O-substituted N-hydroxy hindered amine stabilizers

A compound corresponding to the formulae ##STR12## wherein R is hydrogen or methyl,

• R.sub.1 is independently C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.2 -C.sub.18 alkynyl, C.sub.5 -C.sub.8 cycloalkenyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.6 -C.sub.10 bicycloalkyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.9 aralkyl, or C.sub.7 -C.sub.9 aralkyl substituted by alkyl or C.sub.6 -C.sub.10 aryl;
• m is 2-4,
• when m is 2,
• R.sub.2 is C.sub.1 -C.sub.12 alkylene, C.sub.4 -C.sub.12 alkenylene, xylylene, a divalent acyl radical of an aliphatic, cycloaliphatic, araliphatic or aromatic carboxylic acid, or of a dicarbamic acid, ##STR13## wherein D.sub.3 and D.sub.4 are independently hydrogen, an alkyl radical containing up to 8 carbon atoms, an C.sub.6 -C.sub.10 aryl or an C.sub.7 -C.sub.9 aralkyl or 3,5-di-tert-butyl-4-hydroxybenzyl radical, D.sub.5 is hydrogen, or an alkyl or alkenyl radical containing up to 18 carbon atoms, and d is 0-20;
• when m is 4, R.sub.2 is a trivalent acyl radical of an aliphatic, unsaturated aliphatic, cycloaliphatic, or aromatic tricarboxylic acid;
• when m is 4, R.sub.2 is a tetravalent acyl radical of a saturated or unsaturated aliphatic or aromatic tetracarboxylic acid,
• p is 1, 2 or 3,
• R.sub.3 is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.5 C.sub.7 cycloalkyl, C.sub.7 -C.sub.8 aralkyl, C.sub.2 -C.sub.18 alkanoyl, C.sub.3 -C.sub.5 alkenoyl or benzoyl;
• when p is 1,
• R.sub.4 is hydrogen, C.sub.1 -C.sub.18 alkyl C.sub.5 C.sub.7 cycloalkyl, C.sub.2 -C.sub.8 alkenyl unsubstituted or substituted by a cyano, carbonyl or carbamide group, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.9 aralkyl, glycidyl, a group of the formula --CH.sub.2 --CH(OH)--Z or of the formula --CO--Z-- or --CONH--Z wherein Z is hydrogen, methyl or phenyl;
• or a group of the formulae ##STR14## or R.sub.3 and R.sub.4 together when p is 1 can be alkylene of 4 to 6 carbon atoms or 2-oxapolyalkylene or the cyclic acyl radical of an aliphatic or aromatic 1,2- or 1,3-dicarboxylic acid,
• when p is 2,
• R.sub.4 is a direct bond or is C.sub.1 -C.sub.12 alkylene, C.sub.6 -C.sub.12 arylene, xylylene, a --CH.sub.2 CH(OH)--CH.sub.2 group, or a group --CH.sub.2 --CH(OH)--CH.sub.2 --O--X--O--CH.sub.2 --CH(OH)--CH.sub.2 -- wherein X is C.sub.2 -C.sub.10 alkylene, C.sub.6 -C.sub.15 arylene or C.sub.6 -C.sub.12 cycloalkylene;
• or, provided that R.sub.3 is not alkanoyl, alkenoyl or benzoyl, R.sub.4 can also be a divalent acyl radical of an aliphatic, cycloaliphatic or aromatic dicarboxylic acid or of a dicarbamic acid, or can be the group --CO--;
• or
• R.sub.4 is ##STR15## where T.sub.8 and T.sub.9 are independently hydrogen, alkyl of 1 to 18 carbon atoms, or T.sub.8 and T.sub.9 together are alkylene of 4 to 6 carbon atoms or 3-oxapentamethylene,
• when p is 3,
• R.sub.4 is 2,4,6-triazinyl,
• n is 1 or 2,
• when n is 1,
• R.sub.5 and R'.sub.5 are independently C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.12 alkenyl, C.sub.7 -C.sub.12 aralkyl, or R.sub.5 is also hydrogen, or R.sub.5 and R'.sub.5 together are C.sub.2 -C.sub.8 alkylene or C.sub.2 -C.sub.8 hydroxyalkylene or C.sub.4 -C.sub.22 acyloxyalkylene;
• when n is 2,
• R.sub.5 R'.sub.5 together are (--CH.sub.2).sub.2 C(CH.sub.2 --).sub.2 ;
