Stabilizer mixtures

Abstract

A stabilizer mixture containing the components (A) and (B) wherein component (A) is for example a compound of the formula (A-1) wherein A 1 is hydrogen or C 1 -C 4 alkyl, A 2 is a direct bond or C 1 -C 10 alkylene, and n 1 is a number from 2 to 50; and component (B) is formed by two different low molecular weight sterically hindered amine compounds containing a group of the formula (I) or (II); with the proviso that components (A) and (B) are different.

1 . A stabilizer mixture containing the components (A) and (B) wherein component (A) is a compound of the formula (A-1)  
       
         
           
           
               
               
           
         
       
       wherein 
 A 1  is hydrogen or C 1 -C 4 alkyl,  
 A 2  is a direct bond or C 1 -C 10 alkylene, and  
 n 1  is a number from 2 to 50;  
 at least one compound of the formulae (A-2-a) and (A-2-b)  
                     
 n 2  and n 2 * are a number from 2 to 50;  
 a compound of the formula (A-3)  
                     
 wherein  
 A 3  and A 4  independently of one another are hydrogen or C 1 -C 8 alkyl, or A 3  and A 4  together form a C 2 -C 14 alkylene group, and  
 the variables n 3  independently of one another are a number from 1 to 50; or  
 a compound of the formula (A-4)  
                     
 wherein  
 n 4  is a number from 2 to 50,  
 A 5  is hydrogen or C 1 -C 4 alkyl,  
 the radicals A 6  and A 7  independently of one another are C 1 -C 4 alkyl or a group of the formula (a-I)  
                     
 wherein A 5  is hydrogen, C 1 -C 8 alkyl, O′, —OH, —CH 2 CN, C 1 -C 18 alkoxy, C 5 -C 12 cycloalkoxy, C 3 -C 6 alkenyl, C 7 -C 9 phenylalkyl unsubstituted or substituted on the phenyl by 1, 2 or 3 C 1 -C 4 alkyl; or C 1 -C 8 acyl,  
 with the proviso that at least 50% of the radicals A 7  are a group of the formula (a-I); and  
 component (B) is formed by two different low molecular weight sterically hindered amine compounds containing a group of the formula (I) or (II);  
                     
 with the proviso that components (A) and (B) are different.  
 
     
     
         2 . A stabilizer mixture according to  claim 1  wherein the two different compounds of component (B) are selected from the group consisting of the classes β-1) a compound of the formula (B-1)  
       
         
           
           
               
               
           
         
       
       in which 
 E 1  is hydrogen, C 1 -C 8 alkyl, O′, —OH, —CH 2 CN, C 1 -C 18 alkoxy, C 5 -C 12 cycloalkoxy, C 3 -C 8 alkenyl, C 7 -C 9 phenylalkyl unsubstituted or substituted on the phenyl by 1, 2 or 3 C 1 -C 4 alkyl; or C 1 -C 8 acyl,  
 m 1  is 1, 2 or 4,  
 if m 1  is 1, E 2  is C 1 -C 25 alkyl,  
 if m 1  is 2, E 2  is C 1 -C 14 alkylene or a group of the formula (b-I)  
                     
 wherein E 3  is C 1 -C 10 alkyl or C 2 -C 10 alkenyl, E 4  is C 1 -C 10 alkylene, and  
 E 5  and E 6  independently of one another are C 1 -C 4 alkyl, cyclohexyl or methylcyclohexyl, and  
 if m 1  is 4, E 2  is C 4 -C 10 alkanetetrayl;  
 β-2) a compound of the formula (B-2)  
                     
 in which  
 two of the radicals E 7  are —COO—(C 1 -C 20 alkyl), and  
 two of the radicals E 7  are a group of the formula (b-II)  
                     
 with E 8  having one of the meanings of E 1 ;  
 β-3) a compound of the formula (B-3)  
                     
 in which  
 E 9  and E 10  together form C 2 -C 14 alkylene,  
 E 11  is hydrogen or a group -Z 1 -COO-Z 2 ,  
 Z 1  is C 2 -C 14 alkylene, and  
 Z 2  is C 1 -C 24 alkyl, and  
 E 12  has one of the meanings of E 1 ;  
 β-4) a compound of the formula (B-4)  
                     
