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Anionic Polymerization of N ‐Methacryloyl‐2‐methylaziridine and N ‐Methacryloylazetidine
Author(s) -
Suzuki Takashi,
Kusakabe Junichi,
Ishizone Takashi
Publication year - 2007
Publication title -
macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 1022-1360
DOI - 10.1002/masy.200750412
Subject(s) - monomer , polymer chemistry , polymerization , polymer , molar ratio , anionic addition polymerization , radical polymerization , chemistry , molar mass distribution , organic chemistry , catalysis
Anionic polymerizations of N ‐methacryloyl‐2‐methylaziridine ( 1 ) and N ‐methacryloylazetidine ( 2 ) were carried out in THF with 1,1‐diphenyl‐3‐methylpentyllithium (DMPLi) and with diphenylmethylpotassium (Ph 2 CHK) in the presence of LiCl or Et 2 Zn. Poly( 1 ) and poly( 2 ) possessing predicted M n s based on the molar ratios between monomer to initiators and narrow molecular weight distributions (MWD, M w / M n < 1.1) were quantitatively obtained at −40 °C within 24 h. The stability of the propagating chain end of poly( 1 ) was confirmed by the quantitative initiation efficiency in the postpolymerization. The radical polymerizations of 1 and 2 with AIBN gave the polymers in 77 and 40% yields, respectively. These are first examples demonstrating the positive polymerizability of N , N ‐dialkylmethacrylamide derivatives, while N , N ‐dimethylmethacrylamide showed the negative polymerizability under the radical and anionic polymerization conditions.