Stabilization of acid catalyzed thermoset resins

A stabilized stoving lacquer composition comprising

• (a) an acid catalyzed thermoset resin based on hot crosslinkable acrylic, polyester, polyurethane, polyamide or alkyd resins, and
• (b) an effective oxidative and light stabilizing amount of a hindered amine derivative corresponding to the formulae A-P ##STR16## 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.12 cycloalkyl, C.sub.6 -C.sub.10 bicycloalkyl, C.sub.5 -C.sub.8 cycloalkenyl C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.9 aralkyl, C.sub.7 -C.sub.9 aralkyl substituted by alkyl or aryl, or ##STR17## wherein D is C.sub.1 -C.sub.18 alkyl, C.sub.1 -C.sub.18 alkoxy, phenyl, phenyl substituted by hydroxy, alkyl or alkoxy, or amino or amino mono- or disubstituted by alkyl or phenyl;
• m is 1-4,
• when m is 1,
• R.sub.2 is hydrogen, C.sub.1 -C.sub.18 alkyl optionally interrupted by one or more oxygen atoms, C.sub.2 -C.sub.12 alkenyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.18 aralkyl glycidyl, a monovalent acyl radical of an aliphatic, cycloaliphatic, araliphatic or aromatic carboxylic acid, or of a carbamic acid, or ##STR18## wherein x is 0 or 1, or ##STR19## wherein y 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 dicarboxylic acid or of a dicarbamic acid;
• when m is 3, 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.9 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, aryl, aralkyl, or it is 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 ##STR20## or R.sub.3 and R.sub.4 together when p is 1 can be alkylene of 4 to 65 carbon atoms or 2-oxopolyalkylene 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 Chd 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 dicarbamic acid, or can be the group --CO--;
• or
• R.sub.4 is ##STR21## 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 hydroxylakylene or C.sub.4 -C.sub.22 acyloxyalkylene;
• when n is 2,
• R.sub.5 and R'.sub.5 together are (--CH.sub.2).sub.2 C(CH.sub.2 --).sub.3 ;
• R.sub.6 is hydrogen, C.sub.1 -C.sub.12 alkyl, allyl, benzyl, glycidyl or C.sub.2 -C.sub.6 alkoxylakyl;
• 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 CHY(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 ##STR22## or a group of the formula ##STR23## wherein G.sub.1 can be 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 ##STR24## T.sub.12 is piperazinyl, ##STR25## wherein R.sub.11 is the same as R.sub.3 or is also ##STR26## 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)-- wherein E.sub.5 is hydrogen, C.sub.1 -C.sub.12 alkyl or C.sub.4 -C.sub.22 alkoxycarbonylalkyl;
• E.sub.3 is hydrogen, alkyl of 1 to 30 carbon atoms, phenyl, naphtyl, 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;
• R.sub.2 of formula (N) is a previously defined when m is 1;
• G is a direct bond, C.sub.1 -C.sub.12 alkylene, phenylene or --NH--G'-NH wherein G' is C.sub.1 -C.sub.12 alkylene;
• and
• E.sub.6 is an aliphatic or aromatic tetravalent radical.