Precision Polymerization and Polymers I. Polymerization of Diazabutadiene Derivatives-Substituent Effect on Macromolecular Structure.

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  • 精密重合・精密合成高分子Ｉ　　ジアザブタジエン誘導体の重合‐高分子構造に対する置換基効果
  • ジアザブタジエン ユウドウタイ ノ ジュウゴウ コウブンシ コウゾウ ニ タイ

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Abstract

The polymerizabilities of azine compounds (RCH=N-N=CHR) with various types of anionic initiators were investigated. Only oligomers were obtained by the polymerizations of alkyl azines (R=CH3, C2H5, n-C3H7), although monomers were quantitatively consumed. This is because a chain transfer reaction took place in which the active chain end extracted the proton on the α-carbon of the C=N. Howevet, high molecular weight polymers were obtained by the polymerization by Grignard reagents. Spectroscopic analyses of the obtained polymers showed that the polymers consisted of trans-1, 4-units. Furthermore, we prepared trifluoroacetaldehyde azine (R=CF3, TFAcAz) to suppress the chain transfer reaction, and studied its polymerizability. In contrast to our expectation, only oligomers were obtained by the polymerizations of TFAcAz with BuLi, CH3MgI, CH3OK/18-crown-6, and 1, 8-diazabicyclo [5.4.0] undec-7-ene (DBU). However, TFAcAz was polymerized by triethylamine to form an insoluble polymer. The polymer was found to consist of 1, 2-units by several spectroscopies. In addition, the polymers obtained in this work were highly crystalline and thermodegradable.

Journal

  • KOBUNSHI RONBUNSHU

    KOBUNSHI RONBUNSHU 54 (10), 738-745, 1997

    The Society of Polymer Science, Japan

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