Facile synthetic route to polymerizable hindered amine light stabilizers for transition‐metal‐catalyzed olefin copolymerization

Abstract

This work describes a facile method by which a polymerizable hindered amine light stabilizer, 4-(10-undecylidene)-2,2,6,6-tetramethylpiperidine, was prepared in a single-step procedure by means of a Wittig reaction. The monomer was successfully copolymerized with ethylene with a rac-[dimethylsilylenebis (4,5,6,7-tetra-hydro-1-indenyl)]zirconium dichloride/methylalumoxane catalyst system.

Synthesis and Light-Stabilizing Ability of a Series of Hindered Piperidine Derivatives

“…The reaction mixture was heated at 40 C for 10 h and then concentrated at 55 C under reduced pressure to give the residue, which was purified by column chromatography over silica gel (200 mesh) using ethyl acetate as the eluent to afford the addition product 2a in 96.2% yield. Compounds 2b-d were similarly obtained by the Michael addition of methyl acrylate with the corresponding diamines 1b-d. 1 H NMR and 13 C NMR spectra of compounds 2a-d were in good agreement with their structures.…”

“…In the past two decades, several HALSs containing 2,2,6,6-tetramethylpiperidine have been reported, such as polymeric HALS, [1][2][3][4][5][6][7][8][9][10][11] multifunctional HALS [11][12][13] and reactive HALS. [4] Chimassorb 944, as an excellent representative of polymer HALS, with a number average molecular weight of about 2000 to 3000, exhibited good thermal stability and resistance to extraction.…”

Self photostabilizing UV-durable MWCNT/polymer nanocomposites

“…Hence, covalent functionalization of HALS onto the polymer backbone is often practiced to achieve longer outdoor performance. 23 In a similar line we have proposed that the grafting of HALS moieties onto carbon nanotubes via chemical fixation and the mixing of such multifunctional nanotubes is expected to result in more durable polymer nanocomposites.…”

Synthesis and characterization of hindered amine light stabilizers based on end functionalization of polypropylene

“…Several long chain HALS monomers with poly(propylene) 4 and also a long chain HALS monomer were copolymerized with ethylene by using metallocene/MAO catalyst system. 5 Previously, we prepared a HALS end functionalized poly-(ethylene-alt-propylene) copolymer by terminating the living anionic polymerization of isoprene with 4(2,3epoxy propoxy)-1,2,2,6,6-pentamethyl piperidine followed by hydrogenation. 6 The efficient stabilizer should exhibit better miscibility, compatibility, and less migration from polymer matrix to the solvent.…”