 wherein  
 the radicals E 13  independently of one another have one of the meanings of E 1 ,  
 the radicals E 14  independently of one another are hydrogen or C 1 -C 12 alkyl, and  
 E 15  is C 1 -C 10 alkylene or C 3 -C 10 alkylidene;  
 β-5) a compound of the formula (B-5)  
                     
 the radicals E 16  independently of one another have one of the meanings of E 1 ;  
 β-6) a compound of the formula (B-6)  
                     
 in which  
 E 17  is C 1 -C 24 alkyl, and  
 E 18  has one of the meanings of E 1 ;  
 β-7) a compound of the formula (B-7)  
                     
 in which  
 E 19 , E 20  and E 21  independently of one another are a group of the formula (b-III)  
                     
 wherein E 22  has one of the meanings of E 1 ;  
 β-8) a compound of the formula (B-8)  
                     
 wherein  
 the radicals E 23  independently of one another have one of the meanings of E 1 , and E 24  is hydrogen, C 1 -C 12 alkyl or C 1 -C 12 alkoxy;  
 β-9) a compound of the formula (B-9)  
                     
 wherein  
 m 2  is 1, 2 or3,  
 E 25  has one of the meanings of E 1 , and  
 when m 2  is 1, E 26  is a group  
                     
 when m 2  is 2, E 26  is C 2 -C 22 alkylene, and  
 when m 2  is 3, E 26  is a group of the formula (b-IV)  
                     
 wherein the radicals E 27  independently of one another are C 2 -C 12 alkylene, and  
 the radicals E 29  independently of one another are C 1 -C 12 alkyl or C 5 -C 12 -cycloalkyl;  
 β-10) a compound of the formula (B-10)  
                     
 wherein  
 the radicals E 29  independently of one another have one of the meanings of E 1 , and  
 E 30  is C 2 -C 22 alkylene, C 5 -C 7 cycloalkylene, C 1 -C 4 alkylenedi(C 5 -C 7 Cycloalkylene), phenylene or phenylenedi(C 1 -C 4 alkylene); or  
 β-11) a compound of the formula (B-11)  
                     
 in which  
 E 31  is C 1 -C 10 alkyl, C 5 -C 12 cycloalkyl, C 1 -C 4 alkyl-substituted C 5 -C 12 cycloalkyl, phenyl or  
 C 1 -C 10 alkyl-substituted phenyl,  
 E 32  is C 3 -C 10 alkylene,  
 E 33  has one of the meanings of E 1 , and  
 m 3  is a number from 2 to 6.  
 
     
     
         3 . A stabilizer mixture according to  claim 1  wherein 
 A 1  is hydrogen or methyl,    A 2  is a direct bond or C 2 -C 8 alkylene, and    n 1  is a number from 2 to 25;    n 2  and n 2 * are a number from 2 to 25;    A 3  and A 4  independently of one another are hydrogen or C 1 -C 4 alkyl, or A 3  and A 4  together form a C 9 -C 13 alkylene group, and    the variables n 3  independently of one another are a number from 1 to 25;    n 4  is a number from 2 to 25,    A 5  and A 6  independently of one another are C 1 -C 4 alkyl, and    A 7  is C 1 -C 4 alkyl or a group of the formula (a-I)    with the proviso that at least 50% of the radicals A 7  are a group of the formula (a-I).    
     
