2-[2-Hydroxy-3,5-di-(α,α-dimethylbenzyl)-phenyl]-2H-benzotriazole and stabilized compositions

Claim 2

An automotive topcoat finish, lacquer or enamel composition exhibiting retention of gloss and resistance to delamination on weathering which comprises (a) a thermoplastic acrylic resin or a thermoset acrylic resin, (b) 0.1 to 5% by weight of resin of a compound of the formula ##STR27## wherein T 1 is hydrogen or chloro, T 2 and T 3 are independently the group ##STR28## where T 4 is hydrogen or lower alkyl, T 5 is tert-octyl or the group ##STR29## T 6 has the same meaning as T 5 , with the proviso that one of T 5 and T 6 must be tert-octyl, but both cannot be tert-octyl, and (c) 0.1 to 5% by weight of resin of a hindered amine light stabilizer.

Claim 3

A composition according to claim 1 containing 0.5 to 2% by weight of component (b) based on resin, and 0.5 to 2% by weight of component (c) based on resin.

Claim 4

A composition according to claim 1 wherein T 4 in component (b) is hydrogen.

Claim 5

A composition according to claim 1 wherein component (b) is 2-[2-hydroxy-3,5-di(α,α-dimethylbenzyl)-phenyl]-2H-benzotriazole.

Claim 6

A composition according to claim 1 wherein component (c) is a light stabilizer of the formula (II) ##STR30## in which n is a number from 1-4 inclusive; R is hydrogen or methyl; R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 1 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl, glycidyl or a group --CH 2 --CH(OH)--Z wherein Z is hydrogen, methyl or phenyl; and R 2 when n is 1 is hydrogen, C 1 -C 18 alkyl optionally interrupted by one or more oxygen atoms, cyanoethyl, benzyl, glycidyl, a monovalent radical of an aliphatic, cycloaliphatic, araliphatic or aromatic carboxylic acid, or of carbamic acid or of a phosphorus-containing acid, or a monovalent silyl radical; R 2 when n is 2 is C 2 -C 12 alkylene, C 4 -C 12 alkenylene, xylylene, a bivalent radical of an aliphatic, cycloaliphatic, araliphatic or aromatic dicarboxylic acid, of dicarbamic acid or of a phosphorus-containing acid, or a bivalent silyl radical; R 2 when n is 3 is a trivalent radical of an aliphatic, cycloaliphatic or aromatic tricarboxylic acid, of an aromatic tricarbamic acid or of a phosphorus-containing acid, or a trivalent silyl radical; and R 2 when n is 4 is a tetravalent radical of an aliphatic, cycloaliphatic or aromatic tetracarboxylic acid.

Claim 7

A composition according to claim 5 where in the light stabilizer of Formula II n is the number 1 or 2; R is hydrogen or methyl; R 1 is hydrogen, C 1 -C 12 alkyl, allyl, benzyl, acetyl or acryloyl; and R 2 when n is 1 is a radical of an aliphatic carboxylic acid having 2-18 C atoms, of a cycloaliphatic carboxylic acid having 5-12 C atoms or of an aromatic carboxylic acid having 7-15 C atoms; and R 2 when n is 2 is a radical of an aliphatic dicarboxylic acid having 2-36 C atoms, of a cycloaliphatic or aromatic dicarboxylic acid having 8-14 C atoms, or of an aliphatic, cycloaliphatic or aromatic dicarbamic acid having 8-14 C atoms.

Claim 8

A composition according to claim 1 wherein compound (c) is a light stabiliser of the formula (III) ##STR31## in which n is the number 1 or 2; R is hydrogen or methyl; R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl or C 3 -C 5 alkenoyl; R 3 is hydrogen, C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, C 7 -C 8 aralkyl, C 2 -C 18 alkanoyl, C 3 -C 5 alkenoyl or benzoyl; and R 4 when n is 1 is hydrogen, C 1 -C 18 alkyl, C 5 -C 7 cycloalkyl, C 2 -C 8 alkenyl which is unsubstituted or substituted by a cyano, carbonyl or carbamide group, or it is glycidyl, a group of the formula --CH 2 --CH(OH)--Z or of the formula --CONH--Z wherein Z is hydrogen, methyl or phenyl; or R 4 when n is 2 is C 2 -C.sub. 12 alkylene, C 6 -C 12 arylene, xylylene, a --CH 2 --CH(OH)--CH 2 -- group or a group --CH 2 --CH(OH)--CH 2 --O--X--O--CH 2 --CH(OH)--CH 2 -- wherein X is C 2 -C 10 alkylene, C 6 -C 15 arylene or C 6 -C 12 cycloalkylene; or, provided that R 3 is not alkanoyl, alkenoyl or benzoyl, R 4 can also be a bivalent radical of an aliphatic, cycloaliphatic or aromatic dicarboxylic acid or dicarbamic acid, or can also be the group --CO--; or R 3 and R 4 together when n is 1 can be the cyclic radical of an aliphatic or aromatic 1,2- or 1,3-dicarboxylic acid.

Claim 9

A composition according to claim 1 wherein component (c) is a light stabiliser of the formula (IV) ##STR32## in which n is the number 1 or 2; R is hydrogen or methyl; R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl or C 3 -C 5 alkenoyl; and R 5 when n is 1 is C 2 -C 8 alkylene or hydroxyalkylene or C 4 -C 22 acyloxyalkylene; and R 5 when n is 2 is the group (--CH 2 ) 2 C(CH 2 --) 2 .

