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Living cationic ring‐opening polymerization of 3,4‐dihydro‐2 H ‐benzo[4,5]imidazo[2,1‐ b ]oxazine
Author(s) -
Miyamoto Masatoshi,
Tomari Kohei,
Kimura Yoshiharu
Publication year - 1999
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/(sici)1521-3935(19990301)200:3<594::aid-macp594>3.0.co;2-l
Subject(s) - cationic polymerization , chemistry , polymerization , polymer chemistry , isomerization , ring opening polymerization , molar mass distribution , yield (engineering) , ring (chemistry) , trifluoromethanesulfonate , polymer , organic chemistry , materials science , catalysis , metallurgy
Abstract SUMMARY: The cationic ring‐opening isomerization polymerization of 3,4‐dihydro‐2 H ‐benzo[4,5]imidazo[2,1‐ b ]oxazine (DBI) is reported for the first time. The polymerization of DBI with methyl trifluoromethanesulfonate proceeds smoothly at 35°C and gives poly(2,3‐dihydro‐1 H ‐benzo[ d ]imidazol‐2‐one‐1,3‐diyltrimethylene) (polyDBI) in high yield. The narrow molecular weight distribution of the product as well as the results of postpolymerization revealed that the polymerization proceeds in a living fashion. PolyDBI is an amorphous white solid whose T g determined by DSC is 31°C. TGA analysis showed that it is stable up to 475°C in nitrogen atmosphere.