Process for chemically bonding stabilizers to polymers
AssigneeCiba-Geigy Corporation
InventorsFriedrich Karrer, Peter Hofmann
Life of this patent
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Abstract
s-Triazine compounds, the molecule of which contains at least one ethylenically unsaturated group and at least one 2,2,6,6-tetramethylpiperidine group can be grafted onto organic polymers, in particular onto polyolefines, in the presence of free-radical formers or by means of irradiation. Examples of free-radical formers are peroxy or azo compounds. If polyunsaturated piperidine-triazine compounds are used, it is also possible to achieve crosslinking of the polymer, particularly in the case of polyethylene.
Claims16
A process for chemically bonding polyalkylpiperidine stabilizers to polyolefins or olefin copolymers by grafting ethylenically unsaturated polyalkylpiperidine derivatives, by the action of free radicals produced by chemical or physical means, onto the polyolefin or copolymer, said derivative being a compound of the formula I ##STR28## in which R.sup.1 is hydrogen, oxyl oxygen, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.7 -alkenyl, C.sub.7 -C.sub.11 -phenylalkyl, cyanomethyl, C.sub.2 -C.sub.18 -alkanoyl or C.sub.3 -C.sub.18 -alkenoyl or a group --CON(R.sup.2)(R.sup.3) or --CH.sub.2 --CH(R.sup.4)--OH in which R.sup.2 is C.sub.1 -C.sub.12 -alkyl, allyl, cyclohexyl, benzyl, phenyl or C.sub.7 -C.sub.12 -alkylphenyl and R.sup.3 is hydrogen, C.sub.1 -C.sub.12 -alkyl, allyl or benzyl or R.sup.2 and R.sup.3, together with the N atom to which they are attached, form a 5-membered or 6-membered heterocyclic ring and R.sup.4 is hydrogen, C.sub.1 -C.sub.12 -alkyl, phenyl, C.sub.2 -C.sub.13 -alkoxymethyl or phenoxymethyl, X is a divalent group of the formula --O--, --N(R.sup.5)--, --NH--CH.sub.2 --CH.sub.2 --, --NH--(CH.sub.2).sub.2 --O--, --NH(CH.sub.2).sub.3 --O-- or --N(R.sup.5)--R.sup.7 --N(R.sup. 6)-- in which R.sup.5 is hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.7 -alkenyl, cyclohexyl, C.sub.3 -C.sub.12 -alkoxyalkyl, C.sub.5 -C.sub.12 -alkenoxyalkyl, C.sub.4 -C.sub.12 -dialkylaminoalkyl, a group --CH.sub.2 --CH(R.sup.4)--OH, benzyl or a group of the formula ##STR29## or of the formula ##STR30## R.sup.6 is hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.7 -alkenyl, cyclohexyl, a group --CH.sub.2 --CH(R.sup.4)--OH are group of the formula ##STR31## R.sup.7 is C.sub.2 -C.sub.12 -alkylene which can be interrupted by 1, 2 or 3 of the groups --O-- or --N(R.sup.6)--, C.sub.6 -C.sub.14 -cycloalkylene or cycloalkylenedialkylene, Y is a divalent group of the formula --O-- or --N(R.sup.6)-- and A and B, independently of one another, (a) are a group of the formula R.sup.8 O-- or (R.sup.9)(R.sup.10)N-- in which R.sup.8 is C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.7 -alkenyl, C.sub.3 -C.sub.12 -alkoxyalkyl, C.sub.4 -C.sub.12 -dialkylaminoalkyl, cyclohexyl, benzyl, phenyl or C.sub.7 -C.sub.12 -alkylphenyl, R.sup.9 is C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.7 -alkenyl, C.sub.5 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.12 -alkoxyalkyl, C.sub.5 -C.sub.12 -alkenoxyalkyl, C.sub.4 -C.sub.12 -dialkylaminoalkyl, a group --CH.sub.2 --CH(R.sup.4)--OH, phenyl, C.sub.7 -C.sub.12 -alkylphenyl or C.sub.7 -C.sub.11 -phenylalkyl and R.sup.10 is hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.7 -alkenyl, C.sub.5 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.12 -alkoxyalkyl, C.sub.5 -C.sub.12 -alkenoxyalkyl, C.sub.4 -C.sub.12 -dialkylaminoalkyl, C.sub.2 -C.sub.12 -alkanoyl, C.sub.3 -C.sub.12 -alkenoyl, a group --CH.sub.2 --CH(R.sup.4)--OH or C.sub.7 -C.sub.11 -phenylalkyl, or R.sup.9 and R.sup.10, together with the N atom to which they are attached, form a 5-membered or 6-membered heterocyclic ring, or (b) are a group of the formula ##STR32## in which at least three of the groups R.sup.1, R.sup.2, R.sup.3, R.sup.5, R.sup.6, R.sup.8, R.sup.9 or R.sup.10 is an alkenyl or alkenoyl radical.
Dependencies are inferred from the claim text.