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Controlled Polymerization of Protic Ionic Liquid Monomer by ARGET‐ATRP and TERP
Author(s) -
Nakamura Yasuyuki,
Nakanishi Kouji,
Yamago Shigeru,
Tsujii Yoshinobu,
Takahashi Kenichi,
Morinaga Takashi,
Sato Takaya
Publication year - 2014
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201300855
Subject(s) - atom transfer radical polymerization , polymerization , monomer , ionic liquid , polymer chemistry , copolymer , chemistry , living free radical polymerization , radical polymerization , living anionic polymerization , reversible addition−fragmentation chain transfer polymerization , organic chemistry , polymer , catalysis
The direct synthesis of structurally well‐defined protic polymeric ionic liquid (PIL) with controlled molecular weight and molecular weight distribution is examined using N , N ‐diethyl‐ N ‐(2‐methacryloylethyl) ammonium bis(tri‐fluoromethylsulfonyl)imide (DEMH‐TFSI) as a monomer. Three polymerization methods, namely, atom transfer radical polymerization (ATRP), activators regenerated by electron transfer (ARGET)‐ATRP, and organotellurium‐mediated living radical polymerization (TERP) are employed in this study. While the polymerization by ATRP is slow and does not reach high monomer conversion that under ARGET‐ATRP and TERP proceeds smoothly and affords structurally well‐defined poly(DEMH‐TFSI)s. TERP is especially efficient for the control and poly(DEMH‐TFSI)s with low to high molecular weights (M ¯ n= 49 100–392 500) and narrow molecular weight distributions (M ¯ w /M ¯ n= 1.17–1.46) are obtained. These results represent the first example of synthesis of a structurally well‐defined protic, ammonium PIL by direct polymerization of the protic ionic liquid monomer. The polymerization of N , N ‐diethyl‐ N ‐(2‐methacryloylethyl)‐ N ‐methylammonium bis(trifluoromethylsulfonyl)imide (DEMM‐TFSI), which possesses a quaternary ammonium salt, also proceeds in a highly controlled manner under TERP conditions. A diblock copolymer, polystyrene‐ block ‐poly(DEMH‐TFSI), is also successfully synthesized by TERP.