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Group‐transfer polymerization of cyclic trimethylsilyl dienolate as a new monomer
Author(s) -
Kadokawa Junichi,
Inomata Shima,
Iwasaki Yasuhiro,
Tagaya Hideyuki,
Chiba Koji
Publication year - 2000
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 - 10.1002/1521-3927(20001101)21:17<1253::aid-marc1253>3.0.co;2-z
Subject(s) - polymerization , polymer chemistry , monomer , benzaldehyde , trimethylsilyl , end group , chemistry , ring opening polymerization , nuclear magnetic resonance spectroscopy , polymer , materials science , organic chemistry , catalysis
Abstract This communication reports the group‐transfer polymerization of a cyclic trimethylsilyl dienolate, 2‐(trimethylsilyloxy)furan ( 1 ), initiated with benzaldehyde. The polymerization proceeded in the presence of a tetrabutylammonium salt as the catalyst in THF solvent at 0–50°C. The product was isolated as an ethyl acetate insoluble fraction after acidic work‐up. The structure of the product polymer was determined by means of 1 H NMR, 13 C NMR, and IR spectroscopy to be polylactone 3 . The mechanism of the polymerization can be explained by a Michael‐type addition of 1 onto the propagating end.