Synthesis of benzyl chlorine‐free poly(4‐acetoxystyrene) via cationic polymerization followed by Friedel‐Crafts alkylation

Abstract

The linear benzyl chlorine‐free poly(4‐acetoxystyrene) (PSTO) with low polydispersity (Mw/Mn = 1.3) is obtained through anisole quenching of the living polymerization of 4‐acetoxystyrene initiated with the St–Cl/SnCl4/n‐Bu4NBr system in CH2Cl2. The alkylation reaction rate increases with increasing anisole concentration and temperature. With a 4‐fold excess of anisole over the initiator, end‐chlorine groups are completely capped by anisole in 30 minutes at −15°C through adding extra SnCl4 prior to the alkylation reaction. In addition, by using 2‐methylanisole and 2,6‐dimethylanisole as capping agents, it is verified that both para‐ and ortho‐positions substitution of living PSTO cations to the anisole occur during alkylation reactions.

Graphene‐reinforced novel poly(acetoxystyrene‐co‐glycidylmethacrylate) composites: Synthesis and optimization of dielectric behaviors using response surface methodology

“…The important peaks 6.3-7.2 ppm belong to the protons in the aromatic ring and 1.6 ppm atributed to methylene of acetoxystyrene units. [31,32] It shows a peak at about 2.3 ppm for the methyl proton in the acetoxy group. [33] The two signals at 4.3 and 3.7 ppm were attributed to the protons in the ( CH 2 O) group.…”