• R.sub.6 is hydrogen, C.sub.1 -C.sub.12 alkyl, allyl, benzyl, glycidyl or C.sub.2 -C.sub.6 alkoxyalkyl;
• when n is 1,
• R.sub.7 is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.7 -C.sub.9 aralkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.2 -C.sub.4 hydroxyalkyl, C.sub.2 -C.sub.6 alkoxyalkyl, C.sub.6 -C.sub.10 aryl, glycidyl, a group of the formula --(CH.sub.2).sub.t --COO--Q or of the formula --(CH.sub.2).sub.t --O--CO--Q wherein t is 1 or 2, and Q is C.sub.1 -C.sub.4 alkyl or phenyl;
• or
• when n is 2,
• R.sub.7 is C.sub.2 -C.sub.12 alkylene, C.sub.6 -C.sub.12 arylene, a group --CH.sub.2 CH(OH)--CH.sub.2 --O--X--O--CH.sub.2 --CH(OH)--CH.sub.2 -- wherein X is C.sub.2 -C.sub.10 alkylene, C.sub.6 -C.sub.15 arylene or C.sub.6 -C.sub.12 cycloalkylene, or a group --CH.sub.2 CH(OZ')CH.sub.2 --(OCH.sub.2 --CH(OZ')CH.sub.2).sub.2 -- wherein Z' is hydrogen, C.sub.1 -C.sub.18 alkyl, allyl, benzyl, C.sub.2 -C.sub.12 alkanoyl or benzoyl;
• Q.sub.1 is --N(R.sub.8)-- or --O--;
• E is C.sub.1 -C.sub.3 alkylene, the group --CH.sub.2 --CH(R.sub.9)--O-- wherein R.sub.9 is hydrogen, methyl or phenyl, the group --(CH.sub.2).sub.3 --NH-- or a direct bond;
• R.sub.10 is hydrogen or C.sub.1 -C.sub.18 alkyl, R.sub.8 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.7 -C.sub.12 aralkyl, cyanoethyl, C.sub.6 -C.sub.10 aryl, the group --CH.sub.2 --CH(R.sub.9)--OH wherein R.sub.9 has the meaning defined above;
• a group of the formula ##STR16## or a group of the formula ##STR17## wherein G is C.sub.2 -C.sub.6 alkylene or C.sub.6 -C.sub.12 arylene;
• or R.sub.8 is a group --E--CO--NH--CH.sub.2 --OR.sub.10 ;
• T.sub.3 is ethylene or 1,2-propylene, or is the repeating structural unit derived from an alpha-olefin copolymer with an alkyl acrylate or methacrylate;
• k is 2 to 100;
• T.sub.4 has the same meaning as R.sub.4 when p is 1 or 2,
• T.sub.5 is methyl,
• T.sub.6 is methyl or ethyl, or T.sub.5 and T.sub.6 together are tetramethylene or pentamethylene,
• M and Y are independently methylene or carbonyl;
• T.sub.7 is the same as R.sub.7,
• T.sub.10 and T.sub.11 are independently alkylene of 2 to 12 carbon atoms, or T.sub.11 is ##STR18## T.sub.12 is piperazinyl, --NR.sub.11 --(CH.sub.2).sub.d --NR.sub.11 -- or ##STR19## where R.sub.11 is the same as R.sub.3 and is also ##STR20## a, b and c are independently 2 or 3, and f is 0 or 1, e is 2, 3 or 4;
• T.sub.13 is the same as R.sub.2 with the proviso that T.sub.13 cannot be hydrogen when n is 1;
• E.sub.1 and E.sub.2, being different, each are --CO-- or --N(E.sub.5) where E.sub.5 is hydrogen, C.sub.1 -C.sub.12 alkyl or alkoxycarbonylalkyl of 4 to 22 carbon atoms;
• E.sub.3 is hydrogen, alkyl of 1 to 30 carbon atoms, phenyl, naphthyl, said phenyl or said naphthyl substituted by chlorine or by alkyl of 1 to 4 carbon atoms, or phenylalkyl of 7 to 12 carbon atoms, or said phenylalkyl substituted by alkyl of 1 to 4 carbon atoms,
• E.sub.4 is hydrogen, alkyl of 1 to 30 carbon atoms, phenyl, naphthyl or phenylalkyl of 7 to 12 carbon atoms, or
• E.sub.3 and E.sub.4 together are polymethylene of 4 to 17 carbon atoms, or said polymethylene substituted by up to four alkyl groups of 1 to 4 carbon atoms, and
• E.sub.6 is an aliphatic or aromatic tetravalent radical, and with the proviso that in formula B when R.sub.1 is alkyl, R.sub.3 is not hydrogen.