Synthesis of a low-bandgap polymer bearing side groups containing phenoxy radicals

Yu Innami, Rafaël H.L. Kiebooms, Tamotsu Koyano, Masaaki Ichinohe, Satoshi Ohkawa, Kohsuke Kawabata, Masataka Kawamatsu, Kiyoto Matsuishi, Hiromasa Goto

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

Poly(isothianaphthene methine) bearing di-tertbutylphenoxide in the side chain was prepared by reacting isothianaphthene and 3,5-di-tert-butyl-4- hydroxybenzaldehyde in the presence of POCl3. A reference polymer with no hydroxy group in the side chain was also synthesized. Both polymers are characterized by a low-bandgap with value of ca. 1.3 eV obtained by optical absorption spectroscopy, and ca. 1.7 eV estimated from an electrochemical method. After treatment with PbO2 as an oxidizer, phenoxy radicals were generated by oxidation in the polymer side groups. Optical absorption measurements and electron spin resonance (ESR) showed a characteristic signal due to phenoxy radicals. Magnetic properties of the polymer were examined with ESR and superconducting quantum interference device (SQUID) measurements. The results suggested that the polymer shows paramagnetic behavior.

Original languageEnglish
Pages (from-to)6556-6562
Number of pages7
JournalJournal of Materials Science
Volume46
Issue number20
DOIs
Publication statusPublished - 2011 Oct
Externally publishedYes

ASJC Scopus subject areas

  • Materials Science(all)
  • Mechanics of Materials
  • Mechanical Engineering

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