Poly[(3, 5-di-tert-butyl-4-hydroxyphenly)-acetylene]: formation of a conjugated stable polyradical

Hiroyuki Nishide, Naoki Yoshioka, Katsunari Inagaki, Eishun Tsuchida

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Abstract

A description is given of the synthesis of poly[(3,5-di-tert-butyl-4-hydroxyphenyl)acetylene] (1) and the formation of its polyradical. Experimental data shows that the absorption intensity of the oxidized 1 solution suggests formation of the phenoxy radical of 1 in high concentration and stays constant upon standing at room temperature over a day. This radical formation of 1 is in contrast to the radical formation of the corresponding low molecular phenols, e.g. 3,5-di-tert-butyl-4-hydroxycinnamate; the latter had been reported to give bisquinone methides irreversibly. The sterically crowded structure of 1 probably suppresses bond formation between unpaired electrons.

Original languageEnglish
Pages (from-to)3119-3120
Number of pages2
JournalMacromolecules
Volume21
Issue number10
Publication statusPublished - 1988 Oct

ASJC Scopus subject areas

  • Materials Chemistry

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    Nishide, H., Yoshioka, N., Inagaki, K., & Tsuchida, E. (1988). Poly[(3, 5-di-tert-butyl-4-hydroxyphenly)-acetylene]: formation of a conjugated stable polyradical. Macromolecules, 21(10), 3119-3120.