Stabilizer mixtures

Abstract

Stabilizer mixture comprising, for example, a compound of the formula

1 . A stabilizer mixture containing 
 (I) one sterically hindered amine compound selected from the group consisting of the classes (α-l), (α-2), (α-3), (α-4) and (α-5); and    (II) one sterically hindered amine compound selected from the group consisting of the classes (β-1), (β-2), (β-3) and (β-4);    (α-1) a compound of the formula (A-1)                          in which    E 1  is C 1 -C 4 alkyl,    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 (a-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;    (α-2) a compound of the formula (A-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 (a-II)                          with E 8  having one of the meanings of E 1 ;    (α-3) a compound of the formula (A-3)                          in which    E 9  is C 1 -C 24 alkyl, and    E 10  has one of the meanings of E 1 ;    (α-4) a compound of the formula (A-4)                          wherein    the radicals E 11  independently of one another have one of the meanings of E 1 ,    and E 12  is hydrogen, C 1 -C 12 alkyl or C 1 -C 12 alkoxy;    (α-5) a compound of the formula (A-5)                          wherein    E 13  has one of the meanings of E 1 , and    E 14  is a group of the formula (a-III)                          wherein the radicals E 15  independently of one another are C 2 -C 12 alkylene, and    the radicals E 16  independently of one another are C 1 -C 12 alkyl or C 5 -C 12 cycloalkyl;    (β-1) a compound of the formula (B-1)                          in which    R 1 , R 3 , R 4  and R 5  independently of one another are hydrogen, C 1 -C 12 alkyl, C 5 -C 12 cycloalk    C 1 -C 4 -alkyl-substituted C 5 -C 12 cycloalkyl, phenyl, phenyl which is substituted by —OH and/or C 1 -C 10 alkyl; C 7 -C 9 phenylalkyl, C 7 -C 9 phenylalkyl which is substituted on the phenyl radical by —OH and/or C 1 -C 10 alkyl; or a group of the formula (b-I)                          R 2  is C 2 -C 18 alkylene, C 5 -C 7 cycloalkylene or C 1 -C 4 alkylenedl(C 5 -C 7 cycloalkylene), or    the radicals R 1 , R 2  and R 3 , together with the nitrogen atoms to which they are bonded, perform a 5- to 10-membered heterocyclic ring, or    R 4  and R 5 , together with the nitrogen atom to which they are bonded, form a 5- to 10-membered heterocyclic ring,    R 6  is C 1 -C 4 alkyl, and    b 1  is a number from 2 to 50,    with the proviso that at least one of the radicals R 1 , R 3 , R 4  and R 5  is a group of the formula (b-I);    (β-2) a compound of the formula (B-2)                          wherein    R 7  and R 11 , independently of one another are hydrogen or C 1 -C 12 alkyl,    R 8 , R 9  and R 10  independently of one another are C 2 -C 10 alkylene, and    X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7  and X 8  independently of one another are a group of the formula (b-II),                          in which R 12  is hydrogen, C 1 -C 12 alkyl, C 5 -C 12 cycloalkyl, C 1 -C 4 alkyl-subsbtuted    C 5 -C 12 cycloalkyl, phenyl, —OH— and/or C 1 -C 10  alkyl-substituted phenyl, C 7 -C 9 phenylalkyl,    C 7 -C 9 phenylalkyl which is substituted on the phenyl radical by —OH and/or C 1 -C 10 alkyl; or a    group of the formula (b-I) as defined above, and    R 13  has one of the meanings of R 6 ;    (β-3) a compound of the formula (B-3)                          in which    R 14 , R, 5 , R 16 , R 17  and R 18  independently of one another are a direct bond or    C 1 -C 10 alkylene,    R 19  has one of the meanings of R 6 , and    b 2  is a number from 1 to 50;    (β-4) a product (B-4) obtainable by reacting a product, obtained by reaction of a polyamine of the formula (B-4-1) with cyanuric chloride, with a compound of the formula (B-4-2)                          in which    b′ 3 , b″ 3  and b′″ 3  independently of one another are a number from 2 to 12,    R 20  is hydrogen, C 1 -C 12 alkyl, C 5 -C 12 cycloalkyl, phenyl or C 7 -C 9 phenylalkyl, and    R 21  has one of the meanings of R 6 .    
     
