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Synthesis of benzyl chlorine‐free poly(4‐acetoxystyrene) via cationic polymerization followed by Friedel‐Crafts alkylation
Author(s) -
Wen Shuai,
Liu Qiang,
Liang Wentian
Publication year - 2021
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/pat.5302
Subject(s) - anisole , alkylation , cationic polymerization , friedel–crafts reaction , chlorine , polymerization , polymer chemistry , chemistry , materials science , organic chemistry , catalysis , polymer
The linear benzyl chlorine‐free poly(4‐acetoxystyrene) (PSTO) with low polydispersity ( M w / M n = 1.3) is obtained through anisole quenching of the living polymerization of 4‐acetoxystyrene initiated with the St–Cl/SnCl 4 /n‐Bu 4 NBr system in CH 2 Cl 2 . 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 SnCl 4 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.