     
         4 . A stabilizer mixture according to  claim 2  wherein 
 m 1  is 1, 2 or 4,    if m 1  is 1, E 2  is C 12 -C 20 alkyl,    if m 1  is 2, E 2  is C 2 -C 10 alkylene or a group of the formula (b-I)    E 3  is C 1 -C 4 alkyl,    E 4  is C 1 -C 6 alkylene, and    E 5  and E 6  independently of one another are C 1 -C 4 alkyl, and    if m 1  is 4, E 2  is C 4 -C 8 alkanetetrayl;    two of the radicals E 7  are —COO—(C 10 -C 15 alkyl), and    two of the radicals E 7  are a group of the formula (b-II);    E 9  and E 10  together form C 9 -C 13 alkylene,    E 11  is hydrogen or a group -Z 1 -COO-Z 2 ,    Z 1  is C 2 -C 6 alkylene, and    Z 2  is C 10 -C 16 alkyl;    E 14  is hydrogen, and    E 15  is C 2 -C 6 alkylene or C 3 -C 5 alkylidene;    E 17  is C 10 -C 14 alkyl;    E 24  is C 1 -C 4 alkoxy;    m 2  is 1, 2 or 3,    when m 2  is 1, E 26  is a group                          when m 2  is 2, E 26  is C 2 -C 6 alkylene, and    when m 2  is 3, E 26  is a group of the formula (b-IV)    the radicals E 27  independently of one another are C 2 -C 6 alkylene, and    the radicals E 28  independently of one another are C 1 -C 4 alkyl or C 5 -C 8 cycloalkyl;    E 30  is C 2 -C 8 alkylene; and    E 31  is C 1 -C 4 alkyl,    E 32  is C 3 -C 6 alkylene, and    m 3  is a number from 2 to 6.    
     
     
         5 . A stabilizer mixture according to  claim 1  wherein 
 component (A) is a compound of the formula (A-1-a), (A-2-a), (A-2-b), (A-3-a) or (A-4-a);                          wherein n, is a number from 2 to 20;                          wherein n 2  and n 2 * are a number from 2 to 20;                          wherein the variables n 3  independently of one another are a number from 1 to 20;                          wherein n 4  is a number from 2 to 20, and    at least 50% of the radicals A 7  are a group of the formula (a-I)                          wherein A 8  is hydrogen, C 1 -C 8 alkyl, O′, —H, —CH 2 CN, C 1 -C 18 alkoxy, C 5 -C 12 cycloalkoxy, C 3 -C 6 alkenyl, C 7 -C 9 phenylalkyl unsubstituted or substituted on the phenyl by 1, 2 or 3 C 1 -C 4 alkyl; or C 1 -C 8 acyl,    and the remaining radicals A 7  are ethyl; and    component (B) is formed by two different compounds selected from the group consisting of compounds of the formulae (B-1-a), (B-1-b), (B-1-c), (B-1-d), (B-2-a), (B-3-a), (B-3-b), (B-4-a), (B4-b), (B-5), (B-6-a), (B-7), (B-8-a), (B-9-a), (B-9-b), (B-9-c), (B-10-a) and (B-11-a);                          wherein E 1  is hydrogen, C 1 -C 8 alkyl, O′, —OH, —CH 2 CN, C 1 -C 18 alkoxy, C 5 -C 12 cycloalkoxy, C 3 -C 6 alkenyl, C 7 -C 9 phenylalkyl unsubstituted or substituted on the phenyl by 1, 2 or 3 C 1 -C 4 alkyl; or C 1 -C 8 acyl;                          in which two of the radicals E 7  are —COO—C 13 H 27  and two of the radicals E 7  are                          and E 8  has one of the meanings of E 1 ;                          wherein E 12  has one of the meanings of E 1 ;                          wherein E 13  has one of the meanings of E 1 ;                          wherein E 16  has one of the meanings of E 1 ;                          wherein E 18  has one of the meanings of E 1 ;                          in which E 19 , E 20  and E 21  independently of one another are a group of the formula (b-III)                          wherein E 22  has one of the meanings of E 1 ;                          wherein E 23  has one of the meanings of E 1 ;                          wherein E 25  has one of the meanings of E 1 ;                          wherein E 29  has one of the meanings of E 1 ;                          wherein m 3  is a number from 2 to 6 and E 33  has one of the meanings of E 1 .    
     
     
         6 . A stabilizer mixture according to  claim 1  wherein A 8  is hydrogen, C 1 -C 4 alkyl, C 1 -C 10 alkoxy, cyclohexyloxy, allyl, benzyl or acetyl.  
     
     
         7 . A stabilizer mixture according to  claim 2  wherein E 1 , E 8 , E 12 , E 13 , E 16 , E 18 , E 22 , E 23 , E 25 , E 29  and E 33  are hydrogen, C 1 -C 4 alkyl, C 1 -C 10 alkoxy, cyclohexyloxy, allyl, benzyl or acetyl.  
     
