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US 5,047,489 AGranted
Ethylenically unsaturated compounds containing 1-hydrocarbyloxy-2,2,6,6-tetramethylpiperidine moieties, and polymers, copolymers and stabilized compositions
AssigneeCiba-Geigy Corporation
InventorsRamanathan Ravichandran, Peter J. Schirmann, Andrew Mar
Life of this patent
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Abstract
Ethylenically unsaturated compounds containing 1-hydrocarbyloxy-2,2,6,6-tetramethylpiperidine moieties represent reactable stabilizers which may be homopolymerized or copolymerized with other ethylenically saturated monomers to form non-migrating, light stabilizers which are very effective in stabilizing polyolefins and other polymer substrates against the deleterious effects of actinic light.
Claims9
A polymer or copolymer which comprises the polymerization product of
- (a) 1 to 100% by weight, based on the total polymer or copolymer, of at least one ethylenically unsaturated, polymerizable monomer containing a hindered amine moiety substituted on the 1-N atom with a hydrocarbyloxy group, said moiety having the formula E ##STR15## where L.sub.1 and L.sub.2 are independently alkyl of 1 to 4 carbon atoms, or L.sub.1 and L.sub.2 together are pentamethylene, and R.sub.1 is hydrocarbyl, and said monomer is selected from the group consisting of formulas I-IX ##STR16## where R.sub.1 is alkyl of 1 to 36 carbon atoms, alkenyl of 2 to 18 carbon atoms, alkynyl of 2 to 18 carbon atoms, aralkyl of 7 to 15 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, cycloalkenyl of 5 to 12 carbon atoms, a radical of a saturated or unsaturated bicyclic or tricyclic hydrocarbon of 7 to 12 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by alkyl,
- X is a direct bond, --O(polyoxyalkyleneO)-- of 2 to 12 carbon atoms, --O--, --NH-- or --NG--, where G is alkyl of 1 to 8 carbon atoms,
- X.sub.1 is a direct bond or --O--,
- n is 1 or 2,
- T.sub.1, T.sub.2 and T.sub.4 are independently hydrogen, halogen, alkyl of 1 to 18 carbon atoms or aryl of 6 to 10 carbon atoms,
- T.sub.3 is hydrogen or methyl, and
- R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen or alkyl of 1 to 12 carbon atoms, or R.sub.2 is also cyano in formula III;
- and
- (b) 99 to 0% by weight, based on the total polymer or copolymer, of at least one ethylenically unsaturated, polymerizable monomer having no group of formula E present and selected from the group consisting of the esters and amides of acrylic and methacrylic acid, the itaconates, the citraconates, styrene, the vinyl pyridines, divinylbenzene, acrylonitrile, methacrylonitrile, N-vinyl-2-pyrrolidone, N-vinylcarbazole, maleimides, vinyl sulfonate, vinyl phosphonates, alpha-olefins, isoprene, butadiene, vinyl esters, vinyl ethers and halogenated olefins.
6 more elements
Dependencies are inferred from the claim text.