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Anionic Polymerization of 2‐Hexyl[3]dendralene
Author(s) -
Takamura Yuki,
Takenaka Katsuhiko,
Toda Tomoyuki,
Takeshita Hiroki,
Miya Masamitsu,
Shiomi Tomoo
Publication year - 2018
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.201700046
Subject(s) - polymerization , polymer chemistry , anionic addition polymerization , tetrahydrofuran , chemistry , monomer , molar mass distribution , heptane , alkyl , chain transfer , carbanion , polymer , ring opening polymerization , radical polymerization , organic chemistry , solvent
Abstract In this study, the polymerization behavior of 2‐hexyl[3]dendralene ( H3D ), which is an alkyl‐group‐derived [3]dendralene, is examined. The polymerization of H3D in tetrahydrofuran (THF) at −78 °C with potassium naphthalenide as the initiator affords poly( H3D ) with a narrow molecular weight distribution, although a small shoulder peak is observed at a high molecular weight even before the monomer is completely consumed. The molecular weight distribution of poly( H3D ) prepared in heptane is broader than that prepared in THF, indicating that the nucleophilic addition of a propagating carbanion to the carbon–carbon double bond in the polymer chain occurs in addition to polymerization. Furthermore, the microstructure of poly( H3D ) is investigated by NMR. Signals corresponding to the conjugate addition structure, that is, 1,4‐ and 4,6‐structures, are exclusively observed. Poly( H3D ) prepared in heptane contains a higher content of the 4,6‐structures compared with those prepared in THF.