Tetra-alkyl piperidine derivatives as light stabilizers
AssigneeCiba-Geigy Corporation
InventorsJean Rody, Mario Slongo
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Abstract
Compounds which contain, in their molecule, at least one 2-(2'-hydroxyphenyl)-benztriazole group or one 2-hydroxybenzophenone group and at least one polyalkylpiperidine group are effective light stabilizers for organic materials, in particular for polymers. The use of the compounds as light stabilizers for lacquers is of particular importance.
Claims11
A compound of the formula A-B-A, B-A-B, A-Z-B-Z-A or B-Z-A-Z-B wherein A is ##STR13## for compounds of the formulae A-B-A and A-Z-B-Z-A, B is ##STR14## for formula (B XII) wherein R.sup.12 is a free valency;
- while for compounds of the formulae B-A-B and B-Z-A-Z-B, B is ##STR15## Z is a divalent linking member selected from the group consisting of --(CH.sub.2).sub.m --CO--O--, --(CH.sub.2).sub.m --CO--O--R.sup.14 --, --O--(CH.sub.2).sub.n --CO--O--R.sup.14 --, --CH.sub.2 --CH(OH)--CH.sub.2 --O--CO--(CH.sub.2).sub.m, --O--CH.sub.2 --CH(OH)--CH.sub.2 --O--CO--(CH.sub.2).sub.m --, --CH.sub.2 --CH(OH)--CH.sub.2 --, --CH.sub.2 --CH(OH)--CH.sub.2 --O--, --CH.sub.2 --CH(OH)--CH.sub.2 --N(R.sup.15)--(CH.sub.2).sub.m --, --O--CH.sub.2 --CH(OH)--CH.sub.2 --N(R.sup.15)--(CH.sub.2).sub.m --, --N(R.sup.15)--CH.sub.2 --CH(OH)--CH.sub.2 --N(R.sup.16)--(CH.sub.2).sub.m, --CH.sub.2 --CH(R.sup.13)--O--CH.sub.2 --CH(OH)CH.sub.2 --N(R.sup.15)--(CH.sub.2).sub.m --, --CH.sub.2 --CH(R.sup.13)--O--CH.sub.2 --CH(OH)--CH.sub.2 --O--CO--(CH.sub.2).sub.m --, -- (CH.sub.2).sub.m --N(R.sup.15)--CO--, --(CH.sub.2).sub.m --N(R.sup.15)--CO--(CH.sub.2).sub.n --, --O--(CH.sub.2).sub.3 --N(R.sup.15)--CO--(CH.sub.2).sub.m --, --CH.sub.2 --NH--CO--CH.sub.2 --O--, --CH.sub.2 --NH--CO--CH.sub.2 --O--CH(R.sup.13)--CH.sub.2 --, --CH.sub.2 --NH--CO--CH.sub.2 --N(R.sup.15)--(CH.sub.2).sub.m --, --CH.sub.2 --NH--CO--CH.sub.2 CH.sub.2 --N(R.sup.15)--(CH.sub.2).sub.m -- and ##STR16## one R being hydrogen and one R being a free valency for compounds of the formulae A-B-A and A-Z-B-Z-A, and both R groups being free valency for compounds of the formulae B-A-B and B-Z-A-Z-B;
- R.sup.1 is hydrogen, chlorine, C.sub.1 -C.sub.4 alkyl, OH or C.sub.1 -C.sub.4 alkoxy;
- R.sup.2 and R.sup.3 independently of one another are H, Cl, C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.8 cycloalkyl, phenyl, C.sub.7 -C.sub.9 phenylalkyl, OH or C.sub.1 -C.sub.12 alkoxy;
- R.sup.4 and R.sup.5 independently of one another are H, Cl, OH, C.sub.1 -C.sub.12 alkoxy or C.sub.1 -C.sub.12 alkyl;
- R.sup.6 is H or CH.sub.3, R.sup.7 is H, O, C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 alkenyl, benzyl, acetyl or a group --CH.sub.2 --CH(OH)--R.sup.13 ;
- R.sup.8 is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 alkenyl or C.sub.7 -C.sub.9 phenylalkyl;
- R.sup.9 is a --CH.sub.2 CH.dbd.CHCH.sub.2 --;
- ##STR17## R.sup.10 and R.sup.11 are hydrogen, C.sub.1 -C.sub.12 alkyl, phenyl or benzyl, or R.sup.10 and R.sup.11 are together C.sub.4 -C.sub.19 alkylene;
- R.sup.12 is H or a free valency;
- R.sup.13 is H, CH.sub.3, C.sub.2 H.sub.5 or phenyl;
- X is a ##STR18## Y is a C.sub.2 -C.sub.8 alkylene group;
- R.sup.14 is --CH.sub.2 -- or --CH(R.sup.13)--CH.sub.2 --;
- R.sup.15 and R.sup.16 are H, C.sub.1 -C.sub.12 -alkyl, cyclohexyl or benzyl;
- R.sup.17 is --O-- or --NR.sup.15 --;
- R.sup.18 is C.sub.1 -C.sub.12 -alkoxy, phenoxy or an amino group ##STR19## m is 0, 1 or 2;
- and n is 1 or 2.
A compound according to claim 1, in which the groups A are linked to the groups B by a radical ##STR20## in which R.sup.17 is a group --NR.sup.15 and R.sup.15 and R.sup.18 are as defined in claim 16.
Dependencies are inferred from the claim text.