Novel polymerizable hindered amine light stabilizers (HALS) such 1-(but-3-enyl)-2,2,6,6tetramethylpiperidine (1), 1-(undec-10-enyl)-2,2,6,6-tetramethylpiperidine (2), 4-(but-3-enyl)-1,2,2,6,6pentamethyl-3,4-dehydropiperidine (3), 2-(but-3-enyl)-2,6,6-trimethylpiperidine (4), 4-(but-3-enyl)-1,2,2,6,6pentamethyl-4-piperidyl ether (5), 4-(undec-10-enylamide)-1,2,2,6,6-pentamethylpiperidine (6), 4-((N-nbutyl)-undec-10-enylamide)-1,2,2,6,6-pentamethylpiperidine (7), and bis(N-n-butyl-N-2,2,6,6-tetramethylpiperidine)-N-n-butyl-N-allyltriazine (8) were synthesized. All the aforementioned HALS monomers except for 5 and 8 were successfully copolymerized in fair to high yields with ethylene or propylene over eight different group 4 metallocene catalysts using methylalumoxane (MAO) as cocatalyst. Copolymerizations were also performed over a supported metallocene/SiO 2/MAO/triisobutylaluminum(TIBA) catalyst system. The silica-supported metallocene catalyst system readily promoted copolymerization of the sterically hindered monomer 2 with ethylene, however, copolymerizations using either 6 or 7 as comonomer failed. Moreover, a catalyst derived from the reaction of rac-[dimethylsilylenebis(1-indenyl)]zirconium dichloride (CA1) with triethylaluminum and trityl tetra(perfluorophenyl)borate (TRI-FABA) afforded HALS copolymers in high yields. Surprisingly, it was found that TRI-FABA, a strong Lewis acid, could impede the Lewis base activity of HALS monomers such as 2, 6 and 7 provided a sufficient relative amount of TRI-FABA was employed. Thus, once an equilibrium concentration between TRI-FABA and HALS monomer was established, the presence of HALS monomer no longer affected the rate of polymerization. Normally, metallocene catalysts are severely poisoned when traces of polar monomers (Lewis bases) are present, due to the Lewis acidic nature of the catalyst. Furthermore, a series of standard ethylene homopolymerizations over rac- [dimethylsilylenebis(4,5,6,7-tetrahydro-1-indenyl)]zirconium dichloride (CA2)/MAO catalyst system was performed in the presence of different sterically hindered amine model compounds such as 1-(1-methylene-2,6-di-tert-butylphenol)-2,2,6,6-tetramethylpiperidine (A),