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Protection and polymerization of functional monomers, 22 . Synthesis of well‐defined poly(4‐vinylbenzoic acid) by means of anionic living polymerization of N ‐(4‐vinylbenzoyl)‐ N ′‐methylpiperazine, followed by deprotection
Author(s) -
Ishizone Takashi,
Kurosawa Hiroki,
Hirao Akira,
Nakahama Seiichi
Publication year - 1994
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1994.021950915
Subject(s) - polymer chemistry , anionic addition polymerization , chemistry , polymerization , copolymer , living polymerization , living anionic polymerization , monomer , tetrahydrofuran , polyamide , polystyrene , dilithium , amide , reversible addition−fragmentation chain transfer polymerization , polymer , radical polymerization , organic chemistry , ion , solvent , deprotonation
Anionic polymerizations of N ‐(4‐vinylbenzoyl)‐ N ′‐methylpiperazine ( 3a ) and N ‐(4‐vinylbenzoyl)morpholine ( 3b ) were carried out in tetrahydrofuran at −78°C with oligo(α‐methylstyryl)‐dilithium, ‐disodium, and ‐dipotassium. The polymerizations of both 3a and 3b proceeded quantitatively to give stable living polymers having predicted molecular weights and narrow molecular weight distributions. Novel block copolymers, poly( 3a )‐ block ‐polystyrene‐ block ‐poly( 3a ) and poly( 3b )‐ block ‐polystyrene‐ block ‐poly( 3b ), were synthesized by using these living polymerization systems. Under acidic conditions (6 N HCl in 1,4‐dioxane‐water), quantitative hydrolysis of the amide linkage of the poly( 3a ) was achieved to give a well‐defined poly(4‐vinyl‐benzoic acid).