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Home  >  Journal list  >  Polymer Journal  >  Vol.13  No.7 (1981)  >  pp.651-656

Polymer Journal
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Anionic Polymerizations of 1-(2-Methoxyphenyl)-1,3-butadiene and 1-(4-Methoxyphenyl)-1,3-butadiene—Microstructures of Polymers and Characterizations of Living Anion Chain Ends—

Yasushi Tsuji1), Toshimitsu Suzuki1), Yoshihisa Watanabe1) and Yoshinobu Takegami1)
1) Department of Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University

ABSTRACT:  Anionic polymerizations of trans-1-(2-methoxyphenyl)-1,3-butadiene (o-MeO-1-PB) and trans-1-(4-methoxyphenyl)-1,3-butadiene (p-MeO-1-PB) were carried out with t-BuLi. Poly(p-MeO-1-PB) obtained in THF has a microstructure similar to poly(1-phenyl-1,3-butadiene) prepared under the same condition; trans-1,4 78–79%, cis-1,4 11—12%, and 3,4 10%. Poly(p-MeO-1-PB) obtained in toluene or benzene has a 3,4 structure (more than 98%) with cyclization. On the other hand, poly(o-MeO-1-PB) obtained in THF or toluene has 3,4 structure (more than 98%). Poly(o-MeO-1-PB) prepared in toluene, however contains a considerable number of cyclized structures. The characterization of the living anion chain ends of oligomeric p-MeO-1-PB and o-MeO-1-PB shows that the electron releasing effect of the methoxy substituents does not affect the microstructures of the resulting polymers. The microstructures are determined by the aggregated structures of the chain ends or the steric hindrance caused by the ortho methoxy group.

1-(2-Methoxyphenyl)-1,3-butadiene/ 1-(4-Methoxyphenyl)-1,3-butadiene/ Anionic Polymerization/ Microstructure/ Carbon 13 NMR/ Living Oligomer/ Charge Distribution/ Steric Effect/ Aggregation/ Polymerization Mechanism

Published online: March 03, 2006
© Copyright, 2006 by The Society of Polymer Science, Japan



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