US 4,288,593 AGranted

Polyalkylpiperidine derivatives of s-triazines

AssigneeCiba-Geigy Corporation

InventorJean Rody

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Abstract

Novel polyalkylpiperidine derivatives of s-triazines of the formula ##STR1## in which X and X' are a divalent organic radical, X", X.sub.1 and X.sub.2 are a direct bond or a divalent organic radical, Y, Y', Y", Y.sub.1, Y.sub.2, Z and Z' are --O--, --S--, --NH-- or --NR.sup.3 --, R is H or CH.sub.3 and R.sup.1, R.sup.2 and R.sup.3 are a monovalent organic radical or a polyalkylpiperidine group, or the group R.sup.1 --X"--Y"-- is chlorine, and R.sup.4 is H, O, alkyl, allyl or benzyl, are valuable stabilizers for polymeric materials, in particular to protect them against photochemical degradation. The derivatives are prepared by stepwise reaction of cyanuric chloride with the corresponding YH, Y'H and Y"H compounds. If 2 or 3 of these components are identical, the corresponding symmetrically substituted triazine compounds, which are preferred, are formed.

A compound of the formula I ##STR31## in which X and X' are C.sub.2 -C.sub.12 -alkylene, which can be interrupted by --O--, --S-- or --NR.sup.3 --, or p-xylylene, X" has one of the meanings defined for X and X' or is a direct bond or a group --OCH.sub.2 CH.sub.2 CH.sub.2 --, the O of which is not bonded to Y", X.sub.1 and X.sub.2 are a direct bond, C.sub.1 -C.sub.4 -alkylene or a group --OCH.sub.2 CH.sub.2 CH.sub.2 --, the O of which is not bonded to Y.sub.1 or Y.sub.2, and Y.sub.1, Y.sub.2, Z and Z' are --O--, --S--, --NH-- or --NR.sup.3 --, Y, Y' and Y" are --O--, --S--, --NH--, --NR.sup.3 -- or --NR.sup.5 --, R is hydrogen or methyl, R.sup.1 is hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.2 -C.sub.8 -alkoxyalkyl, C.sub.2 -C.sub.4 -hydroxyalkyl, C.sub.5 -C.sub.12 -cycloalkyl, allyl, benzyl, C.sub.6 -C.sub.10 -aryl or phenyl which is substituted by 1 or 2 C.sub.1 -C.sub.8 alkyl groups or OH or C.sub.1 -C.sub.4 -alkoxy or is a polyalkylpiperidinyl group of the formula II ##STR32## or, if Y" is --NR.sup.3 -- and X" is a direct bond, R.sup.1 and R.sup.3 together with the N atom form a pyrrolidine, piperidine or morpholine ring, or R.sup.1 is a radical of the formula III ##STR33## or the group R.sup.1 --X"--Y"-- is chlorine, R.sup.2 is C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.8 alkoxyalkyl, C.sub.2 -C.sub.4 hydroxyalkyl, C.sub.5 -C.sub.12 cycloalkyl, allyl, benzyl, C.sub.6 -C.sub.10 aryl or phenyl which is substituted by 1 or 2 C.sub.1 -C.sub.8 alkyl groups or OH or C.sub.1 -C.sub.4 alkoxy or is a polyalkylpiperidinyl group of the formula II or, if Y.sub.2 is --NR.sup.3 -- and X.sub.2 is a direct bond, R.sup.2 and R.sup.3 together with the N atom form a pyrrolidine, piperidine or morpholine ring, R.sup.3 is C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.8 alkoxyalkyl, C.sub.2 -C.sub.4 hydroxyalkyl, C.sub.5 -C.sub.12 cycloalkyl, allyl, benzyl, C.sub.6 -C.sub.10 aryl or phenyl which is substituted by 1 or 2 C.sub.1 -C.sub.8 alkyl groups or OH or C.sub. 1 -C.sub.4 alkoxy or is a polyalkylpiperidinyl group of the formula II, R.sup.4 is hydrogen, O.sub.o, C.sub.1 -C.sub.18 -alkyl, allyl or benzyl and R.sup.5 is a radical of the formula IV ##STR34##

Abstract

Claims8