Claim 10

A composition according to claim 1 wherein component (c) is a light stabiliser of the formula (V) ##STR33## in which n is the number 1 or 2; R is hydrogen or methyl; R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl or C 3 -C 5 alkenoyl; R 6 is hydrogen, C 1 -C 12 alkyl, allyl, benzyl, glycidyl or C 2 -C 6 alkoxyalkyl; and R 7 when n is 1 is hydrogen, C 1 -C 12 alkyl, C 3 -C 5 alkenyl, C 7 -C 9 aralkyl, C 5 -C 7 cycloalkyl, C 2 -C 4 hydroxyalkyl, C 2 -C 6 alkoxyalkyl, C 6 -C 10 aryl, glycidyl, a group of the formula --(CH 2 ) m --COO--Q or of the formula --(CH 2 ) m --O--CO--Q wherein m is 1 or 2, and Q is C 1 -C 4 alkyl or phenyl; or R 7 when n is 2 is C 2 -C 12 alkylene or C 6 -C 12 arylene, a group --CH 2 --CH(OH)--CH 2 --O--X--O--CH 2 --CH(OH)--CH 2 -- wherein X is C 2 -C 10 alkylene, C 6 -C 15 arylene or C 6 -C 12 cycloalkylene, or a group --CH 2 CH(OZ')CH 2 --(OCH 2 --CH(OZ')CH 2 ) 2 -- wherein Z' is hydrogen, C 1 -C 18 alkyl, allyl, benzyl, C 2 -C 12 alkanoyl or benzoyl.

Claim 11

A composition according to claim 1 wherein component (c) is a light stabilizer of the formula (VI) ##STR34## in which n is the number 1 or 2; and R 8 is a group of the formula ##STR35## in which R and R 1 are as defined under the formula (II), Y is --O-- or --NR 11 --, A is C 2 -C 6 alkylene; and m is the number 0 or 1; R 9 is the groups R 8 , NR 11 R 12 , --OR 13 , --NHCH 2 OR 13 or --N(CH 2 OR 13 ) 2 ; R 10 when n is 1 is the groups R 8 or R 9 ; and R 10 when n is 2 is the group --Y--Q--Y-- wherein Q is C 2 -C 6 alkylene optionally interrupted by --N(R 14 )--; R 11 is C 1 -C 12 alkyl, cyclohexyl, benzyl or C 1 -C 4 hydroxyalkyl, or a group of the formula ##STR36## R 12 is C 1 -C 12 alkyl, cyclohexyl, benzyl, C 1 -C 4 hydroxyalkyl; R 13 is hydrogen, C 1 -C 12 alkyl or phenyl; and R 14 is hydrogen or the group --CH 2 OR 13 ; or R 11 and R 12 together are C 4 -C 5 alkylene or oxaalkylene, or R 11 and R 12 are each a group of the formula ##STR37##

Claim 12

A composition according to claim 1 wherein component (c) is a light stabiliser of the formula (VII) ##STR38## in which n is the number 1 or 2; R is hydrogen or methyl; and R 14 when n is 1 is C 4 14 C 18 alkyl, C 7 -C 12 aralkyl, the group --CO--R 15 , or C 1 -C 4 alkyl which is substituted by --CN, --COOR 16 , --OH, --OCOR 17 or ##STR39## wherein R 15 is C 1 -C 12 alkyl, C 2 -C 4 alkenyl or phenyl, R 16 is C 1 -C 18 alkyl, R 17 is C 1 -C 18 alkyl, C 2 -C 10 alkenyl, cyclohexyl, benzyl or C 6 -C 10 aryl; or R 14 when n is 2 is C 4 14 C 12 alkylene, 2-butenylene-1,4, xylylene, the group --(CH 2 ) 2 --OOC--R 18 --COO--(CH 2 ) 2 -- or the group --CH 2 --OOC--R 19 --COO--CH 2 -- wherein R 18 is C 2 -C 10 alkylene, phenylene or cyclohexylene, and R 19 is C 2 -C 10 alkylene, xylylene or cyclohexylene.

Claim 13

A composition according to claim 1 wherein component (c) is a light stabiliser of the formula (VIII) ##STR40## in which Q is --N(R 3 )-- or --O--; E is C 1 -C 3 alkylene, the group --CH 2 --CH(R 4 )--O-- wherein R 4 is hydrogen, methyl or phenyl, the group --(CH 2 ) 3 --NH-- or a single bond; R is hydrogen or methyl; R 1 is hydrogen, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl or glycidyl; R 2 is hydrogen or C 1 -C 18 alkyl; R 3 is hydrogen, C 1 -C 18 alkyl, C 5 -C 7 cycloalkyl, C 7 -C 12 aralkyl, cyanoethyl, C 6 -C 10 aryl, the group --CH 2 --CH(R 4 )--OH wherein R 4 has the meaning defined above, a group of the formula ##STR41## or a group of the formula ##STR42## wherein G can be C 2 -C 6 alkylene or C 6 -C 12 arylene; or R 3 is a group --E--CO--NH--CH 2 --OR 2 .

Claim 14

A composition according to claim 1 wherein component (c) is bis-(2,2,6,6-tetramethyl-4-piperidyl)sebacate.

Claim 15

A composition according to claim 1 wherein component (c) is bis(1,2,2,6,6-pentamethyl-4-piperidyl)2-n-butyl-2-(3,5-di-tert-butyl-4-hydroxybenzyl)malonate.