     
         2 . A stabilizer mixture according to  claim 1 , wherein 
 component (I) is selected from class (α-1) and component (II) is selected from class (β-1); or    component (I) is selected from class (α-1) and component (II) is selected from class (β-2); or    component (I) is selected from class (α-1) and component (II) is selected from class (β-3); or    component (I) is selected from class (α-1) and component (II) is selected from class (β-4); or    component (I) is selected from class (α-2) and component (II) is selected from class (β-1); or    component (I) is selected from class (α-2) and component (II) is selected from class (β-2); or    component (I) is selected from class (α-2) and component (II) is selected from class (β-3); or    component (I) is selected from class (α-2) and component (II) is selected from class (β-4); or    component (I) is selected from class (α-3) and component (II) is selected from class (β-1); or    component (I) is selected from class (α-3) and component (II) is selected from class (β-2); or    component (I) is selected from class (α-3) and component (II) is selected from class (β-3); or    component (I) is selected from class (α-3) and component (II) is selected from class (β-4); or    component (I) is selected from class (α-4) and component (II) is selected from class (β-1); or    component (I) is selected from class (α-4) and component (II) is selected from class (β-2); or    component (I) is selected from class (α-4) and component (II) is selected from class (β-3); or    component (I) is selected from class (α-4) and component (II) is selected from class (β-4); or    component (I) is selected from class (α-5) and component (II) is selected from class (β-1); or    component (I) is selected from class (α-5) and component (II) is selected from class (β-2); or    component (I) is selected from class (α-5) and component (II) is selected from class (β-3); or    component (I) is selected from class (α-5) and component (II) is selected from class (β-4).    
     
     
         3 . A stabilizer mixture according to  claim 1 , 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 (a-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 (a-II);    E 9  is C 10 -C 14 alkyl;    E 12  is C 1 -C 4 alkoxy; the radicals E 15  independently of one another are C 2 -C 6 alkylene, and the radicals E 16  independently of one another are C 1 -C 4 alkyl or C 5 -C 8 cycloalkyl;    R 1  and R 3  independently of one another are a group of the formula (b-I),    R 2  is C 2 -C 8 alkylene,    R 4  and R 5  independently of one another are hydrogen, C 1 -C 12 alkyl, C 5 -C 8 cycloalkyl or a group of the formula (b-I), or the radicals R 4  and R 5 , together with the nitrogen atom to which they are bonded, form a 5- to 10-membered heterocyclic ring, and    b 1  is a number from 2 to 25;    R 7  and R 11  independently of one another are hydrogen or C 1 -C 4 alkyl,    R 8 , R 9  and R 10  independently of one another are C 2 -C 4 alkylene, and    X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7  and X 8  independently of one another are a group of the formula (b-II),    R 12  is hydrogen, C 1 -C 4 alkyl, C 5 -C8cycloalkyl or a group of the formula (b-I);    R 14 , R 15 , R 16 , R 17  and R 18  independently of one another are a direct bond or    C 1 -C 4 alkylene, and    b 2  is a number from 1 to 25;    b′ 3 , b″ 3  and b′″ 3  independently of one another are a number from 2 to 4, and    R 20  is hydrogen, C 1 -C 4 alkyl, C 5 -C 8 cycloalkyl, phenyl or benzyl.    
     
     
         4 . A stabilizer mixture according to  claim 1 , wherein 
 component (I) is a compound of the formula (A-1-a), (A-1-b), (A-1-c), (A-1-d), (A-2-a), (A-3-a), (A-4-a) or (A-5-a); and    component (II) is a compound of the formula (B-1-a), (B-1-b), (B-1-c), (B-2-a), (B -3-a) or a product (B-4-a);                          in which two of the radicals E 7  are —COO—C 13 H 27  and    two of the radicals E 7  are                          wherein b 1  is a number from 2 to 20;                          wherein b 2  is a number from 1 to 20;    a product (B-4-a) obtainable by reacting a product, obtained by reaction of a polyamine of the formula (B-4-1-a) with cyanuric chloride, with a compound of the formula (B-4-2-a).                          
     
     
         5 . A stabilizer mixture according to  claim 4  wherein 
 component (I) is the compound of the formula (A-1-a), (A-1-b), (A-1-c), (A-1-d), (A-2-a), (A-3-a), (A-4-a) or (A-5-a); and  
 component (II) is the compound of the formula (B-1-c) or (B-2-a).  
 
     
     
         6 . A stabilizer mixture according to  claim 4  wherein 
 component (I) is the compound of the formula (A-1-b) and component (II) is the compound of the formula (B-1-c); or wherein  
 component (I) is the compound of the formula (A-1-b) and component (II) is the compound of the formula (B-2-a).  
 
     
     
         7 . A stabilizer mixture according to  claim 1  wherein E 1 , E 8 , E 10 , E 11 , E 13 , R 6 , R 13 , R 19  and R 21  are methyl.  
     
     
         8 . A stabilizer mixture according to  claim 1 , which additionally contains as a further component 
 (X-1) a pigment or    (X-2) an UV absorber or    (X-3) a pigment and an UV absorber.    
     
     
         9 . A composition comprising an organic material subject to degradation induced by light, heat or oxidation and a stabilizer mixture according to  claim 1 .  
     
     
         10 . A composition according to  claim 9  wherein the organic material is a synthetic polymer.  
     
     
         11 . A composition according to  claim 9  wherein the organic material is a polyolefin.  
     
     
         12 . A composition according to  claim 9  wherein the organic material is polyethylene, polypropylene, a polyethylene copolymer or a polypropylene copolymer.  
     
     
         13 . A composition according to  claim 9  wherein the organic material is acrylonitrile/butadiene/styrene (ABS).  
     
     
         14 . 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.