applying to said material a compound of the formula I′ or II according to  claim 5 .  
     
     
         15 . Compound according to  claim 5  of one of the formulae a-t  
       
         
           
           
               
               
           
         
         g. R—NH—(CH 2 ) 6 —N(R)—(CH 2 ) 6 —NH—R with R being  
         
           
             
             
                 
                 
             
           
         
         s. R—NH—(CH 2 ) 6 —N(R)—(CH 2 ) 6 —NH—R with R being