     
         8 . A stabilizer mixture according to  claim 5  wherein A 8 , E 1 , E 8 , E 12 , E 13 , E 16 , E 18 , E 22 , E 23 , E 25 , E 29  and E 33  are hydrogen or methyl and E 1  additionally is C 1 -C 8 alkoxy.  
     
     
         9 . A stabilizer mixture according to  claim 5  wherein one of the two different compounds forming component (B) is a compound of the formula (B-1-b) with E 1  being hydrogen.  
     
     
         10 . A stabilizer mixture according to  claim 5  wherein 
 component (A) is a compound of the formula (A-1-a) with n 1  being a number from 2 to 20 or a compound of the formula (A-2-a) or (A-2-b) wherein n 2  and n 2 * are a number from 2 to 20; and    one of the two different compounds forming component (B) is a compound of the formula (B-1-b) with E 1  being hydrogen.    
     
     
         11 . A stabilizer mixture according to  claim 5  wherein component (A) is a compound of the formula (A-1-a) with n 1  being a number from 2 to 20 or a compound of the formula (A-2-a) or (A-2-b) wherein n 2  and n 2 * are a number from 2 to 20; 
 one of the two different compounds forming component (B) is a compound of the formula (B-1-b) with E 1  being hydrogen; and    the other of the two different compounds forming component (B) is a compound of the formula (B-1-a) with E 1  being hydrogen, (B-1-b) with E 1  being methyl, (B-1-d) with E 1  being hydrogen or methyl, (B-3-a) with E 12  being hydrogen, (B-3-b) with E 12  being hydrogen,    (B4-b) with E 13  being hydrogen, (B-5) with E 16  being hydrogen, (B-6-a) with E 18  being hydrogen or methyl, (B-8-a) with E 23  being methyl, (B-9-c) with E 25  being hydrogen or methyl, (B-10-a) with E 28  being hydrogen, or (B-11-a) with E 33  being hydrogen.    
     
     
         12 . A stabilizer mixture according to  claim 5  wherein 
 component (A) is a compound of the formula (A-1-a) with n 1  being a number from 2 to 20,    component (B) is a compound of the formula (B-1-b) wherein E 1  is hydrogen, and    component (C) is a compound of the formula (B-1-b) wherein E 1  is octyloxy; or    component (A) is a compound of the formula (A-1-a) with n, being a number from 2 to 20,    component (B) is a compound of the formula (B-1-b) wherein E 1  is hydrogen, and    component (C) is a compound of the formula (B-3-a) wherein E 12  is hydrogen; or    component (A) is a compound of the formula (A-1-a) with n 1  being a number from 2 to 20,    component (B) is a compound of the formula (B-1-b) wherein E 1  is hydrogen, and    component (C) is a compound of the formula (B-1-d) wherein E 1  is hydrogen; or    component (A) is a compound of the formula (A-1-a) with n 1  being a number from 2 to 20,    component (B) is a compound of the formula (B-1-b) wherein E 1  is hydrogen, and    component (C) is a compound of the formula (B-1-a) wherein E 1  is hydrogen; or    component (A) is a compound of the formula (A-1-a) with n 1  being a number from 2 to 20,    component (B) is a compound of the formula (B-1-b) wherein E 1  is methyl, and    component (C) is a compound of the formula (B-1-d) wherein E 1  is methyl.    
     
     
         13 . A composition comprising an organic material subject to degradation induced by light, heat or oxidation and a stabilizer mixture according to  claim 1 .  
     
     
         14 . A composition according to  claim 13  wherein the organic material is a synthetic polymer.  
     
     
         15 . A composition according to  claim 13  wherein the organic material is a polyolefin.  
     
     
         16 . A composition according to  claim 13  wherein the organic material is polyethylene, polypropylene, a polyethylene copolymer or a polypropylene copolymer.  
     
     
         17 . A method for stabilizing an organic material against degradation induced by light, heat or oxidation, which comprises incorporating into the organic material a stabilizer mixture according to  claim 1.