Sulfoxides or sulfones grafted onto polymers
Polymers grafted with a compound of formula I, wherein the general symbols are as defined within, have outstanding stability against oxidative, thermal, dynamic, light-induced and/or ozone-induced degradation.
1. A compound of formula I
wherein, when n is 0,
R is
or a radical of formula III, IV, V, VI, VIII or IX
when n is 1,
R is
when n is 2,
R is
when n is 3,
R is
R 1 is C 1 -C 25 alkyl,
or C 2 -C 18 hydroxyalkyl,
R 2 is C 1 -C 25 alkyl,
C 2 -C 18 hydroxyalkyl or a radical of formula III or IX,
R 5 is C 1 -C 12 alkylene, or C 2 -C 12 alkylene interrupted by oxygen,
R 6 , R 7 and R 8 are each independently of the others hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkyl interrupted by oxygen or by sulfur; or C 3 -C 12 alkenyl,
R 9 is hydrogen, C 1 -C 8 alkyl, C 5 -C 8 cycloalkyl, C 7 -C 9 phenylalkyl or phenyl,
R 10 is C 1 -C 8 alkyl, C 5 -C 8 cycloalkyl, C 7 -C 9 phenylalkyl, phenyl,
R 12 is a direct bond or unsubstituted or C 1 -C 4 alkyl-substituted C 1 -C 8 alkylene,
R 13 is C 1 -C 8 alkylene or
R 14 is hydrogen or C 1 -C 4 alkyl,
R 15 is C 1 -C 4 alkylene,
R 16 is hydrogen, cyclohexyl or C 3 -C 12 alkyl,
R 17 is C 1 -C 8 alkylene or
R 18 is hydrogen or C 1 -C 12 alkyl,
R 21 is
R 22 is a direct bond or C 1 -C 8 alkylene,
R 23 is C 1 -C 8 alkylene,
R 24 is C 1 -C 25 alkyl, C 2 -C 25 alkanoyl,
R 25 is C 2 -C 18 alkylene or C 2 -C 18 alkylene interrupted by oxygen or by sulfur,
R 26 and R 27 are each independently of the other hydrogen, CF 3 , C 1 -C 12 alkyl or phenyl, or R 26 and R 27 , together with the carbon atom to which they are bonded, form a C 5 -C 8 cycloalkylidene ring that is unsubstituted or substituted by from 1 to 3 C 1 -C 4 alkyl groups,
R 28 is C 1 -C 8 alkyl,
R 29 is C 1 -C 12 alkylene,
R 30 is C 1 -C 8 alkylene,
R 31 is C 1 -C 25 alkyl,
R 32 , R 33 , R 34 and R 35 are each independently of the others C 1 -C 8 alkyl; or the radicals R 32 and R 33 or the radicals R 34 and R 35 , together with the carbon atom to which they are bonded, form a C 5 -C u cycloalkylidene ring,
R 36 is hydrogen, C 1 -C 18 alkyl, C 3 -C 6 alkenyl, C 3 -C 6 alkynyl, C 7 -C 12 phenylalkyl, C 1 -C 8 acyl, C 1 -C 18 alkoxy, C 1 -C 18 hydroxyalkoxy, C 2 -C 1 olkenyloxy or C 5 -C 12 cycloalkoxy,
R 37 is C 1 -C 4 alkylene, sulfur or C 2 -C 8 alkylidene,
R 38 is hydrogen, C 1 -Colkyl, C 5 -C 8 cycloalkyl or phenyl,
R 39 is hydrogen, halogen, —SO—C 1 -C 25 alkyl or —SO 2 —C 1 -C 25 alkyl,
R 40 is hydrogen, C 1 -C 8 alkyl or phenyl,
R 41 is a direct bond, or unsubstituted or C 1 -C 4 alkyl-substituted C 1 -C 8 alkylene,
R 42 is hydrogen, C 1 -C 8 alkyl, C 5 -C 8 cycloalkyl or C 7 -C 9 phenylalkyl,
m is 0, 1 or 2,
n is 0, 1, 2 or 3, and
p is 1 or 2;
with the proviso that, when n is 0, R is a radical of formula V, R 17 is
and R 22 and R 23 are methylene, then R 24 is other than hydrogen.
2. A compound according to claim 1 , wherein,
when n is 0,
R is
or a radical of formula III, IV, V, VI, VIII or IX;
when n is 1,
R is
when n is 2,
R is
when n is 3,
R is
R 1 is C 4 -C 18 alkyl,
or C 2 -C 8 hydroxyalkyl,
R 2 is C 4 -C 18 alkyl,
C 2 -C 8 hydroxyalkyl or a radical of formula III or IX,
R 5 is C 1 -C 8 alkylene,
R 6 , R 7 and R 8 are each independently of the others hydrogen, C 1 -C 8 alkyl or C 3 -C 8 alkenyl,
R 9 is C 1 -C 5 alkyl, cyclohexyl or C 7 -C 9 phenylalkyl,
R 10 is C 1 -C 8 alkyl, cyclohexyl, C 7 -C 9 phenylalkyl,
R 12 is C 1 -C 8 alkylene;
R 13 is C 1 -C 8 alkylene or
R 14 is C 1 -C 4 alkyl,
R 15 is C 1 -C 4 alkylene,
R 16 is C 3 -C 8 alkyl,
R 17 is C 1 -C 8 alkylene or
R 18 is hydrogen or C 1 -C 8 alkyl,
R 21 is
R 22 is C 1 -C 6 alkylene,
R 23 is C 1 -C 6 alkylene,
R 24 is C 1 -C 12 alkyl, C 2 -C 12 alkanoyl,
R 25 is C 2 -C 8 alkylene,
R 26 and R 27 are each independently of the other hydrogen or C 1 -C 4 alkyl, or R 26 and R 27 , together with the carbon atom to which they are bonded, form a cyclohexylidene ring,
R 28 is C 1 -C 4 alkyl
R 29 is C 1 -C 4 alkylene,
R 30 is C 1 -C 4 alkylene,
R 31 is C 4 -C 18 alkyl,
R 32 , R 33 , R 34 and R 35 are each independently of the others C 1 -C 4 alkyl; or the radicals R 32 and R 33 or the radicals R 34 and R 35 , together with the carbon atom to which they are bonded, form a cyclohexylidene ring,
R 36 is hydrogen, C 1 -C 8 alkyl, benzyl, C 1 -C 3 acyl, C 1 -C 8 alkoxy, C 2 -C 8 hydroxyalkoxy, C 3 -C 8 alkenyloxy or cyclohexyloxy,
R 37 is C 1 -C 4 alkylene or C 2 -C 4 alkylidene,
R 38 is hydrogen, C 1 -C 4 alkyl or cyclohexyl,
R 39 is hydrogen, chlorine, —SO—C 1 -C 12 alkyl or —SO 2 —C 1 -C 12 alkyl,
R 40 is hydrogen or C 1 -C 4 alkyl,
R 41 is C 1 -C 8 alkylene,
R 42 is C 1 -C 8 alkyl, cyclohexyl or C 7 -C 9 phenylalkyl,
m is 0, 1 or 2,
n is 0, 1, 2 or 3, and
p is 1 or 2.